PODCAST · technology
Topline
by Pavilion
The #1 podcast for founders, operators, and investors in B2B tech. Tune in every week to hear Sam Jacobs, AJ Bruno and Asad Zaman discuss and debate the trends, news, and developments impacting the B2B tech world. Enjoy the hot takes, strong opinions, and dry humor.
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"AI Native" Is Not A Growth Strategy, But... | Katie Bullard, Board Member & Strategic Advisor
Katie Bullard helped take DiscoverOrg from $30 million to $300 million in revenue, then served as president of A Cloud Guru and Red Canary through exits to Pluralsight and Zscaler. She joins AJ Bruno and Asad Zaman to break down what actually changes for operators in an AI-first world. From why "AI native" is not a growth strategy, to how to align the CRO, CFO, and product team around a single growth plan. Topics include building for customer value before chasing AI ARR, the move from seat-based to consumption pricing, and why 70% of the old playbook for hiring a great executive is suddenly out of date. Also: a reality check on AI accuracy across multi-step work. Plus, a Bulls and Bears debate on whether $200 a week is the real ceiling on AI's value. Key Takeaways: - AI has to earn its keep in customer value, not exist for its own sake. As Katie put it: "Too many companies, I would say, are focusing on the technology … and not on the customer value." Her fix is to ground every AI investment in the ROI it drives for a customer before worrying about the AI ARR label investors keep asking about. - The profile of a great executive is being rewritten in real time. Katie's warning for anyone with a strong track record: "the classic operator of a $100 million business actually will not be particularly successful in a $100 million business today that is redefining itself." She estimates 70% of the pattern-matching investors and recruiters used to hire CROs, CFOs, and CEOs is now out the window, replaced by a hunt for learning velocity over past wins. - AI's success with code does not automatically transfer to the rest of the org. Asad Zaman, CEO at STA, ran the math: "if you take the best model … against any one step … it has 95% accuracy … if you do a 20-step process … that same model achieves 37% accuracy." His point is that stacking agents to cover that compounding error only works when you spend enough compute to make the task uneconomical. - The AI-native shift is already changing how companies hire and build. AJ Bruno, CEO at QuotaPath, said flatly that "Our engineers aren't writing code at all," noting roughly 90% of the company's code now comes from either Cursor or Claude, and framed AI-enabled services at above 70% margin as QuotaPath's real growth engine for 2027. Connect with the Hosts & Guests: Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at STA - https://www.linkedin.com/in/azaman1/ Guest: Katie Bullard, Board Member & Strategic Advisor - https://www.linkedin.com/in/katiebullard/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Katie Bullard 05:24 The $30M to $300M Playbook 09:58 Operating In The Age Of AI 15:54 Aligning The CRO And CFO 23:26 AI Native Is Not A Strategy 25:35 Value First, Then Pricing 26:51 The AI ARR Valuation Puzzle 41:11 Inside The Red Canary Exit 45:35 Betting On AI-Enabled Services 49:15 Rewriting The Hiring Profile 52:51 The Executive Hiring Reset 58:24 The AI Accuracy Reality Check 1:01:16 Why Humans Still Hold The Pen 1:04:53 Bulls and Bears
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What It's Really Like To Scale To $1 Billion | CRO @ Replit, Ghazi Masood
Ghazi Masood, Chief Revenue Officer at Replit, joins Sam Jacobs and Asad Zaman to break down the company scaled from $2 million towards a North Star of $1 billion in revenue in about two years, with roughly 350 employees and a 75-person go-to-market team. Ghazi gets specific on the operational cadence that replaced the quarterly SaaS playbook, why more than 90% of reps overachieved in H1 and why he believes $2 million per rep still isn't the ceiling, and how Replit built its own CPQ, Clari, and Gainsight equivalents on top of Salesforce. Plus, the shift from inbound to outbound pipeline generation, why AI-native orgs run leaner on entry-level headcount and a Quiz Pro Quo on how AI-native companies are structured. In short: a fantastic episode if you want to see how hyper-growth companies are operating, warts and all. Key Takeaways: - The AI-era operating cadence compresses from quarterly to weekly. As Ghazi Masood, CRO at Replit, put it: "forget monthly. We're literally driving a weekly rhythm to the business," with weekly forecast calls, weekly Gong reviews, and a company-wide Friday all-hands they call weekly wins. - Ghazi argues the SaaS-era rep productivity ceiling is gone. Asked whether $2 million per rep is a lot, he said "I would say no… you can do a lot more," after more than 90% of the team overachieved in H1 and enterprise reps blew past $1.5 million in the first half of the year. - Replit keeps a minimal purchased stack and builds the rest on itself. Ghazi described the tools they buy as "HubSpot, Gong, and Salesforce. And that's kind of it," then added "everything else on top of that is Replit. We built our own CPQ on Replit. We're building our own version of Clari on Replit," plus a homegrown Gainsight-style customer health dashboard. - Scaling the team fast, Ghazi made enablement one of his first hires. As he put it, "the very first hire I made was somebody to run and help me build enablement," and that leader built a two-week bootcamp where reps earn a certification before they get a territory. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: Asad Zaman, CEO at STA - https://www.linkedin.com/in/azaman1/ Guest: Ghazi Masood, CRO at Replit - https://www.linkedin.com/in/ghazi-masood-09195a2/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Ghazi Masood 02:20 Scaling $2M To $1B In Two Years 03:16 The Weekly Operating Rhythm 08:55 What Replit Actually Is 10:21 Building An Outbound Motion 11:29 The SaaS Replacement Wave 19:04 Competing With Claude And Cursor 22:57 Brand And ICP Discipline 25:57 Betting On Model Breakthroughs 28:10 Quiz Pro Quo 44:54 Hiring And Enablement At Speed 52:34 The $2M Per Rep Question 57:41 CRO Versus VP Of Sales 1:00:52 Bulls VS Bears 1:06:50 The GTM Tech Stack
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The Godfather of Modern GTM: This Is How To Measure AI Impact | Mark Roberge, Co-Founder @ Stage 2 Capital
Mark Roberge, founding CRO at HubSpot and co-founder of Stage 2 Capital, joins Sam Jacobs and AJ Bruno to tackle the question every board is asking in 2026: how do you actually measure AI's impact on a go-to-market team? They get into the revenue velocity formula, why selling time is the one variable AI can realistically double, and the ICONIQ data showing AI lifts top-of-funnel conversion 11% while barely moving active deal cycles. Plus, a Quiz Pro Quo on Palantir's 137% rule of 40 and Twilio's $5.6 million ARR per employee, a debate on whether the AI-era winner is the first mover or the fast follower, and a bull-versus-bear on whether HubSpot is the most mispriced stock in software at $3.5 billion in ARR. Key Takeaways: - Of the four variables in the revenue velocity formula, selling time is the one AI can realistically double right now. As Mark Roberge put it: "best in class has historically been about 30%. And I see a lot of evidence that today's AI can push that to 60% plus… all you do is go from 30% to 60% selling time, just algebraically you double productivity." - Before measuring AI's impact, stop accepting vague claims that a team is "AI-enabled." Roberge said he got fed up hearing it in board meetings if they can't show measurable impact. - Set realistic expectations on what AI has actually delivered so far. Asked whether any company has jumped from tier B to tier A on AI adoption, Roberge was blunt: "Not on like a 2x, but on a 10% to 20%… I've been disappointed… it's not our portfolio, it's just the entire ecosystem." The step-change, he believes, is still ahead. - In the AI era, the copycat often beats the pioneer. "they all say fast follower wins most of the time," Roberge said of the research he could find, "it's about a third first mover, two-thirds fast follower." Faster product cycles and first movers stuck in what he calls "ACV jail" tilt the odds toward the fast follower. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Guest: Mark Roberge, Co-Founder at Stage 2 Capital - https://www.linkedin.com/in/markroberge/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Subscribe to the Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Mark Roberge 01:33 The Science Of Scaling Book 03:57 Vibe Coding Mark's Frameworks 05:42 NPS, Referrals, And Value 09:33 What Is Product Market Fit? 14:34 Measuring AI In Go-To-Market 19:25 The Revenue Velocity Formula 22:43 Selling Time Can Double Output 24:07 AI Use Cases That Move Metrics 32:56 Has AI Created Tier-A Yet? 42:35 How To Measure Selling Time 47:48 Quiz Pro Quo 54:05 First Mover Vs Fast Follower 1:08:42 Bulls And Bears
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The $1M Employee Is Here: Why ClickUp Replaced 22% Of Its Team With AI | Gaurav Agarwal, COO @ ClickUp
Gaurav Agarwal, COO of ClickUp, joins Sam Jacobs, AJ Bruno, and Asad Zaman after ClickUp, a company north of $300 million in ARR, parted ways with 22% of its workforce while rolling out pay packages up to $1 million a year for the individual contributors who stay. Gaurav walks through how a central Foundry team builds the tooling while each function's top performers automate their own jobs, why he wants his org to run like a pirate ship before a naval fleet, and how a two-person marketing team now ships 70 to 100 campaigns a week. Topics include which roles get eaten as AI collapses the org chart, why a great seller will never get the AI leverage a great engineer does, the case for working in public so AI has full context, and the mercenary-versus-missionary tension reshaping GTM talent. Plus, a Quiz Pro Quo on the SpaceX IPO and OpenAI's tender offer, and a Bulls and Bears debate on buying applications from foundation model companies versus the pure application layer. Key Takeaways: - Gaurav's mental model moved from treating AI as a sidekick to treating AI as the worker itself. As Gaurav Agarwal, COO of ClickUp, framed it: "AI will do the job, you like it or not... Humans will build AI to do the job and AI will do the job better than an 80th percentile human. And then our jobs become managers and trainers of AI." - ClickUp is rebuilding its compensation bands around the people who create the most leverage with AI. As Gaurav Agarwal put it: "we want our top employees who are using AI to build digital workers... They should be paid higher," and he is blunt that the payoff is uneven by function: "I don't think sales gets the same leverage out of AI the way engineering does." - Standing up an AI-native org early means choosing chaos before structure. Six months into ClickUp's push, Gaurav Agarwal described it plainly: "what I need right now is I need entropy... let's go be a little bit like a pirate ship... then we will bring in someone who can structure those pirates as a naval fleet." - As AI collapses engineering, product, and design into overlapping roles, Gaurav Agarwal made the case for the multi-spike specialist over the generalist: "I think it's an E-shaped specialist... specialists who have more than 2 or 3 spikes eat up those spikes." His rule for who wins the consolidation: "the one with the best taste and the drive to work and learn and improve eats up adjacent departments." Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Gaurav Agarwal, COO at ClickUp - https://www.linkedin.com/in/gauravragarwal/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Gaurav Agarwal 03:55 ClickUp's 22% AI Layoff 05:30 AI Will Do the Job 07:42 Agentic Workflows at ClickUp 10:43 Pirate Ship or Naval Fleet 15:07 AI's Jagged Edges 17:13 Where Do You Start 24:19 AI Amplifies Talent Gaps 25:50 Should You Record Everything 40:28 Quiz Pro Quo 48:56 Paying for AI Leverage 53:27 Mercenary Versus Missionary 1:01:12 Bulls and Bears 1:09:59 Hiring Salesforce GTM Talent 1:12:25 Collapsing Roles and Specialists
