PROMPT This

Episode Summary Season One has come to an end and the Prompt This team is taking a well-deserved break after 32 episodes in 32 weeks, dozens of operators, and hours of conversations about AI.  In this season finale, Clint and Greg step back and ask a simple question. What actually changed? The answer is not what you expect. They started this podcast thinking AI might reshape work someday. What they found is that it already has. Quietly, unevenly, and in ways most people are still missing. In this episode, they unpack the moments that changed their minds. Where they got it wrong early. Where the hype collapsed. And where the real signal showed up. You will hear why the idea of AI fully replacing jobs does not hold up in practice, but also why that does not mean your job is safe. You will hear what is actually working inside companies right now, and why most teams are still stuck talking about tools instead of getting results. There is also a shift they did not expect. The advantage is no longer going to the people who discovered AI first. It is going to the ones who quietly built it into how they work every day. This episode draws a line between curiosity and execution. Between people experimenting with AI and people using it to win. If you have been circling AI, watching from the sidelines, or telling yourself you will get to it later, this conversation will challenge that thinking. Season One was about figuring out what AI is. This episode makes it clear what happens next. Chapter Breakdown  00:00 – Opening and Season Finale Setup Clint and Greg frame this as a different kind of episode and reflect on finishing their first season. 01:07 – What It Took to Build Season One A look at the scale of the journey and how far they have come from the early days. 02:07 – The Shift from Curiosity to Real Usage How AI moved from a side experiment to part of everyday work. 03:33 – Why First Movers No Longer Have the Edge The playing field is leveling, but not for the reason most people think. 04:18 – Where AI Actually Delivers Value A grounded discussion on real use cases versus hype. 05:20 – The Moment That Changed Clint’s Thinking A sharp insight on ownership, credibility, and how to talk about AI. 07:17 – The Job Debate Revisited The hosts challenge their original stance and unpack what is really happening. 09:28 – The Three Big Takeaways from the Season What matters now and what does not. 11:11 – Tools vs Execution Why access to AI tools is no longer the differentiator. 11:39 – Closing the Season A direct message to listeners and a reflection on the journey. 12:23 – What to Expect in Season Two A shift from talking about AI to showing how to use it. 12:44 – Outro Wrapping Season One and setting up what comes next.

Guest Introduction Jason Rushforth is a seasoned Chief Revenue Officer and career sales operator who has built and scaled high-performing go-to-market teams across multiple organizations. He brings a sharp, field-tested perspective on how deals actually get done, where sales processes break, and how to fix them. More recently, Jason has been hands-on with AI in sales and marketing workflows, separating what delivers real impact from what just looks good in a demo.    Episode Summary  This episode cuts straight through the noise around AI in sales. Jason brings a CRO-level lens to a market flooded with promises. The core message is simple but often ignored. AI only matters if it solves a real problem. Everything else is just marketing. The conversation moves fast across three realities. First, most “AI-powered” tools are just repackaged SaaS with a thin layer of automation. Second, when AI works, it compresses weeks of work into minutes and changes how teams operate. Third, the real advantage comes from how operators use AI, not the tool itself. You will hear where AI is already delivering value today. Territory planning that used to take weeks now happens in minutes. Qualification gets sharper in real time. Pipeline generation becomes proactive instead of reactive. You will also hear where things break. Forecasting still struggles. Pricing models are unclear. And the gap between demo and reality is still wide. The through line is practical. Start with the problem. Test in small pilots. Use AI to guide decisions, but do not let it replace judgment. If you are responsible for revenue, this episode gives you a clear starting point and a filter for what actually matters. AI Challenge Call-to-Action  This week’s AI Challenge focuses on one simple idea: stop chasing AI tools and start solving real problems. Pick one friction point in your sales or marketing workflow. Then use AI to test a targeted solution through a small pilot. No big rollout. No long-term commitment. Just proof. Get the full breakdown, step-by-step instructions, and tools here: https://www.promptthis.ai/blog/how-to-select-ai-business-solutions-the-right-way  Chapter Breakdown  00:00 – Intro to Jason Rushforth Clint sets the stage with Jason’s background and why his perspective on AI is grounded in real-world revenue operations. 