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"Dead AI Startups Keep Landing On My Desk!" | CEO @ Clari + Salesloft, Steve Cox
Steve Cox, CEO of Clari + Salesloft, joins Sam Jacobs and Asad Zaman to argue that SaaS is far from dead. Steve took the CEO role in December 2025 to merge two of the biggest brands in go-to-market tech into what he calls the world's first predictive revenue system. Topics include the narrative war pushing investors to bet against SaaS-era companies, his one non-negotiable hiring trait, and how to merge two former rivals without one culture eating the other. Plus, a Quiz Pro Quo on go-to-market headcount across US tech and a Bulls and Bears round to close. Key Takeaways: - The AI-native startup boom is already hitting a retention wall, and Steve is watching it arrive deal by deal. As Steve Cox, CEO of Clari plus Salesloft, put it: "the amount of AI native companies that come across my desk now that... are up for sale, you know, they've run out of funding... they grew to 2, 3, 4 million of ARR pretty quickly and then struggled with retention." His read is that everyone knows AI exists now, so driving real adoption "has become more important than ever." - Steve reframes the AI hype cycle as the next layer of infrastructure the industry will absorb, the way it absorbed cloud and big data. As he points out, "how many of us are gonna be talking about AI 3 years from now, 4 years from now?... when was the last time someone mentioned the cloud or Internet of Things or big data?" He expects AI to "layer into everything that we do," which is why he is embedding it into existing revenue workflows rather than fundamentally rebranding the company around it. - The one non-negotiable trait Steve screens for in every executive hire is low ego, because he believes "high ego kills innovation and kills speed." He pairs that with blunt clarity for a merged workforce, telling his first all-hands "It's okay to not to want to be here," so the people who do not buy into the combined company can find the exit fast instead of dragging it down. - Sam Jacobs, CEO of Pavilion, argues a profitable SaaS business with strong retention should ignore where the market trades today. "In the short term, markets are voting machines. In the long term, markets are weighing machines," he said, adding that if you are profitable with good retention, "your customers are voting for you on behalf of the market." The job, in his framing, is to be right long enough that you never have to tap the capital markets at the wrong moment. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Steve Cox, CEO at Clari + Salesloft - https://www.linkedin.com/in/steve-cox-588a2024/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Steve Cox 02:07 From Bananas to Enterprise Tech 03:05 Can SaaS Beat AI Startups? 04:33 AI Hype and the 95% Problem 06:57 The CEO Integration Playbook 10:27 Hiring for Low Ego 15:30 AI Startups Landing on His Desk 21:10 The SaaS vs AI Narrative War 26:23 Is Patience a Moat? 33:43 The Predictive Revenue System 38:21 Quiz Pro Quo 44:10 Merging Two Rivals 49:40 Culture After a Merger 59:03 Founder Mode vs Operators 1:02:48 Bulls and Bears
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$100M+ Profit. Stock Down 72%. CEO Explains Why | Michael Walrath, Chairman & CEO @ Yext
Michael Walrath, Chairman and CEO of Yext, returns to break down why the market has left a profitable, $400 million mid-cap public software company trading at one times revenue, even with over $100 million in EBITDA. He joins AJ Bruno and Asad Zaman to argue that the so-called SaaS apocalypse has almost no data behind it, that most AI layoffs are really a decade of go-to-market overhiring unwinding, and that boring compounders still out-return the hypergrowth darlings. Topics include how venture capital distorts software valuations, why no one is coming to help the 2021 unicorns stuck in broken cap tables, the great GTM despecialization, and the extend-and-pretend game inside venture funds. Plus, a Quiz Pro Quo on new business creation in the US and a Bulls and Bears debate on the future of mid-cap software and the stickiness of the AI platform. Read Michael's essay, No One's Coming to Help You: https://x.com/michaelpwalrath/status/2051364181237010778 Key Takeaways: - The market has left profitable mid-cap software for dead in favor of AI-native growth stories, and Michael Walrath, Chairman and CEO at Yext, leaned into how strange that is for a business that still prints cash. As he put it, "who's writing our obituary? It's the venture capitalists who are funding high-growth ARR companies," even as those same firms can't say what that ARR really means. - The loudest voices setting software valuations are venture investors, and Michael argued their certainty is out of step with their actual hit rate. He called them "remarkably sure of themselves for guys whose whole business model is being right 5 to 10% of the time," noting that being right much more often than that would mean a VC is playing it too safe. - Michael's answer to the hypergrowth-or-die mindset is that durable value comes from compounding cash flow, not chasing the next high-growth story. Pointing to a century of market history and operators like Berkshire Hathaway and Liberty Media, he said, "if you compound effectively, you will out-return these super high growth stories, unless those super high growth stories eventually become compounders." - A lot of the layoffs being blamed on AI may be a decade of go-to-market overhiring finally unwinding. Michael framed the skeptic's question directly: "is it really AI? Or is this a choice that you're making because you overhired for 10 years." Asad Zaman, CEO at Sales Talent Agency, agreed, pointing out that even inside the most AI-native companies he visits, the fundamental way the business runs has not really changed. Connect with the Hosts & Guests: Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Michael Walrath, Chairman & CEO at Yext - https://www.linkedin.com/in/michael-walrath-b63166/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Cold Open and Intro 02:33 Dead But We Just Don't Know It 08:47 Narrative Violations and Hype 11:00 VCs Right 10% Of The Time 14:22 Whose Case Are You Making? 19:20 Why Boring Compounders Win 24:55 The SaaS Apocalypse Myth 28:47 Are AI Layoffs Really AI? 36:16 The Great GTM Despecialization 39:55 Quiz Pro Quo 48:54 No One Is Coming To Help You 55:11 Extend And Pretend 1:01:41 Doubling Cash Flow In 5 Years 1:04:17 Bulls and Bears 1:07:30 What's The AI Moat?
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Build The World Class Team That Anthropic Won't Steal | Craig Rosenberg, CPO @Scale Venture Partners
Craig Rosenberg, Chief Platform Officer at Scale Venture Partners and co-founder of Topo, joins AJ Bruno and Asad Zaman to take on the question every founder is wrestling with: can you still build a world-class sales team when OpenAI and Anthropic are handing individual contributors $10 million equity packages? Craig argues you do not have to compete head-on, then lays out the hiring profile to chase instead, the quota-to-comp discipline that keeps packages sane, and why founder brand has become the most reliable pipeline play left as CAC keeps climbing. Topics include enterprise AE compensation, where private equity is still winning the GTM talent war, the Topo playbook for events and data-as-moat, and a bull-versus-bear debate on whether Gong goes public in the next 36 months. Plus, a Quiz Pro Quo on the real customer counts behind Salesforce, HubSpot, and ZoomInfo. Key Takeaways: - Rather than try to outbid OpenAI and Anthropic for talent, build your own farm system and develop people into the role. As Craig Rosenberg, Chief Platform Officer at Scale Venture Partners, put it: "You have to change your hiring profile to a unique profile that's unique to your business, but then you gotta coach 'em up." - A resume from a hot AI lab is not a guarantee of success at your company. As Craig Rosenberg noted, "The person that is going to do well at Anthropic may not do well at Series B," so hire for the stage and the hunger rather than the logo. - On compensation, Craig anchors the package to the role's real value: "you pay for what your wedge costs… if you feel like you have to pay $10 million, then you have a huge problem and you gotta go back to the drawing board." If the number runs away from you, the model is broken. - With CAC climbing and most channels breaking down, founder brand has become the highest-leverage pipeline play. As Craig Rosenberg said, "The value of building a founder brand, when you look at the data, it's amazing," pointing to gains in both pipeline and deal size. Connect with the Hosts & Guests: Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Craig Rosenberg, Chief Platform Officer at Scale Venture Partners - https://www.linkedin.com/in/craigrosenberg/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Craig Rosenberg 02:34 Can Anyone Out-Hire The AI Labs? 04:33 Why Craig Isn't Worried 06:52 Enterprise AE Comp Is Climbing 08:21 Founders Overpay For Star CROs 10:53 Why AI Reps Struggle At Series B 14:00 Hire The Slighted CRO 14:42 Quota-To-Comp And Attainment 18:45 Can AI Labs Sustain Growth? 22:20 Where PE Still Wins GTM Talent 27:17 Major Runs Reshape GTM 32:36 The Topo GTM Playbook 37:55 Quiz Pro Quo 47:45 Founder Brand And Rising CAC 58:42 Bulls and Bears
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AI Marketing Has A Disease. Can The Cure Be Bought, Taught, or Caught? | Kyle Lacy, CMO @ Docebo
Kyle Lacy, CMO at Docebo (previously Lessonly, Seismic, Jellyfish), joins Sam Jacobs, AJ Bruno, and Asad Zaman to push back on AI-era "efficiency" gospel in marketing. Topics include why product marketing under a sales-led organization will die, and the one-page Wall Street Journal manifesto every CMO should make their CEO write. Plus, why OpenAI and Anthropic might be lost when it comes to POV...AND the $300M Windows 95 launch with Jennifer Aniston and a Polish submarine (obviously). Key Takeaways: - Build the company manifesto first. As Kyle Lacy, CMO at Docebo, framed it: "I frame it with my CEO as... you have a direction you want to take this company. I need a one-page document that reads like a manifesto that you would publish in the Wall Street Journal tomorrow as a full-page ad. And that's our guiding light." Messaging pillars, ICPs, and personas all flow from that single document; the framework can never be the source. - Spend 80% on demand, then defend the other 20% for brand. Kyle's decade-long rule: "If you can figure out how to generate the demand you need off of 70 to 80% of your budget, then you can do whatever the hell you want, like golden llamas or hiring Jennifer Aniston to do your software training, whatever." Marketing leaders who haven't earned pipeline credibility lose the brand line item first when budget tightens. - Don't fold marketing under the CRO. "Product marketing living under a sales-led organization, it will die, will die slowly because you can't get the right people in the role that want to do it," Kyle said. He distinguishes between marketers becoming CROs (good) and marketing being absorbed structurally into the revenue org (fatal) because the executive-level tension between brand and demand is what protects both. - The Lessonly playbook wouldn't survive 2026. Kyle's honest reading: "Lessonly in this age would get eaten alive. Our software did not have a moat. It was really simple to use. You could probably vibe code it down a weekend." What does survive is the customer-first culture and the storytelling. At Docebo's recent Inspire user conference in Miami, customers organically produced more LinkedIn content about the event than the team had ever seen, with zero solicitation campaigns. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Kyle Lacy, CMO at Docebo - https://www.linkedin.com/in/kylelacy/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Kyle Lacy 03:30 Is Brand Building Having Its Moment? 08:33 Word Is Brand: The 60/40 Mix 11:12 Surprise and Delight, Lessonly Lore 16:36 The Manifesto Framework 19:37 OpenAI and Anthropic Have No Manifesto 26:40 Brand at the Application Layer 27:35 Six Figures, No Anthropic Time 32:35 Quiz Pro Quo 39:27 SaaS-Era Marketers Under Attack 43:10 Should Marketing Report to a CRO? 54:42 Authenticity, Jellyfish, and Docebo 57:06 Bulls and Bears
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Playbook: AI-Era Customer Success For Hyper Growth | Sam Slevin, Global SVP CS @ AlphaSense
Sam Slevin, Global SVP of Customer Success at AlphaSense, joins Sam Jacobs, AJ Bruno, and Asad Zaman on the AI-era customer success playbook. Topics include why service is the differentiator over the next 2 to 3 years, the case for customer success owning a revenue number from day one, the gap between finance's productivity targets and real-life capacity. Plus, the origins of customer success, why consumption-based pricing can quickly become a trap, and a bull-versus-bear debate on whether HubSpot can get back to a $20 billion market cap. In short... big episode! Key Takeaways: - After 17 years building customer success teams, Sam Slevin doesn't entertain the "should CS own a number" debate. As Sam Slevin, Global SVP of Customer Success at AlphaSense, put it: "in my 17 years of, of customer success and leadership within customer success, that has never actually been a debate for, for me. I, I would never take a role that doesn't have revenue focused and like impact owning a number, calling your forecast from day one." His standing practice when he joins a new company: build a top-down and bottoms-up forecast on day one and validate it the same way sales does. - Slevin's central thesis is that AI raises the floor on automation while service becomes the upside lever for the next 2 to 3 years. As Slevin put it: "I don't think there could be a more exciting time to be in customer success where service feels like it could be the major differentiator over the next 2 to 3 years." The CS team that listens carefully, builds deep relationships, and meets customers where they are wins the renewal and the expansion. - The hardest tension in CS productivity is the gap between what finance models demand and what individual accounts actually support. As Slevin put it on his approach: "I definitely want to increase productivity in ARR per AM. What's interesting is I feel like there's a finance model and then there's a real life model… finance will say we need $15 million per AM." The leader's job, Slevin argues, is to find the 10% operational drag (AM-to-AE handoffs, billing friction, segmentation gaps) and remove it to close the gap. - On HubSpot's path back to $20 billion, AJ Bruno takes the bullish side based on customer behavior signals. As AJ Bruno, CEO at QuotaPath, put it: "And the fact that they've gone horizontal, um, now I know that there are like 70% of their customers are still looking for answers for HubSpot of what AI needs to look like, and they haven't let the opportunity yet pass them by, but it's getting shaky right now." Sam Jacobs took the bearish side, citing structural challenges and faster-moving AI-first competitors. Connect with the Hosts & Guests: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Sam Slevin, Global SVP Customer Success at AlphaSense - https://www.linkedin.com/in/sam-slevin-9b2ba21b/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Sam Slevin 03:13 Customer Success in the AI Era 04:28 Should CS Own a Number? 07:43 Gross Retention vs. Growth 11:02 The Number-Owner Premium 14:37 Service as the AI-Era Moat 22:19 Productivity Per Person 26:34 Vendor Spend and AI Voice Modes 35:12 Reimagining GTM Roles 38:51 Quiz Pro Quo 45:38 Seat to Usage-Based Pricing 50:12 Pricing AI Like a Meter 55:43 CSM vs Salesperson Comp Gap 58:43 Bulls and Bears
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AI Cyber Exec: Vibecoding Is A Security Time Bomb | Ryan Burke, VP Worldwide Sales @ Crogl
Ryan Burke, VP of Worldwide Sales at Crogl, joins Sam Jacobs, AJ Bruno, and Asad Zaman on the new economics of enterprise cyber risk. Topics include Anthropic's Mythos model, AI for the security operations center, why vibe-coded apps are far more likely to have security issues, why Claude Design tanked Figma's stock, and what the Elon Musk versus OpenAI lawsuit signals for AI governance. Key takeaways: AI has crashed the cost of running sophisticated attacks, putting nation-state-grade tooling in the hands of low-skill operators. As Ryan Burke, VP of Worldwide Sales at Crogl, put it on Anthropic's Mythos model: "Mythos has lowered the cost to like the dollar menu equivalent of...running an attack...so more people can do it." Enterprises are staring down a multi-year patching backlog that runs from now until the end of time. Non-technical teams in finance, ops, and HR are shipping internal tools using Replit and Claude, and almost none of them are securing what they build. Ryan Burke flagged the research: "vibe-coded software is almost 3 times as likely to have security issues." When the employee who built the agent quits, the agent stays behind with no owner, no documentation, and quiet access to systems it never should have had in the first place. For founders eyeing an exit, security has joined revenue, IP, and hitting your numbers as a non-negotiable diligence pillar. As Ryan Burke explained: "lack of security can kill an acquisition...a fourth pillar now is you're secure." Acquirers like JPMorgan Chase will not buy a fintech startup that turns into a vector for attackers to walk straight into their environment. The market case for NRR-fortress legacy SaaS may be weaker than the last decade made it look. As Asad Zaman, CEO of Sales Talent Agency, argued: "there was a generation of software companies that had signs that they had really good customer relationships...but their customers felt more like prisoners." If AI makes switching cheap and a new generation of software actually delights users, the moats around system-of-record incumbents start to compress fast. Connect with the hosts and guest: Host: Sam Jacobs, CEO at Pavilion - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno, CEO at QuotaPath - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman, CEO at Sales Talent Agency - https://www.linkedin.com/in/azaman1/ Guest: Ryan Burke, VP Worldwide Sales at Crogl - https://www.linkedin.com/in/ryan-burke-bos/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Introducing Ryan Burke 03:14 Anthropic Mythos and Cyber Risk 04:20 How Attackers Use AI at Scale 07:00 Dollar Menu Attacks Explained 10:41 AI for the Security Ops Center 14:53 Why Claude Tanks Figma's Stock 18:30 Sam's Advice on Falling Stocks 20:50 Are Legacy SaaS Companies Back? 24:04 The Vibe-Coding Risk Surface 27:56 Quiz Pro: Cybersecurity Edition 33:46 Replit Apps Inside Enterprises 40:18 Security as the M&A Fourth Pillar 44:17 Personal Data and Digital Legacy 47:24 Bulls vs Bears: Elon vs OpenAI 52:03 Will ServiceNow Hit $32B?
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Top Investor: AI Killed Most Moats. These 4 Still Work | Liz Christo, Partner @ Stage 2 Capital
Stage 2 Capital General Partner Liz Christo joins the show to discuss the disconnect between venture expectations and reality in the software market. The conversation covers the hidden costs of the new build versus buy debate, the structural changes happening within modern sales organizations, and whether traditional B2B SaaS go-to-market strategies and moats still matter when AI coding tools make software replication cheaper than ever. Key Takeaways: -The shift toward building internal AI tools instead of buying SaaS products overlooks long-term technical debt, as Liz Christo points out that "there's like a huge amount of cost buried behind the scenes that we're not really talking about today because it's still like sexy and fun." -Founders are artificially inflating their Total Addressable Market to meet new venture capital baseline expectations, with Liz Christo noting that "pitch decks read like really ridiculous right now where everybody wants to tell the story of like a $10 billion outcome because that's the new milestone that got set." -Revenue Operations is becoming the most direct path to the Chief Revenue Officer seat in AI-first organizations, which Sam Jacobs explains is "because as we use fewer humans and more agents, the sort of the half technical, the semi-technical capabilities of most RevOps people will translate into orchestrating armies of agents." -Delegating analysis and writing to AI risks destroying strategic judgment across go-to-market teams, a trend Liz Christo summarizes by stating, "I think we are producing an incredible amount of content that's not getting consumed... I just think we're like losing the ability to think and we're not teaching junior employees how to do it." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Liz Christo - https://www.linkedin.com/in/lizchristo/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro and Cold Open 02:41 The New Build vs Buy Debate 06:10 Engineers in Every Department 10:48 Pitch Decks and 10B Dollar TAMs 17:53 Venture Capital Funding Quiz 23:43 AI Memos and Critical Thinking 42:41 Software Moats and Switching Costs 47:46 Bulls vs Bears Segment 48:23 RevOps as a Path to CRO 51:25 The Future of SDR Managers 55:14 Is Clay Actually Undervalued 59:12 Odds of Hitting 50M ARR
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VC Whisperer: There Will Be No Exits For... | Peter Walker, Head of Insights @ Carta
Peter Walker brings Carta's proprietary private market data from 60,000 startups and 85% of US unicorns to expose the brutal realities of today's tech landscape. While Q1 saw record capital raised, the money is highly concentrated among foundation models. We review the harsh truth behind the 530,000 open tech jobs in the US and the widening talent divide separating top 10% performers from the rest of the market. The conversation covers why venture capital is squeezing operators, how private equity is no longer a guaranteed exit strategy, and the urgent need to optimize your GTM strategy for AI-native workflows. We also debate the death of long-term product roadmaps, the impact of AI on enterprise pipeline generation, and evaluate whether middle management will survive the next 24 months. Key Takeaways The traditional safety net for slow-growth SaaS companies has disappeared, with Peter Walker noting that "A lot of companies held out this PE route as like, this is my escape hatch if I don't grow that fast. And now they're finding it's like, actually, the PEs don't care about you either." Securing venture capital has never been harder for founders outside of the AI bubble, as Peter Walker states "it's definitely not the easiest time to raise money unless you are already in the legible cohort. And if you're in the legible cohort, you know who you are." Rapid execution is replacing traditional product planning, with Peter Walker emphasizing that "the companies that are moving fast… don't know what they're doing in three weeks... we have no idea what's going to happen in October." Artificial intelligence is fundamentally threatening traditional communication hierarchies, and Sam Jacobs is bearish on the future of people managers because "if the purpose of management is to facilitate decision making at certain executive levels, that is something that AI can do." Connect with the Hosts & Guests Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Peter Walker - https://www.linkedin.com/in/peterjameswalker/ Topline is more than a YouTube Channel! Subscribe to Topline Newsletter: https://toplinemedia.substack.com/ Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 The AI Funding Divide 02:36 Is It Harder to Raise Capital 04:37 VCs Only Care About Growth 06:44 The Death of the PE Exit 10:48 Transitioning to AI Native 14:50 Why Product Roadmaps Are (Kinda) Dead 19:19 Stop Defaulting to VC 29:11 Historic Tech Funding Rounds 31:59 Over 530K Open Tech Jobs 36:55 Hiring Market Concentration 46:29 The Growing Tech Talent Divide 49:11 VC Fund Performance Realities 54:28 Future of Foundation Models 58:29 The End of Middle Management
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The #1 GTM Engineer In The World | Jordan Crawford, Founder @ Blueprint GTM