01:00 – Sales Operators Take Over Greg and Jason lean into their CRO roots while Clint jokes about getting pushed out of the funnel. 02:30 – AI Hype vs Reality Jason explains why most AI claims fall apart and how to evaluate whether a tool solves a real problem. 04:00 – How to Spot Fake AI Fast A practical framework for identifying tools that are just legacy SaaS with AI branding. 05:40 – Biggest AI Miss and Biggest Win A failed forecasting tool vs a standout territory management solution that compresses weeks into minutes. 08:30 – Why Simple Problems Win The best AI solutions are often the least flashy but solve real operational pain. 10:00 – “Beat the Machine” Mindset Using AI as guidance, not gospel, and why top performers outperform the model. 11:00 – AI for Sales Reps Using tools like ChatGPT for objection handling and confidence building in live deals. 12:00 – AI-Driven Qualification How AI prompts reps in real time to ask better questions and capture data automatically. 14:30 – Pipeline Still Rules Everything “Pipeline saves lives” and how AI can prioritize the right prospects at the right time. 16:00 – AI for Daily Sales Execution Tools that tell reps exactly who to contact and why, turning signals into action. 17:00 – AI in Inbound and BDR Workflows How AI is starting to automate lead routing and early-stage engagement. 18:30 – The SaaS vs AI Shift Jason’s take on the so-called SaaS disruption and where traditional companies still win. 21:00 – Why Product Alone Is Not Enough Clint pushes on the idea that companies are more than features, highlighting infrastructure and trust. 23:30 – The Pricing Problem Seat-based SaaS vs usage-based AI and why CFOs struggle with unpredictability. 27:00 – Where to Start with AI Jason’s playbook: identify problems first, then find solutions that directly address them. 29:00 – The Three Areas to Focus On Rep productivity, territory management, and better visibility into pipeline and forecasting. 31:00 – Start Small and Pilot Why testing before buying is the safest way to adopt AI without breaking your business. 32:00 – Closing Thoughts and Where to Find Jason Jason shares how to connect and encourages ongoing dialogue as the AI landscape evolves.

Guest Introductions Time for something a little different and have some fun. This episode brings back the ten most recent Prompt This guests and turns them into "Rapid Fire Smackdown" competitors. You get a mix of CEOs, operators, analysts, and AI builders including Erik Archer Smith, Emily Maxie, Julie Trelstad, Ken Roden, Warren Kucker, Brooks Bush, Bruce Daley, Joshus Gould, Dr. Shelli Hendricks, and Martin Schneider. Clint and Greg draft from this pool and go head to head. No long interviews. Just their best answers, put under pressure. Two teams with very excited captains. Five questions about AI realities. One AI judge.  Lots of fun.  Episode Summary This episode is fast, competitive, and a bit unpredictable. Clint comes in as the defending champion. Greg comes in prepared and looking to steal the belt. They draft teams from past guests and run five rapid fire questions that cut straight to what matters in AI right now. No theory. No polished talking points. Just real answers from people doing the work. What makes this one worth your time is how quickly the noise drops away. You hear what experienced operators actually think is overhyped. Where real competitive advantage is showing up. What they refuse to trust AI with. And where leaders are still getting it wrong. Some answers are practical. Some are blunt. A few are uncomfortable. And when ChatGPT is forced to pick winners, it exposes something even more interesting. AI does not always judge the way you expect. The momentum swings. The arguments tighten. And by the final round, it comes down to a single idea that cuts to the core of how AI should be used in business. You will have your own opinion on who won. Chapter Breakdown with Timestamps 00:00 – The Smackdown Returns A high-energy opening sets up a more competitive, more confident round two. 01:13 – Draft Day Clint and Greg build their teams from the last ten guests. Strategy starts early. 05:09 – Round 1: What’s Overhyped about AIStrong takes on where AI is already breaking down in the real world. 07:01 – Round 2: Where AI Advantage Is Coming From Speed versus specialization. Two very different paths to winning with AI. 09:07 – Round 3: What Task You’d Never Trust AI With Accountability shows up fast. Some lines people will not cross. 12:00 – Round 4: One AI Tool to Roll Out Everywhere A tactical answer collides with a more strategic one. This round shifts momentum. 14:18 – Round 5: The Biggest Misconception about AIThis is the one that matters. The answers get sharper and more opinionated. 17:00 – Final Decision ChatGPT makes the call. You may or may not agree, but one of the hosts is thrilled to take home the Rapid Fire Smackdown belt. 18:00 – Closing Thoughts A quick reflection on what these answers reveal about where AI actually stands today.  