In this episode, Jordan Crawford outlines how revenue leaders can build an autonomous pipeline generation engine and transition away from static playbooks. The discussion covers practical methods for extracting competitor usage data, identifying segments of users who are far more likely to buy, and generally how top GTM teams are using GTM Engineering to dramatically improve their results. The hosts also evaluate how AI tools alter revenue operations, shift the traditional B2B SaaS go-to-market strategy, and force a total redesign of traditional AE compensation models. Key Takeaways: Top-down executive mandates fail because leadership lacks hands-on experience with the required technical systems. Jordan Crawford notes the absurdity of this disconnect, stating, "You read these letters from all these CEOs and they're like, 'We need to be an AI first organization and I can't tell you what that means or how to implement it, but goddamn, you need to be able to do it.'" The core function of revenue operations must shift from administrative reporting tasks to running active market tests. Sam Jacobs explains this organizational friction, observing many Rev Ops employees think their job is still to deliver reports to the C-Suite and ensure data accuracy, when today's reality is that "actually your job now is to generate demand and like I need 50 campaigns tested by tomorrow." Identifying high-value target accounts requires prioritizing product telemetry and user actions over static CRM fields. Jordan highlights the power of this approach, explaining that "AI can basically analyze customers' words, actions, and what's in the CRM and say... these accounts are worth 10 times more than these accounts." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Jordan Crawford - https://www.linkedin.com/in/jordancrawford/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast J Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Podcast Episode Introduction 02:52 Reversing GTM Strategy 06:44 RevOps and AI Thought Partners 13:58 Executing Fast Sales Campaigns 18:25 AI For Comp Plan Benchmarks 21:04 Defining Pain Qualified Segments 26:42 Shifting RevOps Priorities 38:41 Unbundling B2B SaaS Jobs 39:21 The Topline Trivia Game 45:11 Top Of Funnel AI Tactics 46:43 Middle Of Funnel Telemetry 47:56 Bottom Of Funnel Contract Review 49:10 Bull/Bear Predictions
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How Top VCs Pick Winners In 2026 | Cassie Young, General Partner @ Primary Venture Partners
Cassie Young, Partner at Primary Venture Partners, joins the show to break down their contrarian $625 million seed fund and the reality of the coming gross retention apocalypse for tech companies. The conversation outlines why classical venture logic is breaking and how AI-native CRMs are plotting to steal enterprise market share from legacy giants like Salesforce. The group also details why the $6 trillion white-collar labor pool is the real target for emerging AI workflows rather than traditional software budgets. Expect a direct discussion on the myth of the zero CAC CEO, the evolving definition of the jaw-dropping customer experience, and the specific signals Primary looks for when writing checks to early-stage go-to-market founders building the next wave of B2B SaaS products. Key Takeaways -Primary Ventures just raised a massive $625 million seed fund by challenging traditional venture capital models, as Cassie explains, "The conventional wisdom at seed is to stay small. We fundamentally disagree with that." But don't worry: Cassie explains why they believe their approach is the right one. -Cassie warns that a retention reckoning is inevitable for AI startups noting, "I still very much live in fear of this... it might not be next month, it might not be next year, but it's ultimately going to come." Meanwhile, the hosts wonder: is it truly inevitable? Or just highly likely? -Cassie points out that a "Zero CAC CEO who's not supplemented by amazing technologists, it's just not enough." And that's just one of the many classic competitive moats which Cassie flags as reducing in value. -Asad highlights how rapid AI advancements are forcing companies to continuously rethink their competitive moats and sales motions, stating, "There are no product advantages that are long-lasting anymore." Connect with the Hosts & Guests Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Cassie Young - https://www.linkedin.com/in/cassyoung/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Cassie Young Joins Topline 04:37 Raising a $625M Seed Fund 08:08 How Primary Wins Seed Deals 12:56 The 6 Trillion AI Opportunity 19:04 Can AI CRMs Beat Salesforce 29:14 Gross Retention Apocalypse 40:12 Myth of the Zero CAC CEO 46:58 Eradicating Switching Costs 53:15 Backing Go-to-Market Founders
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232
What World-Class AI in GTM Looks Like | Kyle Norton, CRO @ Owner.com
Kyle Norton's AI-enabled revenue team at Owner.com has completely rewritten the economics of what's possible in sales. Kyle joins the show to share why decentralized AI rollouts fail, how to build a core intelligence engine centrally, and why early AI investments must focus on one specific area. The hosts also discuss navigating go-to-market strategy shifts, rethinking RevOps AI integration, and why sales leadership can no longer use budget constraints to delay AI adoption. Key Takeaways: -Building a highly functional AI go-to-market strategy requires a perfect mapping of your entire market and deep enrichment, as Kyle Norton notes to "start with data... without that, nothing really works because you can't give the models what they need to make smart decisions or give you good outputs." -Pushing individual reps to build their own AI workflows yields poor results compared to building central intelligence, which is why Kyle Norton realized that "all of the best things, all of the most impactful implementations were all highly centralized... you just get a completely different result out of it and you can properly enable your whole org to adopt it." -Companies looking to see immediate ROI from their AI investments need to direct their resources toward the top of the funnel, with Kyle Norton emphasizing that "80% of your AI efforts in your early innings should be pipeline focused... AI is a really good pipeline tool." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Kyle Norton - https://www.linkedin.com/in/kylecnorton/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 - Introduction 04:05 - Data Foundations for Sales AI 08:14 - Predicting Lead Connect Rates 10:05 - Centralized AI Rollout Strategy 17:20 - Building the Intelligence Engine 22:05 - AI Investments for Startups 28:12 - Changing Comp Plans Quarterly 33:58 - Centralizing AI by Department 37:35 - The Five Ps Decision Framework 39:33 - Focusing AI on Pipeline Gen 43:16 - Salesforce Acquisition Strategy 45:24 - The Reality of Founder Mode 48:01 - The Next Phase of AI Workflows
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231
Is This The End of Sales As We Know It? (CEO @ 1mind, Amanda Kahlow)
Amanda Kahlow raised $30 million to build AI sales agents that improve the buying experience. As the founder of 1mind and previously 6sense, she sits at the forefront of modern go to market strategy. In this episode, Sam Jacobs, AJ Bruno, and Asad Zaman sit down with Amanda to discuss the reality of AI in the sales motion; she explains how Superhumans (1mind's AI Agents) handle everything from top of funnel enterprise pipeline generation to acting as sales engineers on live demos. The conversation covers the technical hurdles of building high performing AI agents, why she believes buyers will soon demand to interact with AI over human sellers, and what revenue leaders must do to prepare their teams for a radically different future. Key Takeaways: According to Amanda, the speed and accuracy of application specific AI will soon eclipse traditional human selling, as Amanda Kahlow predicts that "When buyers realize their answer is going to be more accurate and more empathetic, they're going to demand to talk to an AI over a human." The traditional role of the sales representative is facing total disruption, and Amanda Kahlow states clearly that in the future "I don't think there will be sellers... I think the best thing we can do for sellers and for the market right now is to be f***ing honest about what is coming for them." Product development for revenue technology must prioritize the end customer over internal efficiency, a philosophy Amanda Kahlow emphasizes by noting that "If I can create a better buying experience, I believe the rest will fall into place... if that's not a better buying experience, I want to be a hard no to it." Connect with the Hosts & Guests: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Guest: Amanda Kahlow - https://www.linkedin.com/in/amandakahlow/ Topline is more than a Podcast: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline on YouTube, the #1 podcast for founders, operators, and investors in B2B tech: https://www.youtube.com/@TOPLINE-Media Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters (Audio Version): 01:00 Introducing Amanda Kahlow and 1mind 02:27 What are Go To Market Superhumans? 06:50 Managing AI Latency and Models 09:53 AI: More Trustworthy Than Human Sellers 15:40 Building the Future of GTM Tech 22:25 The Next Three Years of GTM 35:16 Closing Six Figure Enterprise Deals 40:01 Will Sales Reps Exist in Two Years? 50:00 Collapsing the Sales Assembly Line 54:08 Adapting to the AI Sales Era 58:36 The Autonomous Context Graph Future
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230
Why Intercom Destroyed Its Predictable SaaS Revenue
Intercom gave up $60 million in contracted seat-based ARR to bet the entire company on an AI agent named Fin. The result? They passed $400 million in total ARR, with Fin driving over $100 million in revenue and 35% growth. In this episode, Sam Jacobs, AJ Bruno, and Asad Zaman break down what went into this massive turnaround. The conversation starts with the problem: the SaaS market cap dropping by $600 billion, and how this creates an urgent need for structural pivots. The hosts discuss the financial reality of agentic business models, why historic 90% SaaS gross margins are disappearing, and how scaling compute costs will impact your GTM strategy. The episode wraps up with tactical advice on managing board support, handling leadership pushback, and executing a burn-the-boats transition before your legacy product-market fit evaporates. Link to Intercom CEO Eoghan McCabe's essay: https://ideas.fin.ai/p/there-is-exactly-one-way-that-saas Key Episode Takeaways: - Shifting to an AI-first product fundamentally changes your financial model, requiring exponential revenue generation to offset massive compute costs, which Sam Jacobs points out by stating, "You are trading a good business for a worse business... you have to grow at exponential rates as an agentic business because your gross margins are so much lower than SaaS." - Comfort is the enemy of innovation for established software companies, and survival often requires a massive operational reset, as AJ Bruno explains when noting that "Intercom had five straight quarters of zero net new ARR growth" before they took drastic action. - The cost of human capital is rising as top performers require heavy compute access to execute their roles effectively, a reality Asad Zaman highlights by predicting that "Every recruiter at STA will probably have $10K, $20K, $30K worth of inference calls in the next couple of years... That's like a mini assistant for each person." Connect with the Hosts: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Topline is more than a YouTube Channel: -Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter -Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast -Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro and Episode Overview 01:21 Intercom 400M ARR Turnaround 03:41 The Massive SaaS Market Cap Reset 05:27 Executing a Burn the Boats Pivot 09:05 Gross Margins of AI vs Legacy SaaS 12:00 Defending App Commoditization 18:16 Returning to Founder Mode 27:29 Why You Need Full Board Support 32:26 The Danger of Comfortable Growth 36:31 The Real Cost of AI Inference 42:27 Rising Talent Compute Economics 49:25 Tracking the Right Churn Metrics 52:38 Shifting GTM to Vertical SaaS
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229
Do SaaS Teams ACTUALLY Need AI?
Sam Jacobs (CEO, Pavilion), AJ Bruno (CEO, QuotaPath), and Asad Zaman (CEO, Sales Talent Agency) debate exactly how to handle team members resisting AI adoption. When to leave them, when to nudge them, and when to fire them. The discussion highlights real-world data, including how leading companies reach the top decile of AI adoption and the mechanics of running a 24-hour, four-squad AI hackathon to force experimentation. We also cover a critical performance heuristic from the past CPO of LaunchDarkly: if your team cannot execute simple tasks in a single day, you are falling behind. The conversation covers change management for revenue leaders, how to integrate AI into your daily enterprise pipeline generation, and why optimizing your GTM strategy means making hard decisions about personnel who refuse to adapt. Key Takeaways: >Driving AI adoption requires clear communication and rewarding good behavior, but AJ Bruno warns that leaders will ultimately have to "leave behind a handful of folks that are just not going to get on the bus, that aren't getting on board." >When implementing new AI tools across your teams, Asad Zaman notes that expectations must scale with seniority, stating "I have more tolerance as I move lower in the org and less tolerance at the higher levels." >AI should be treated as a creative partner for deeper analysis rather than a shortcut for unedited output, a reality Sam Jacobs emphasizes by warning "If you are just the pass through, you will be fired." Connect with the Hosts Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Topline is more than a YouTube Channel: Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro 00:35 The Question: Employees resisting AI 01:39 Convert them or fire them? 02:07 Running internal AI hackathons 03:54 How CEOs drive adoption 05:08 Mapping tasks to AI agents 06:27 The "Robot Layer" in emails 07:40 Claire Vo's anti-dinosaur framework 08:07 The One-Day Execution Heuristic 12:52 Why you should be scared 14:30 Elevating junior AI talent 16:35 Reducing 3 hours of work to 45 mins 18:54 Summary: How to uplevel the org 21:09 The tension between speed and depth 21:52 Pass-through? Fired! FIRED!!!
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228
This is How Tech Executives Will Get Hired in 2026
Is your traditional SaaS experience becoming obsolete? In this new 20-minute rapid-fire format, Sam Jacobs, AJ Bruno, and Asad Zaman tackle a specific listener question: How does a senior operator transition from a legacy B2B SaaS role into a high-growth AI company? The market is shifting toward a meritocracy where recent hands-on capability outweighs decades of tenure on a CV. The hosts break down exactly how to position yourself for companies like CoreWeave and EliseAI. They discuss why hiding your lack of technical engineering skills is a mistake, how to build a portfolio of "work product" using low-code tools like Replit and Claude, and why being able to articulate the failures of AI models is actually the strongest signal of fluency. Key Takeaways: - Stop relying on a static resume and start building a portfolio of practical applications. As Sam Jacobs notes, the hiring landscape has shifted so that "your work product needs to speak for itself... demonstrating that you're capable of working with these tools, not theoretically, but practically through your conversations that you're having with hiring managers." - We are entering a career reset where agility beats seniority. Asad Zaman warns that "whenever there is a platform shift... the value of experience goes down a little bit," which creates a massive opportunity for younger leaders to "move up faster if you present in a very compelling manner because people are not looking at titles the same way." - Cultural currency matters as much as technical skill. To be taken seriously by founders in this space, you must consume information where they do. As Asad Zaman puts it, "If they find out that you're not on AI Twitter or AI X, I think they will think you're not a serious person... the information is not gonna be found in these old school channels." Connect with the Hosts: Host: Sam Jacobs - https://www.linkedin.com/in/samfjacobs/ Host: AJ Bruno - https://www.linkedin.com/in/ajbruno3/ Host: Asad Zaman - https://www.linkedin.com/in/azaman1/ Topline is not JUST a YouTube Channel! Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech: https://www.joinpavilion.com/topline-podcast Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro 01:58 Viewer Q: Transitioning to AI 02:48 Show Work Product, Not Just CVs 04:36 Applying SaaS Principles to AI 05:58 The AI-First Mentality 08:58 Articulating AI Limitations 11:30 The Meritocracy Shift 13:55 Unexpected AI Wins 21:27 Staying Culturally Relevant 24:29 Summary: How to Get Hired
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227
Citrini Needs to Chill (but SaaS DOES Need to Change)
Citrini Research claims AI agents will replace white-collar jobs by 2028, triggering a massive economic crash (and repricing of SaaS stocks). Sam Jacobs, AJ Bruno, and Asad Zaman analyze the validity of this thesis and the immediate impact on enterprise valuation multiples. The discussion moves to the practical realities of the innovator's dilemma, specifically how legacy software companies must cannibalize their own revenue to survive. They cover strategies for GTM transformation, the loss of pricing power in traditional SaaS, and why Gong's pivot to "Chief Revenue Architect" signals a deeper identity crisis in the market. Key Takeaways: * The hardest part of adapting to AI is destroying your current margins. Sam Jacobs argues that leaders get emotionally attached to ARR, noting that "the hardest part of the innovator's dilemma is price... the only way to get out of it is to... go towards a worse business" in the short term. * Pivoting sounds great on paper, but is far harder in practice. Asad Zaman highlights the operational difficulty of telling investors about the actual steps involved; e.g. "I'm going to do a reorg and I'm then going to change my strategy that's actually going to increase churn... That's a war at the board level." * Title changes don't fix structural issues. Asad Zaman and Sam Jacobs advise revenue leaders against accepting Gong's new "Chief Revenue Architect" title because "it's going to hurt your career moving forward... This sounds like you were demoted to rev ops to me." Your Hosts: Host: Sam Jacobs Host: AJ Bruno Host: Asad Zaman Topline is more than a Podcast! Subscribe to Topline Newsletter: https://www.joinpavilion.com/topline-newsletter Watch on the YouTube channel: https://www.youtube.com/@TOPLINE-Media Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast: https://www.joinpavilion.com/topline-slack Chapters: 00:00 Intro 02:04 The Citrini Report Examined 07:05 Startups vs. Innovator's Dilemma 12:35 SaaS Valuation Repricing 15:29 Losing Pricing Leverage to AI 21:29 Is White Collar Work Dead? 25:10 Margin Compression Strategy 31:17 Restructuring Engineering Teams 35:09 Microsoft's Product Pivot 39:54 How AI Improves CEO Workflow 44:50 Gong's Chief Revenue Architect 51:17 Why the CRO Title Matters 55:14 AI Predictions Looking Ahead
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226
SPOTLIGHT: Raising $55M When You're Not "AI-Native" | Nick Turner, CEO @ Dreamdata
Nick Turner, CEO of Dreamdata, joins Sam in this special episode of Topline Spotlight. They unpack a challenge many B2B leaders are facing right now: how do you raise capital in a market obsessed with AI when you're not an "AI-native" company? Nick shares his journey from CRO to CEO and what it was like stepping into the top job—only to immediately lead a $55M Series B raise in one of the toughest venture environments in recent history. After speaking with 73 investors in six weeks, he reflects on the realities of fundraising today, investor skepticism around revenue durability, and why profitable, efficient growth still wins. Nick brings nearly 20 years of commercial leadership experience scaling martech companies from Seed and Series A to $75M in revenue. Now leading Dreamdata—a Copenhagen-based B2B marketing attribution and activation platform—he's helping marketers prove what's working and take action on it.
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225
"SaaS is Dead!" - So What Do We Do Now?