Guest Joshua Gould is the Group CEO of thebigword, one of the world’s largest language services and multilingual technology companies. His organization supports governments, healthcare systems, and global enterprises where accuracy is critical and mistakes carry real consequences. He has spent decades at the intersection of language, technology, and global business. While he has long believed AI will transform translation, he is clear that it will not eliminate the need for humans. Instead, it will reshape how global companies operate and compete.   Joshua also hosts the Exec Craft channel on YouTube for CEOs and senior leaders looking to hone their business leadership skills.  https://www.youtube.com/@Exec_Craft AI Challenge Call-to-Action This week’s AI Challenge pushes you past basic translation. Most companies think going global with AI is as simple as translating a website. It’s not. The real challenge is operating in another language, not just writing in one. Try the challenge and learn how to translate your business, not just your words. 👉 Read the full challenge: https://www.promptthis.ai/blog/how-to-translate-your-business-not-just-your-words 👉 Share your results: https://www.promptthis.ai/contact   Episode Summary AI makes global business look easy. Translate your website, translate your pitch, and suddenly you are international. That is the story most people want to believe. This conversation breaks that idea apart. Josh Gould explains that translation is only a small piece of the problem. Culture, laws, customer expectations, and support all sit underneath the surface. You can translate everything perfectly and still fail the moment a customer asks a question you cannot answer. The discussion goes deeper into what is really happening in AI right now. There is a gap between what gets demoed and what actually works inside a business. Many tools look impressive, but when they hit real workflows, humans are still doing most of the work. At the same time, AI is creating massive opportunity. Demand for content and communication is exploding, and companies that use AI correctly can scale faster than ever. But there is a catch. AI does not fix broken processes. It amplifies them. The episode also explores what this means for jobs, hiring, and skills. Some roles are being replaced, but others are becoming more valuable. The advantage is shifting to people who know how to work with AI, not compete against it. The takeaway is clear. AI is powerful, but it is not magic. The companies that win will be the ones that focus on real problems, build strong workflows, and use AI as a tool, not a shortcut.    Chapter Breakdown 00:00 – Intro: Cutting through AI hype Clint and Greg set up the episode with a focus on what is real versus what is overhyped in AI. 02:00 – Meet Joshua Gould Background on The Big Word and the stakes of translation in global business. 03:00 – Does AI make global business easy? Debate on translation versus real-world complexity like culture and operations. 05:00 – Why translation alone is not enough Customer support, logistics, and product differences create real friction. 07:00 – How AI transformed the translation industry Lower costs led to massive demand growth instead of shrinking the market. 11:00 – AI interpretation and real-time language The shift from written translation to live spoken language powered by AI. 13:00 – Demo vs reality in AI adoption Why many companies sell AI features that customers do not actually use. 14:30 – The risk of AI inside broken workflows AI accelerates outcomes, good or bad. 18:30 – AI inside operations and call centers Automation, culture, and resistance inside real organizations. 21:00 – Where to start with AI in your business Focus on outcomes, clean data, and real problems before adding AI. 24:00 – Why orchestration beats picking one AI tool The case for using multiple AI systems instead of locking into one. 26:30 – Jobs: replaced or created? AI reduces some roles while increasing demand for others, especially in sales and strategy. 29:00 – Rethinking education and training Why apprenticeships may matter more than traditional degrees in an AI world. 32:00 – Tools Josh actually uses A practical look at AI tools in both business and personal workflows. 34:00 – AI Challenge: Translate your business Go beyond words and rethink how your company operates globally. 35:30 – Closing thoughts and where to find Josh Final insights and how to continue the conversation.