Over the course of a few days, $300 billion in market cap was wiped out from public SaaS companies. Looking at the ten most notable US publicly traded SaaS companies over the last six months, they have lost upwards of $600 billion. The public markets are signaling that the classic VC-funded SaaS model is under massive pressure to show rapid AI integration and tangible revenue growth. This episode examines the fallout of the SaaS market correction and what it means for go-to-market operators. We discuss the shift away from legacy system of record platforms toward agile, AI-native solutions that eat labor budgets. The conversation covers how to adjust your GTM strategy if you are not growing at AI rates, why cash flow is now king over growth at all costs, and how to build a resilient enterprise pipeline generation engine. Finally, we share predictions on which SaaS stocks might bounce back from the dip. Key Takeaways Companies failing to match AI-driven growth expectations are facing severe valuation resets from public markets, as AJ Bruno explains that "The argument you're hearing is AI will replace SaaS... that's the lazy argument... What AI is doing is it's compressing the time value of money." Software businesses unable to achieve hypergrowth must pivot to strict operational efficiency, with Sam Jacobs noting, "If you're generating $50 million growing 25% and you're just breaking even, I need you to either grow faster or be more profitable." Go-to-market professionals at legacy software companies have a limited opportunity to pivot their careers toward emerging technology, as Asad Zaman advises, "Right now the window is open... That window will get smaller and smaller as time grows by. So if you are not confident in your company, this is the time to make a shift and enter the new world." Connect with the Hosts & Guests: Host: Sam Jacobs Host: AJ Bruno Host: Asad Zaman Topline is more than a YouTube Channel: Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction to the SaaS Collapse 07:12 Billions Wiped From SaaS Market Caps 10:44 Compressing the Time Value of Money 14:27 Why Revenue Growth Trumps All 20:56 The Threat of AI Inference Costs 25:17 Shifting Careers to the AI World 28:21 Entering the Slow Growth Movement 35:27 Building Long Term Craft Businesses 38:29 Winning the Long Brand Game 42:03 Founder Burnout and Pivot Challenges 48:24 Managing Investor Board Expectations 52:02 Reengineering for a Platform Shift 60:57 Public SaaS Stock Rebound Picks
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224
The Business Case for Robot Overlords (Or At Least Robots That Unload Trucks) | CEO AJ Meyer
AJ Meyer, CEO of Pickle Robot, isn't betting on general-purpose humanoid robots. Instead, he's a believer in robots and Physical AI which solve specific, high-volume problems. AJ joins Sam and Asad to reveal how he recently secured a nine-figure enterprise contract and why "boring" logistics tasks are the gateway to mass adoption of robots. But with mass adoption's opportunities, so too are there new risks. AJ shares that while physical safety is an important consideration, the cybersecurity risk of a networked robot workforce is what needs the most attention right now. This and a ton more in this week's episode of Topline with Sam Jacobs (CEO @ Pavilion) and Asad Zaman (CEO @ Sales Talent Agency). Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Teaser and Introduction to AJ Meyer 02:53 The Convergence of Physical and Digital AI 05:50 Safety Constraints and the "Acrobat" Robot Disaster 09:19 Mobile Manipulation vs. General Purpose Humanoids 12:47 Cybersecurity Risks in Connected Robot Networks 18:52 AI Surveillance and Authoritarian Risks 28:01 Debunking the Myth of Unskilled Labor 34:54 The Moving Goalposts of AGI 38:19 Solving the Open World Generalization Problem 42:09 Why Foundation Models Need Systems Engineering 48:23 Designing Business Models for Enterprise and Mid-Market 53:20 The Nine-Figure "ChatGPT Moment" for Robotics 58:14 Transferring SaaS Go-To-Market Skills to Hardware 01:03:45 Taste and Judgment as Career Differentiators 01:07:50 Hiring Needs and Closing Thoughts
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223
Mark Roberge (Ex-HubSpot CRO): "AI Startups Will See the Highest Failure Rate in History"
Mark Roberge is calling it now: we are about to witness the highest failure rate for a single cohort of startups in the history of tech. As author of Science of Scaling, and co-founder of Stage 2 Capital, Mark joins the pod to dismantle the "growth at all costs" mindset that still plagues founders. He explains why the assembly-line sales model is dead and how AI will force a return to the full-cycle "rainmaker" rep. **Key moments:** The AI Bubble: Why the index fund of the last two years of AI investments is likely doomed. Fixing Your ICP: And how optimizing for CAC or inbound volume without ICP fundamentals in place is a recipe for disaster The 80% Rule: How AI moves reps from 25% selling time to 80%, and what that means for the future of SDR, AE, and CS functions LIR - What it is and Why It Matters: Why every board deck needs a a LIR slide to predict product-market fit before revenue numbers hit **Note:** Mark is donating 100% of the proceeds from his new book to mental health causes. Grab a copy of *The Science of Scaling* on Amazon! Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction: Mark Roberge and The Science of Scaling 03:44 Founder Turnover and Loyalty in the AI Era 06:18 Navigating Founder Burnout and Strategic Pivots 16:30 Predicting High Failure Rates for AI-Native Startups 18:57 The Origin Story Behind The Science of Scaling 24:51 Why Most Companies Define Their ICP Wrong 28:34 The Leading Indicator of Retention (LIR) Framework 32:30 Real-World Example: Shifting ICP Based on Retention 37:22 Who Should Own Product-Market Fit? 43:23 Transitioning GTM Strategies from SaaS to AI 47:29 The End of Specialization: Collapsing GTM Roles 51:12 Solving GTM Inefficiency by Increasing Selling Time 56:50 How to Pilot the Consolidated "Ninja AE" Role 01:04:29 Designing Organizations for Rainmakers vs. Average Reps 01:08:01 Mental Health, Gratitude, and Closing Thoughts
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222
AI Talent Wars: OpenAI, Thinking Machines & Meta Fighting For Breakthroughs
The AI arms race is getting ugly. With top talent bouncing between Thinking Machines and OpenAI, the guys debate a critical question for every leader: Is loyalty dead, or has Silicon Valley just stopped pretending? Sam, Asad, and AJ discuss the ethics and dangers of the "secure the bag" mindset and what it means for building enduring companies. They also pivot to the tactical side of leadership, breaking down why most managers wait too long to fire and the hard truth that "what you allow, you encourage." Key topics: The Thinking Machines exodus: Performance issues or corporate sabotage? Do ethics actually matter when the prize is AGI? The one management mantra every GTM leader needs for a high performing team Quitting the content hamster wheel: The hosts' priorities for the next chapter. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Intro: Top Line, Pavilion Gold, and Today's Agenda 02:28 The Thinking Machines Exodus and OpenAI's Hiring Spree 08:08 Capital Incentives: Why Tech Talent Has Become Mercenary 14:03 The Core Debate: Do Values Matter in Modern Tech? 18:41 The "Get the Bag" Mentality vs. Building Forever Companies 23:00 The Risks of Accelerating into a Future Without Ethics 31:28 Impact on GTM: Shorter Tenures and Transactional Hiring 34:25 Why Swiftly Correcting Underperformance is an Act of Loyalty 45:00 Why Organizational Values Are Useless Without Defined Behaviors 01:00:38 Final Question: What Are You Under-Prioritizing for 2026?
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221
The Job Market Just Completely Flipped (Nobody's Talking About It)
AJ and Asad talk about one of the most insane job markets we've ever seen, the rise of AI agents, and the future of AI's talent wars. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction and Hosts 00:32 The Golden Age of Sales 00:55 Sales Roles and AI 12:30 Branding vs. Performance Marketing 21:05 The Role of Brand in B2B Tech 30:18 The Notion Dilemma 40:40 The Importance of Letting Go 50:39 The Golden Era of Sales 59:59 Reading Tips and Longevity Investments
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220
These Charts Explain 2026
Sam, Asad, and AJ are back to debate the hard numbers shaping the GTM landscape in 2026. The consensus? The freeze is thawing, but the rules have changed. Sam predicts we've entered the "Year of the Deal." Investors are exhausted, founders are tired, and the market is finally ready to clear—even if that means restructuring cap tables to take the win and move on. Asad brings the sobering data on the "Great Concentration," revealing that almost half of venture capital went to a surprisingly small number of companies, while AJ argues that without a compelling AI narrative, traditional SaaS assets will face a brutal valuation ceiling. Chapters: 00:36 Welcome to 2026: Intro and Hosts 02:30 Quiz Pro Quo 08:56 Sam's Prediction: The Year of the Deal 13:53 AI-Native vs. Traditional Investment Trends 16:42 Founder Exhaustion and the Acceptance of Lower Exits 19:40 The VC Perspective on Clearing "Vintage" Funds 24:00 Advice for Seed Founders: Shut Down or Sell? 28:22 Sam's Bearish Take on OpenAI's Financials 31:12 Testing the Stickiness of AI Models 38:03 Asad's Prediction: The Era of Capital Concentration 43:21 Why 2026 Will See Increased Layoffs 46:37 The Confusion of a High-Churn Job Market 50:19 Shoutouts and Personal Reflections
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219
The 13 AI Agents Inside a $90 Billion Machine
MIT reports that 95% of AI initiatives are failing to show ROI. Pablo Dominguez, Operating Partner at Insight Partners, joins the show to explain how to escape that group, and be in the 5% of companies that succeed. Pablo opens the playbook on "Dylan," Insight's internal system of 13 autonomous agents that cut their due diligence process from 35 hours down to 14. Other high points: How Insight used tools like Relevance AI and Gong to build an agent swarm that handles research, analysis, and data cleaning. Why Engineers aren't necessarily who you'd want to build these workflows (and who you need instead) How the CEO of a successful SaaS company is aiming for 5x developer productivity in 2026 Plus the "why" behind some spicy 2026 predictions like: the death of the traditional CRM, Sam Altman's potential exit from OpenAI, and the coming consolidation of "vibe coding" platforms. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction: Pablo Dominguez and Insight Partners 04:57 Insight's Structure and Value Creation Engine 08:12 Why Most Companies Fail to Get AI ROI 11:05 Case Study: Automating Diligence with AI Agents 15:39 Resources Required to Build Autonomous Systems 21:23 Managing Hallucinations and Accuracy in AI 31:09 Scaling AI Literacy and Organizational Fluency 37:15 Measuring Engineering Productivity and Cloud Coding 43:14 Balancing AI Automation with Human Authenticity 52:23 Market Trends: Buyer Behavior and Churn Risks 57:18 The Spectrum: From Workflows to Agentic Systems 01:01:13 Why Retention Issues Are Always Product Problems 01:04:35 Bold Industry Predictions for 2026 01:05:43 The Potential Death of the Traditional CRM
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218
He Built a SaaS Monster with $1 Million (And Refused to Raise More)
Wade Foster (CEO) built Zapier into a profitable powerhouse without traditional VC funding—just $1M post-YC, then profitable ever since. On this episode, the co-founder and CEO shares how that capital discipline shaped their ability to pivot hard when AI hit. Wade also dishes on: The GPT-4 moment that shifted Zapier's roadmap A tested formula for AI agents that actually work How to incentivize internal AI adoption Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction: Wade Foster and the Age of Agents 02:38 Zapier's Origin: Solving the SaaS Integration Problem 04:14 From Zaps to Agents: The Evolution of Automation 05:07 How GPT-4 Changed Zapier's Internal Strategy 06:43 Unstructured Data and the Rise of Vibe Building 09:56 Why Long-Term Product Roadmaps Are Now Obsolete 13:00 Transitioning from PLG to Enterprise Amidst Competition 17:58 What Actually Works: Defining Successful Agentic Workflows 20:59 Building an AI-Literate Company Culture 26:18 Future Outlook: AI Bubbles vs. Product Reality 27:38 Navigating Board Expectations During Technology Shifts 30:23 Zapier's Capital Efficiency and Fundraising History 33:58 Founder Advice: Prioritizing Long-Term Thinking
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217
$50k vs $500K vs $50M Sales People - How to WIN In Modern Sales
We are multi-million-dollar CEOs specializing in sales and go to market teams in tech. We've met more millionaire sales people than you can count. This is exactly how to explode your income in our favorite career path. We are multi-million-dollar CEOs specializing in sales and go to market teams in tech. We've met more millionaire sales people than you can count. This is exactly how to explode your income in our favorite career path. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 01:46 Sales Market Trivia: Headcounts and Income Statistics 07:14 CRO Compensation Realities and OTE Attainment 11:36 Can You Make $100k in Your First Year? 15:53 Essential Personality Traits for Top Sales Performance 21:25 The Timeline to Earning $200k and $300k 30:23 Strategies for Earning $1 Million in Sales 33:10 Executive Equity and Valuation Multiples in AI 38:10 Debate: Is OpenAI Too Big to Fail? 44:06 Kyle Poyar Joins: The State of AI Growth 45:17 Why AI Implementations Are Missing Expectations 50:32 Product Market Fit and AI-Driven Disillusionment 01:05:10 The Decline of Seat-Based Pricing Models 01:09:44 Emerging Pricing Models: Credits and Pass-Through Costs 01:17:48 The $500 Billion OpenAI Investment Question
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216
How AI Killed the Ivy League Advantage
In this episode of Top Line, Sam Jacobs, Asad Zaman, and A.J. Bruno dive into the economic and mental health crises facing young professionals, analyzing data on why entry-level opportunities are shrinking in the age of AI. Shifting to business strategy, the group also examines the nuances of pricing power, warning companies against raising rates without delivering commensurate value to the customer. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction and Episode Overview 00:35 Quiz Pro: Testing Knowledge with Fun Questions 02:40 Discussion on Young Professionals' Challenges 13:44 Advice for Young Professionals Entering the Workforce 15:43 Mental Health and Employment Challenges 20:50 The Impact of Technology and Inequality 32:57 Navigating Career Choices for Young Professionals 33:22 The Importance of Cultural and Historical Awareness 34:57 Balancing STEM and Humanities in Education 35:21 Building Community and Identity 36:35 Practical Advice for Job Seekers 38:56 The Challenge of Pricing in Today's Market 45:16 The Impact of Private Equity on Industries 51:57 The Role of Strategy in Business Success 58:49 Personal Reflections and Inspirations
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215
The $7 Trillion AI Buildout Has a Problem
We did a comprehensive study on the state of data centers. Where is money going? Where should you be betting? Everything you need to know about data centers, all in one place. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Intro and Cold Open 01:18 Quiz Pro Quo: AI Infrastructure Stats and Energy Costs 06:14 Market Volatility and the "AI Bubble" 09:42 Navigating a Brutal Executive Job Market 11:33 Why Private Market M&A Has Stalled 13:54 Is This a Crash or the Industrial Revolution? 26:30 Investing in OpenAI: Risk vs. Reward 30:23 Optimism Meter: Rating the Market Outlook 38:25 Debating AI SDRs and Outbound Efficacy 41:46 Diagnosing Failure: Product vs. Execution 47:46 Rethinking Valuations: EBITDA vs. Revenue 57:39 Hiring Trends: The "Step-Up" Candidate Advantage 01:02:35 Bold Predictions: Nuclear, Events, and Engagement Teams
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214
The Ranking Expert: How to DOMINATE AI Search in 2026 (ChatGPT, AI Overview)
The Topline team interview Ethan Smith, founder of Graphite, an San Fransico-based growth and SEO agency with clients like Notion, Webflow and Rippling. As well as Rahul Jain from Noble, a consultant who writes and speaks about AI. Thanks for tuning in! Catch new episodes every Wednesday. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction and Host Introductions 00:41 How Well Do You Know AI Search? 08:14 SEO vs. AI: The Changing Landscape 13:42 The Role of PR in AI Search 14:46 Get Cited By THESE Websites 18:13 SEO Strategies in the AI Era 25:07 Is SEO Actually Dead? 33:16 HubSpot's Message to The Market 34:27 SEO Evolution and Traffic Trends 34:54 The Future of Search and LLMs 36:34 Signs You Have The Wrong Product 40:01 Scaling AI Search Content 46:38 The Role of PR and AI in Marketing 01:01:42 What Have You Learned?