Guest Introduction Erik Archer Smith is a veteran marketing leader with nearly two decades of experience scaling enterprise SaaS companies from early traction to more than $150 million in annual recurring revenue. Over his career he has led demand generation, account-based marketing, brand, and growth teams at companies including CommerceIQ, Treasure Data, Arena, and Scale Venture Partners.    Today he is exploring a different path. Archer is building his passion project.  It is a direct-to-consumer AI product called ABCMe.ai which is an app that creates custom coloring books designed to help young kids practice early reading and writing skills. The idea started as a parenting hack and turned into a real company with a real product powered by AI.    Episode Summary Archer spent nearly two decades scaling enterprise SaaS companies. Then one afternoon he used ChatGPT to create a coloring page for his five-year-old son. That small moment turned into something much bigger. In this episode, he explains how that experiment became an AI-powered product and why many B2B marketing instincts translate surprisingly well into building a consumer business. But he also discovered something very different. In B2B you nurture prospects. In consumer products you often get a single shot. One click has to convert.  This imperative has taken his marketing skills to a whole next level. Archer also shares how he actually works with AI day to day, including a simple technique where he has different models challenge each other to pressure test ideas. The conversation ends with a candid discussion about AI and jobs, and why the real shift may be the rise of the “super operator,” someone who can orchestrate AI systems to do what once required an entire team. AI Challenge The Screen-Free AI Hour AI is usually marketed as a way to spend more time on screens. More dashboards. More tabs. More notifications. But what if AI could actually help you spend less time on screens? Inspired by Eric Archer Smith’s experience building ABCMe.ai, this week’s AI Challenge explores how AI can help structure activities that pull you away from devices instead of deeper into them. The challenge tests three simple ideas: Replace one kid screen moment with a printable AI-generated activity Let AI plan a short walk, then put the phone away Run a one-hour work block that requires no computer It’s a simple experiment that flips the usual AI narrative. Instead of AI consuming your attention, it helps create space for real-world moments. Read the full challenge and prompts here:   https://www.promptthis.ai/blog/how-to-use-ai-to-create-a-screen-free-hour  Chapter Breakdown 00:00 – Intro to Eric Archer Smith Greg introduces Archer and his background scaling SaaS companies and leading marketing teams. 02:00 – B2B marketing roots Archer explains how he got started building products and why he chose to learn go-to-market skills. 04:30 – The parenting moment that sparked ABCMe.ai A simple ChatGPT prompt for his son leads to the idea for personalized AI coloring books. 08:30 – From SaaS marketer to solo builder How Archer used AI tools to quickly build and launch a new product. 10:00 – What transfers from B2B to D2C Market analysis, positioning, and content strategy still work the same. 11:30 – The biggest difference: one-click conversion Consumer products often have a single chance to convert a customer. 14:00 – Archer’s real AI workflow Using multiple LLMs to challenge each other and improve thinking. 18:00 – Hidden technical breakthroughs How AI helped solve a non-obvious product architecture problem. 19:30 – Will AI replace jobs? Archer says yes, especially for junior roles and repetitive tasks. 22:30 – The rise of the “super operator” AI enables individuals to orchestrate work that previously required teams. 25:30 – Decision fatigue in the AI era Faster iteration means more decisions and more responsibility. 26:30 – Favorite AI tools right now Lovable, Vercel, Cursor, Replicate, and other tools Archer uses. 28:30 – Advice for professionals getting started with AI Use AI for content creation, personal writing assistants, and quick experimentation. 31:00 – Build something this weekend Archer’s final advice: start building and learn by doing.