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213
Big Tech Will Lay Off 1M People In 2026. Are You One of Them?
We ran a comprehensive model to predict how many layoffs may happen in 2026. To see our math, and try to predict what's next, tune into this full episode of Topline. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:43 Show intro & what we're covering today 01:31 Setting the stage: big layoffs & what's coming 01:54 Quiz Pro Quo: the tech ecosystem trivia segment 05:37 Why layoffs are happening in a strong market 10:07 What "AI" actually means 11:28 The Twitter/X effect & middle-management reductions 14:31 AI vs. inefficiency cuts: spectrum check 20:13 Where AI is replacing jobs today 22:13 Executive hiring vs. junior hiring shifts 26:03 Big Tech's speed, efficiency & fewer layers strategy 37:33 The new sales productivity curve 49:03 How to protect your career in an AI world
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212
99% of AI Leaders STILL Don't Know How to Keep Us Safe
The biggest AI companies in the world have made some bold statements about their priorities, but their actions haven't always lined up. Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Welcome Back to Topline 00:52 How Well Do You Know The AI Bubble? 12:48 AI's Job Market Collapse? 15:19 Anthropic's Controversial Funding 30:25 Where is Funding Going? 47:38 How Should We Invest in AI? 59:39 Lessons and Reflections from 2025
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211
The Inevitable Rise of 72-Hour Work Weeks, Explained
Dave Kellogg, EIR at Balderton Capital, wrote an explosive piece on the reality of modern startups in 2025. Dave walks us through the winners and losers in the AI era. Read Dave's Article Here: https://topline.beehiiv.com/p/the-era-of-haves-and-have-nots Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:47 Introduction & editorial setup 03:03 Defining winning: market share as goal 07:09 Marathon vs sprint; growth tradeoffs 12:02 Switching costs, returns, and herd dynamics 21:42 Disruption resets order; capital to #1 25:06 Easy-come growth vs durable ARR 28:18 Creative destruction and incentives 33:31 Winning by ownership type 36:39 Strategy over grind; #2 playbook 40:33 Labor leverage, RTO, and 9-9-6 culture 53:31 Stalled SaaS: valuations, NRR, and growth 1:01:00 Consolidation, moats, domain expertise 1:04:45 Outro & where to follow
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210
AI Cults? The Most Popular ChatGPT Uses Are Not What You Think.
The Topline crew, joined my Kyle Norton from the Revenue Leadership Podcast, look at the newest ChatGPT usage data. This is getting unhealthy Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast. Chapters: 00:00 AI's Personal Health Impact 00:37 Intro & Today's Three Topics 01:38 ChatGPT Usage Study Overview 02:34 Non-Work Usage Surges to 73% 05:05 Writing Beats Search for Work 06:00 Companionship & Personal Advice Use Cases 10:57 Switching Tools vs Staying Put 19:10 Centralizing AI Workflows & Infrastructure 21:01 Phone-First Sales Tech Stack 23:32 Reading Our Last 13 ChatGPT Chats 27:08 AI for Health: Power & Risks 32:17 Vibe Coding Traffic Slide 36:13 Vibe Coding's Audience & Use Cases 40:21 Trust Gap & Product Focus 42:51 Leading Through Momentum Slowdowns 50:11 Europe's Startup Problem 51:28 Firing Laws, Risk & Funding Gaps
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209
The Most Surprising Companies Private Equity is Buying
We ran an analysis on some of the biggest Private Equity assets and acquisitions. Is the explosion of this space a bubble, or is there something deeper happening here? 3 CEOs debate! Chapters: 00:00 – Private Equity's Reach 05:00 – The Broader Impact of Private Equity 10:00 – Toll Roads, Robert Moses, and Infrastructure Power 15:00 – What It's Like to Work for Private Equity 23:50 – Inside Vista and the Private Equity Playbook 27:50 – Preparing for a Private Equity Acquisition 30:50 – Founder Perspectives on Being Acquired 38:10 – The Role of AI in Private Equity 40:00 – OpenAI's Product Velocity & Sora 2 44:30 – Art, Compute, and Culture 48:00 – Technology, Purpose, and Human Play 51:20 – The Optimistic Lens 54:00 – OpenAI's Velocity and Strategic Position 56:00 – Market Reactions & Acquisitions 58:30 – Microsoft's Response 1:00:50 – Culture, Standards, and Leadership Lessons 1:04:50 – Closing Reflections Thanks for tuning in! Catch new episodes every Sunday Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!
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208
The Fastest Way to Make $1M in 2025 is Not What You Think
3 millionaires explain how they would make $1M with these business models, strategies, and systems. Thanks for tuning in! Catch new episodes every Wednesday. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction and Agenda 03:17 Bootstrapping: Who It's For and Why It Matters 09:00 Executive Search and the Craft Business Dilemma 10:06 The Venture Trap and Valuation Missteps 13:48 Smart vs. Dumb Money: Lessons Learned 15:32 NVIDIA's $100B Bet on OpenAI 17:55 Bubble Economics and Market Cycles 22:00 The Shift from Public to Private Markets 27:31 The Public Company Dilemma 31:36 Employee Liquidity and Why Founders Stay Private 36:08 Brett Taylor and the Myth of "Faster Is Better" 39:19 Go-to-Market Quality vs. Hype 45:25 Playing the Game: Why Bubbles Build Infrastructure 49:40 Staying True to Your Business Model 51:04 Strengths and Weaknesses of Founders 53:48 Wrap-Up and Community Invite
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207
If You Want $100M FAST, Copy These Startups
The Topline crew breaks down the fastest growing startups of 2025. Chapters: 02:20 Welcome to Top Line 02:57 Discussion on AI Company Investments 08:47 Fastest to $10 Million in Revenue 09:53 Debate on AI Market Sustainability 15:58 AI's Impact on Business Strategies 29:58 Fastest to $50 Million in Revenue 33:16 PLG vs. Sales-Led Growth 34:08 Choosing the Right Business Model 37:03 Fastest to $100 Million in Revenue 38:07 Revenue Milestones and AI Companies 42:00 Challenges with AI Accuracy 45:35 Fastest to $500 Million 50:29 Fastest to $1 Billion, $5 Billion, $10 Billion 56:37 Final Thoughts and Investment Picks Thanks for tuning in! Catch new episodes every Wednesday. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!
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206
This Controversial Industry is Secretly Creating Billionaires
Special purpose vehicles are the biggest underworld in startups. They're creating more opportunity to invest in some of the biggest companies in the world. That doesn't mean they don't come with risk. Peter Walker from Carta gives us a full breakdown. 00:00 Too Good to Be True? 01:05 Deep Dive into SPVs 04:03 The Growth and Impact of SPVs 06:04 Understanding SPVs in Venture Capital 23:31 The AI Bubble and Its Implications 32:43 Will Startups Shut Down? 33:52 Hiring and Firing in Startups 39:09 Private Equity vs. Venture Capital 44:28 AI's Role in Business Strategy 55:03 Navigating Uncertainty and Capital Management 58:23 Concluding Thoughts and Advice for Entrepreneurs Thanks for tuning in! Catch new episodes every Wednesday. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast!