Episode Summary AI is changing how knowledge work gets done, but it is not replacing experts the way many people fear. In this episode, Clint and Greg talk with longtime software analyst Bruce Daley about what really happens when experienced professionals start using AI tools in their daily work. Bruce began experimenting with large language models because he believed AI might eventually replace analysts. Instead, he discovered something more interesting. Analysts who learn to use AI gain a major advantage over those who do not. The conversation also digs into the mechanics of building an AI product. Bruce shares lessons from launching Analyst Copilot, including why token costs matter more than most founders expect and why curated data is the key to avoiding hallucinations. Finally, the episode closes with a practical takeaway. If you are early in your career or looking to stay competitive, learning how to design effective prompts may become one of the most valuable skills you can develop. Guest Introduction Bruce Daley is a longtime software industry analyst who has spent decades studying how major technology shifts reshape the enterprise software market. Over the course of his career, he has covered hundreds of technology companies and has been quoted in outlets such as The Wall Street Journal and the Financial Times. Bruce started his career as a software developer in the early days of enterprise computing before moving into industry analysis, where he spent years helping investors and business leaders understand how technology markets evolve. Recently, he made a major career shift. Instead of only analyzing the AI wave, he decided to build in it. Bruce is now the founder of Analysts Copilot, an AI-driven platform designed to help analysts, investors, and business leaders track and understand large sets of companies using large language models. Join Bruce for a live demo of Analysts Copilot when he is a guest on Carter Lusher's Tool Talk podcast on March 12, 2026.https://www.linkedin.com/posts/carterlusher_archat-analystrelations-artooltalk-activity-7436406958565404672-BmHv/  AI Challenge: Prompt Engineering Taste Test This week’s AI Challenge is designed to show just how much prompt design affects the quality of AI output. Take a simple question like:      “Explain the CRM market.” And then run it through an AI tool three different ways. First, use a basic prompt. Second, add structure. Specify tone, format, and constraints. Third, create an expert prompt that defines a role, audience, and desired output. Same model. Same question. But the answers will be dramatically different. That experiment will show you why prompt engineering is quickly becoming one of the most valuable skills in the AI era. You can find the full instructions here: https://www.promptthis.ai/blog/how-to-test-out-prompt-engineering  And if you want to share your results or your own AI experiments, reach out to us at: https://www.promptthis.ai/contact  Chapter Breakdown 00:00 – The AI hype problem The show opens with the mission of Prompt This: cutting through AI hype and focusing on real business applications. 01:11 – Introducing Bruce Daley Clint and Greg introduce Bruce and explain how he moved from software analyst to AI founder. 03:17 – Can AI replace analysts? Bruce shares why he initially tested AI to see if it could replace him and what he discovered instead. 04:56 – Using AI to track hundreds of companies How Bruce used large language models to scale his research coverage from dozens to hundreds of companies. 06:45 – What AI cannot replace in the analyst role Industry relationships, informal information networks, and professional judgment remain uniquely human advantages. 09:11 – Why AI improves research quality AI handles first drafts and repetitive work, giving analysts more time to refine insights and perspective. 09:23 – Comparing AI to past tech waves Bruce compares the AI moment to the rise of the PC and the internet. 11:09 – Build versus buy in the AI era Why infrastructure and developer tools come first, followed by applications that solve real business problems. 14:17 – Understanding tokens and AI cost models Bruce explains how token usage affects cost and why model selection matters. 15:07 – Lessons from building Analyst Copilot Early mistakes, unexpected token bills, and why cost discipline matters when building LLM products. 16:02 – The importance of data quality Why curated data is the best defense against hallucinations. 18:00 – The rise of prompt engineering Bruce explains why prompt engineering could become a major career skill. 18:49 – Real-world use cases for Analyst Copilot How sales teams, investors, and analysts use AI to stay informed and prepared. 20:44 – Why specialized AI tools beat generic prompts The advantage of curated data, structured prompts, and purpose-built interfaces. 23:14 – AI Challenge: Prompt Engineering Taste Test Clint and Greg introduce this week’s hands-on AI experiment. 24:30 – Where to find Bruce and Analyst Copilot Bruce shares where listeners can learn more about his work. 25:00 – Episode wrap-up Clint and Greg close out another episode of Prompt This.