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205
We Obsessed Over Palantir's $370B Strategy (Nobody Talks About THIS)
We went DEEP studying Palantir so you don't have to. We uncover how its stock keeps growing, how the company handles sales and marketing, and to understand why it's such a cultural phenomenon. Thanks for tuning in! Catch new episodes every Sunday Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Use code TOPLINE for 10% off your GA ticket. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 Introduction and Palantir's Enigmatic CEO 00:53 Welcome to Top Line 03:39 Diving into Palantir's Business 09:52 Palantir's Government and Commercial Ventures 22:41 The Role of Sales in Palantir's Success 32:33 Sales Culture and Treatment 34:00 The Role of Salespeople in Product-Led Companies 35:01 Challenges and Opportunities in Sales 38:12 Palantir's Go-To-Market Strategy 45:06 Salesforce vs. Palantir: Market Cap Battle 46:33 HubSpot's Potential and Challenges 55:29 AI Predictions and Impact on Business 59:17 AI in Personal and Professional Life 01:03:58 Conclusion and Final Thoughts
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204
'Every Person On My Team Codes Now' - Inside $250M Founder's AI Coding Experiment
AJ Bruno, the CEO of $21M SaaS startup Quota Path, explains his company-wide experiment to make all of his employees vibe code. The results were shocking. Thanks for tuning in! Catch new episodes every Sunday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Use code TOPLINE for 10% off your GA ticket. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! Chapters: 00:00 The Future of AI in Startups 00:52 Introduction to Top Line 05:08 Vibe Coding Fridays Explained 13:32 The Impact of AI on Company Culture 29:57 The Role of Managers in Modern Companies 33:36 Challenging Traditional Management Practices 34:13 The Role of Senior Managers and Getting Hands Dirty 35:38 The Value of Middle Management 45:54 The Impact of AI on Management Roles 52:20 The Bubble of AI Revenue Reporting 1:00:58 Predictions for the Future of Labor
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203
Meet The 27-Year-Old Building $1.5B AI Employees (Decagon CEO)
Jesse Zhang is the CEO of Decagon, the $1.5B startup creating AI agents to transform customer service. Jesse talks to us about the future of AI agents, the limits of automation, and the AI startup landscape. Thanks for tuning in! Catch new episodes every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Use code TOPLINE for 10% off your GA ticket. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! 0:00 Meet Jesse 4:19 Are We in a Bubble? 10:50 AI Implementation Challenges and Use Cases 16:07 Selling AI to Enterprise 27:02 Model Capabilities and Business Logic 37:11 Business Model and Pricing Strategy 48:09 Competition and Company Culture 56:56 Building and Scaling the Company
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202
The AI Bubble Is Going to Burst In…
In this episode of Topline, hosts Sam Jacobs, Asad Zaman, and AJ Bruno dive into the question of whether we're currently in an AI bubble. We talk through key data points on valuations, venture capital's dry powder, and $3 trillion in projected data center investments. Is AI unsustainable hype, true long-term growth, or both at the same time? Thanks for tuning in! Catch new episodes every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Use code TOPLINE for 10% off your GA ticket. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! 00:00 The AI Bubble + Banter 04:56 Deep Dive into AI Investments 08:18 Defining and Understanding Market Bubbles 21:16 The Role of CEOs and Operators in AI 25:16 Future of AI and Market Predictions 38:31 AI Has a Marketing Problem 38:56 The Bubble and Big Tech 42:41 Valuation Trends in Startups 48:45 Bridge Rounds and Investor Strategies 53:22 AI Performance Metrics 01:04:04 Concluding Thoughts and Random Questions
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201
We Analyzed EVERY Y Combinator Company (1,000+)
We ran the biggest public study on YC company's successes and failures in history. This is what we learned about the most prolific startup incubator in history. Thanks for tuning in! Catch new episodes every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Use code TOPLINE for 10% off your GA ticket. Subscribe to Topline Newsletter. Tune into Topline Podcast, the #1 podcast for founders, operators, and investors in B2B tech. Join the free Topline Slack channel to connect with 600+ revenue leaders to keep the conversation going beyond the podcast! (00:00) - The Biggest Study on YC (00:40) - Personal Updates and Banter (03:47) - What Is Y Combinator? (04:24) - Our Research's Findings (06:26) - Advantages of Joining YC (10:40) - Challenges and Criticisms of YC (14:34) - Personal Experiences and Insights (29:47) - YC's Branding and Marketing Power (30:31) - YC's Expansion and Its Impact (31:16) - The Value of YC's Brand (34:04) - Dilution and Founders' Naivety (36:04) - Branding Lessons from YC (37:44) - Challenges and Opportunities for YC (46:17) - Chat GPT-5: Initial Impressions (50:31) - AI Companies and Market Dynamics (56:23) - Concluding Thoughts and Wins
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200
How To Spend Your 20s in The Super Intelligence Economy
3 multi-millionaire founders give their practical insights on how to prepare for the rise of AGI and super intelligence. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! This episode is sponsored by UserEvidence. Want to know what actually moves the needle on trust? Download The Evidence Gap, a data-backed report on the customer proof that drives real results. Get it now at userevidence.com/evidence. Key chapters: (00:00) - Introduction (00:38) - Podcast Welcome and Host Introductions (00:48) - Episode Overview and Topics (01:39) - Personal Updates and Anecdotes (05:57) - AGI and Super Intelligence Are (maybe) Here (10:58) - AI's Impact on Business and Employment (14:17) - Is It Overhyped? (26:23) - Future of Middle Management (31:09) - Where Will AI Fit In? (38:14) - We're Robbing Young People (39:02) - The Grind Score: Measuring Work-Life Balance (42:36) - The Future of Work and AI's Impact (50:21) - Go-To-Market Tech Landscape and Consolidations (01:02:12) - Listener Question: Moving to Philadelphia
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199
SPOTLIGHT: AI Isn't Just Faster Translation, It's a $40B Tug-of-War for Global Attention with Bryan Murphy of Smartling
Bryan Murphy, CEO of Smartling, confronts a $40 billion industry stuck in the slow lane, the world of translation. Most companies still handle translations like it's 1999: manual, expensive, and painfully slow. Bryan saw AI as the game changer that could rewrite the rules, but integrating it wasn't a walk in the park. He shares how Smartling harnessed AI to not just cut costs and speed up translation but to finally boost quality close to human-level precision without losing control over brand voice or nuance. Yet, making this leap meant upheaval: reorganizing teams, hiring AI experts, and establishing ruthless R&D discipline to separate winning ideas from distractions. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! Key chapters: (00:00) - Introduction to Bryan Murphy and Defining the Translation Challenge (02:30) - The Hidden $40B Translation Market and Its Untapped Potential (04:00) - The Evolution of Translation Services: From Manual to AI-Driven Automation (06:00) - Early AI in Translation: Faster and Cheaper, But Not Yet Better (08:00) - Defining Quality: The MQM Standard and Bridging AI-Human Gaps (09:20) - Human-in-the-Loop AI: Boosting Translator Productivity Tenfold (10:30) - Full AI Translation Approaching Human Grade: The Game Changer (11:45) - The Future Mix: Human Expertise vs. Automated Scale in AI Translation (13:00) - Unlocking Market Expansion Through Improved SEO and Digital Footprint (15:00) - The Moment of Truth: Recognizing GPT's Impact and Rolling Out Rapid Innovation (16:30) - Founder's Speed: Breaking Plans and Aligning Teams for Urgent AI Adoption (18:00) - Overcoming Organizational Challenges: From Excitement to Structured Execution (20:00) - R&D Reimagined: Timeboxing Experiments With Clear Metrics to Avoid Spinning Wheels (22:00) - The Discipline of "Customer-First" in AI Development and Roadmapping (24:00) - Leadership Lessons: Listening Without Losing Vision Amidst Painful Change (26:00) - Winning Customer Trust: Betting On Proofs of Concept Against Skeptics (28:00) - Personal Insights: Favorite Leadership Books and the Role of Intellectual Curiosity (29:30) - Staying Sharp: Daily Reading and Customer Conversations as Strategic Tools (31:00) - Managing Stress and Longevity: The Art of Mental Compartmentalization for Founders (32:30) - Final Thoughts: The Unseen Power of Humility in Leadership and Continual Learning (33:00) - Wrap-up and Invitation to Follow Smartling's AI-Empowered Evolution
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198
We Run $1m+ Businesses. These Are The Jobs We're Giving to AI
Sam Jacobs, Asad Zaman, and AJ Bruno and CEOs who are fundamentally changing how they are hiring and firing because of AI. These are the jobs that will and won't exist in the next 12 months, and our real-world insights on what CEOs are looking for out of their talent base. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! This episode is sponsored by UserEvidence. Want to know what actually moves the needle on trust? Download The Evidence Gap, a data-backed report on the customer proof that drives real results. Get it now at userevidence.com/evidence. Key chapters: (00:00) - Winners and Losers in AI (00:38) - The White Collar Bloodbath (03:30) - These 3 Jobs Won't Exist (25:10) - These 3 Jobs WILL Exist (& bets we're making) (42:50) - Jobs & People We're Hiring Right Now (59:05) - What is Surprising About Your Life Today?
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197
SPOTLIGHT: Surviving the Inbox Apocalypse with Evan Huck of UserEvidence
Nobody told startup founders building credibility felt this messy. Evan Huck, CEO and co-founder at UserEvidence (ex-SurveyMonkey, TechValidate), pulls back the curtain on what it really takes to turn verified customer proof into actual demand. Forget the fairytales: from wrestling with cold starts in outbound sales to playing the long game with brand, Evan's war stories are pure fuel for GTM teams tired of overnight success myths. Thanks for tuning in! New episodes of Topline drop every Sunday and Thursday. Don't miss GTM2025 — the only B2B tech conference exclusively for GTM executives. Elevate your 2026 strategy and join us from September 23 to 25 in Washington, D.C. Use code TOPLINE for 10% off your GA ticket. Stay ahead with the latest industry developments and emerging go-to-market trends with Topline Newsletter by Asad Zaman. Subscribe today. Tune in to The Revenue Leadership Podcast every Wednesday, where host Kyle Norton talks with real revenue operators and dives deep into what it takes to succeed as a modern revenue leader. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! Key chapters: (00:00) - Kicking Off with Evan Huck's Unfiltered Startup Journey (02:00) - From Jackson Hole to the Boardroom—Finding Balance at Altitude (03:25) - Scaling Amid the Chaos: Inside User Evidence's Wild Year (04:31) - Ground Up: Sales Chops from SDR to CEO (05:30) - When to Cash Big Checks: The Secret Life of Enterprise AEs (06:54) - Startup Beginnings During Lockdown: Why Evan Built in 2020 (07:54) - Betting It All on Brand: Lessons from the Sweat Equity of Positioning (09:31) - Eight Quarters of Crickets: What Brand Investments Really Look Like (10:38) - Beyond Quick Hits: Convincing Investors Brand Pays (11:13) - Narrow the Bullseye: How ICP Discipline Elevated Growth (12:30) - Cracking the Enterprise: Creative Tactics That Actually Work (13:51) - CEO Hustle: Late Night DMs That Drove Real Results (14:59) - Slack Communities: Where Startup Deals and Credibility Are Born (16:00) - Talent Magnetism: Building Teams That Actually Like Each Other (18:00) - Smart Hires, Right Sequence: Why Product Marketing Came First (19:14) - Customers as Growth Catalysts: The Power of Advocacy (20:39) - Leadership Style: Why "Chill, Humble" Beats High Drama (22:07) - Book Rec for Founders: Patagonia's Blueprint for Sustainable Culture (22:43) - Wrapping Up: Truths, Tactics, and Takeaways for GTM Leaders
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ABOUT THIS SHOW
The #1 podcast for founders, operators, and investors in B2B tech. Tune in every week to hear Sam Jacobs, AJ Bruno and Asad Zaman discuss and debate the trends, news, and developments impacting the B2B tech world. Enjoy the hot takes, strong opinions, and dry humor.
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