Guest Introduction  Martin Schneider is Vice President and Principal Analyst at Constellation Research. He has sat on both sides of the table as a go-to-market operator and now as an industry analyst advising companies on AI, CRM, and customer experience. In this episode, he joins Clint and Greg to break down what agentic AI is actually delivering in the real world and how to measure it without getting lost in hype. If you run sales, marketing, or customer success, this conversation is about outcomes, not buzzwords.  Episode Summary  Everyone is deploying AI agents. Almost no one is measuring if they work. Martin shares research from companies experimenting with agentic AI in sales, marketing, and customer success. The headline insight is bold. Some teams are seeing up to 40 percent productivity gains in focused use cases like AI BDRs.  AI is not replacing entire teams, and he is clear about it. The companies that tried that approach paid for it in churn and broken customer experiences. The winners are using AI to augment humans and improve throughput, conversion, and margin. We unpack five KPIs that matter, why de-qualifying early is a competitive advantage, and why unpredictable usage costs are slowing adoption. Martin also outlines two practical starting points for leaders who want real results without blowing up their org chart. This episode is about disciplined deployment, measurable outcomes, and protecting margin while scaling smarter. AI Challenge This week’s AI Challenge is called The 5 Deal DQ Check. Export five open opportunities from your CRM. Paste in: Deal summary Discovery notes Close date Deal size ICP criteria Then ask AI: "Should we continue pursuing these deals or DQ them?" AI has no commission bias. It does not care about your quarter. It will tell you where hope has replaced evidence. Get the full instructions at:   https://www.promptthis.ai/blog/how-to-run-the-5-deal-dq-check-with-ai Run the challenge. Then tell us what you learned. Chapter Breakdown  00:00 – Cold open: AI agents everywhere, but who is measuring results? 01:50 – Meet Martin Schneider and his research focus 03:40 – Hype vs reality in agentic AI adoption 07:00 – The 40 percent productivity gain in AI BDR use cases 10:00 – Why de-qualifying early is a superpower 14:00 – Margin expansion and the AI powered sales organization 18:30 – The biggest blocker: unpredictable costs 23:30 – How to think about AI deployment strategy 26:30 – Where leaders should start: AI BDR and RFP automation 29:55 – AI Challenge: The 5 Deal DQ Check 31:15 – Final takeaways and where to find Martin  

Guest Introduction In this episode, there is no outside guest. It is just Clint and Greg, and that is the point. Clint is a longtime startup operator who has lived through multiple waves of tech change and knows what it takes to turn big ideas into real execution. Greg built and scaled sales organizations in Silicon Valley and knows how revenue actually gets created inside a company. Together, they pressure test AI in the real world for operators in sales, marketing, and leadership. Today, they go deeper than most business leaders are willing to go. Down to the command line. Into source code. Into Claude Code.  And into what it means to manage AI as a team of coders rather than use it like a chatbot.    Episode Summary This episode is about unlocking new power.  Most business leaders still treat AI like a smarter Google. A writing assistant. A chatbot. Clint argues that this mindset is already outdated. This week builds on last week's episode where Clint created Greg's new personal website (grosenthal.lovable.app) in less than five minutes using Lovable. Today, Clint walks Greg through Claude Code, running inside the terminal, connected to GitHub, modifying that original website. In minutes, they: Pull code from a repository Run a local web server Modify site content through AI Push changes live If you can use AI and set up your laptop as a web server, then this episode is for you. The key shift is this: you are no longer coding line by line. You are managing coders. The AI writes the code. You direct outcomes. Greg connects this to what it means for sales and business leadership. In the past, this is where non-technical executives would tune out and let the sales engineer handle the conversation. Now, with AI in the loop, he doesn't just need to follow the coders. He can direct. He can build.   The second half of the episode shifts to Claude Cowork, Anthropic’s newer desktop interface. Clint gives a candid review. Listen in to hear his view on the business-readiness of Claude Cowork. The takeaway is clear. Work is changing fast. The leaders who lean in will operate with leverage. The ones who wait will be managed by those who did not. AI Challenge: Go Beyond the Browser This week’s AI Challenge is simple and uncomfortable by design. If you are only using ChatGPT in a browser, you are playing small. Clint recently pushed himself into Claude Code inside a real source code repository. It required help to get started. It required some technical fluency. And it stretched him. That stretch is the point. Your assignment: Pick one tool beyond the obvious LLM interface. Spend two focused hours with it. Ship something real. Some starting points: Gamma for AI-powered presentations Clay for data enrichment and outbound workflows NotebookLM for deep research synthesis Claude Code for deep AI-assisted software development in all forms Lovable for AI-assisted web development Riverside for AI-powered media production Do not just explore. Produce. For full instructions and links to tools, go to: https://www.promptthis.ai/blog/how-to-go-beyond-chatgpt-and-upgrade-your-ai-stack  If you have deployed AI inside your business, we want your story. Go to the Contact page at https://www.promptthis.ai and tell us what worked and what failed. Chapter Breakdown 00:00 – Welcome to Prompt ThisFraming the episode around real AI leverage versus hype.    02:25 – From Lovable to LocalhostMoving from a no-code website builder into GitHub and local development. 05:06 – Managing Coders, Not Writing CodeThe mental shift from typing every line to directing AI execution. 07:06 – Ask AI What to DoThe practical habit that unlocks progress when you hit friction. 09:42 – Live Website Edits with Claude CodeExpanding the “fun” section of Greg’s website and watching AI modify real files. 12:49 – Parallel Coders in Multiple TerminalsHow one operator can now manage multiple AI coding agents at once. 14:23 – One Person as an Entire DepartmentThe new operating model for marketers, sales leaders, and founders. 16:31 – What Is Claude CoworkOverview of Anthropic’s desktop app and how it differs from browser-based tools. 19:55 – Using AI to Create Show NotesFeeding MP3 and transcript files into Claude Cowork to generate structured output. 21:11 – Hype Versus RealityAn honest assessment of where Claude Cowork stands today. 21:48 – This Week’s AI ChallengePush yourself beyond ChatGPT and build something real. 23:38 – Anyone Can Be a CoderThe broader implications for business leadership and execution.  

Episode Summary Instead of interviewing a guest, Clint and Greg run a live demo. The goal is straightforward: can a marketer build a professional website without waiting on developers? The answer is yes. Clint starts by generating a detailed Lovable prompt inside ChatGPT. The LLM researches Greg’s background, identifies positioning themes, and structures a multi-page personal site. That prompt is copied into Lovable. Within minutes, a complete website appears. Navigation works. Pages are structured. Calls to action are in place. Even pricing tiers are suggested. From there, the real insight emerges. Instead of writing code or touching CSS, Clint makes edits through plain English: Add a headshot from LinkedIn. Insert a “Fun” section about old school rap. Add color that reflects personality. Publish to a live URL. Each iteration takes seconds. The larger takeaway is not about a website. It is about control. Marketing teams no longer need to queue behind engineering. Revenue leaders can prototype landing pages, ROI calculators, and interactive tools themselves. What used to take days or weeks can now happen in one working session. Clint makes a key comparison. He used to build market sizing calculators and ROI tools in Excel. It would take days to refine them. Now, he builds interactive web versions in Lovable in half a day. That shift matters. This is not about replacing developers. It is about unlocking speed and creativity inside marketing and sales teams. If you’ve ever said, “We need to wait on the web team,” this episode is for you. Check out Greg's new website here: Greg Rosenthal | AI Strategy for Revenue Leaders Guest Introduction  This week is a little different. No outside guest. No interview. Just the two hosts in the lab. Clint and Greg sit down for a live working session and build a fully functional personal website in minutes using Lovable and ChatGPT. Clint brings the technical depth. Greg brings the revenue lens. Together, they break down what this means for sales leaders, marketers, and anyone who has ever waited two weeks for a landing page update. If you lead revenue or marketing, this episode will challenge how you think about speed, ownership, and execution. AI Challenge This week’s AI Challenge is simple and practical. Build your own personal website in under 30 minutes using Lovable and ChatGPT. Here’s what to do: Use ChatGPT to generate a structured website prompt about you. Paste that prompt into Lovable. Publish your site. Iterate with small refinements until it feels right. Then share it with us. Full step-by-step instructions are on the blog at:https://www.promptthis.ai If you’ve deployed AI in your business, tell us what worked and what failed. Go to:https://www.promptthis.ai/contact This is about doing, not watching.  Chapter Breakdown 00:00 – Opening AI intro and framing the episode as a live demo instead of a guest interview. 01:30 – Why Personal Websites Still Matter The strategic case for owning your digital presence as a leader. 04:00 – Generating the Website Prompt in ChatGPT Using AI to research, structure, and position a personal brand automatically. 12:30 – Building the Site in Lovable From one prompt to a functioning multi-page website in minutes. 17:00 – Live Iteration Adding a headshot directly from LinkedIn. No downloads. No code. 19:00 – Injecting Personality Creating a “Fun” section about old school rap to humanize a revenue leader. 22:00 – Design Adjustments Through Plain English Adding color and brand personality without touching design files. 23:30 – Publishing to a Live URL Going from idea to live site in a single session. 25:00 – The Bigger Implication for Marketing Teams Why marketers no longer need to wait on web developers for every update. 27:30 – AI Challenge Your assignment: build your own site and experience the shift firsthand. 29:30 – Closing Thoughts Lovable as a must-have tool in the modern marketing and revenue stack.

Episode Summary In this episode, the conversation moves away from sales and marketing tactics and into the human core of leadership. Clint and Greg sit down with Shelli Hendricks to explore what executive coaching really is, what it is not, and how AI is starting to intersect with leadership development.  Shelli explains the difference between everyday coaching skills and professional executive coaching, emphasizing that true coaching is not advice-giving or performance management. It is about holding space, asking better questions, and helping leaders discover their own path forward. The group then digs into where AI can genuinely help leaders today. Simulation, practice, pattern recognition, and removing administrative friction are clear wins. But when it comes to wisdom, judgment, compassion, and navigating complex human dynamics, AI still falls short. They also explore emerging research showing the cognitive risks of over-reliance on AI, including reduced mental engagement and the danger of echo chambers that reinforce existing beliefs. The discussion ultimately lands on a clear conclusion: the future belongs to AI-augmented leaders who double down on their inner development rather than outsource it. This episode is a grounded, thoughtful look at how leaders can use AI without losing the human edge that makes leadership matter. This conversation is part of our Leadership Series, exploring clarity‑first leadership in the age of AI. Explore the full series here → https://www.promptthis.ai/prompt-this-podcast-leadership-series Guest Introduction Dr. Shelli Hendricks is an executive coach, PhD in Organizational Development and Change, faculty member with the American Management Association, and founder of Blue Horizon Solutions, a leadership development and coaching firm. She has spent more than two decades coaching leaders through major transitions, organizational change, and the hard human moments that define real leadership. Her work focuses on helping leaders grow their self-awareness, judgment, and compassion while navigating increasingly complex environments shaped by technology and AI. This Week’s AI Challenge AI-Augmented Leadership Reality Check  This challenge builds directly on the conversation with Shelli. Your task:  Dictate to ChatGPT or write out a recent leadership situation you faced. A difficult conversation, a change initiative, or a decision under pressure. Ask ChatGPT to summarize the situation and identify what leadership skills you demonstrated. Ask ChatGPT where it thinks you might benefit from additional perspective or growth. Then ChatGPT one more question: Where would a human coach add value in this situation that AI cannot? Resources:  Full AI Challenge walkthrough: https://www.promptthis.ai  Join the community discussion: https://www.promptthis.ai/contact Chapter Breakdown 00:00 – Welcome to Prompt This and episode setup 01:50 – Introducing Dr. Shelli Hendricks and her coaching background 04:15 – The difference between everyday coaching and executive coaching 05:45 – Common misconceptions about executive coaching 06:55 – Where AI fits into leadership development today 08:00 – AI simulations and skill practice for new managers 10:20 – How AI can make leaders more human 12:00 – Clint’s experiment with AI as an executive coach 15:15 – The risk of AI echo chambers and false affirmation 16:30 – Why AI struggles with complex change and human nuance 18:40 – Leadership wisdom, awareness, and compassion 20:10 – Research on AI, cognition, and mental engagement 24:20 – AI as a thought partner versus a replacement 27:00 – AI-augmented leaders and future leadership competencies 29:40 – When executive coaching is most valuable 32:50 – Leading through AI-driven transformation 34:40 – Final takeaway for leaders 35:00 – AI Challenge and closing remarks

Episode Summary In this episode, we talk with Warren Kucker about a simple but overlooked idea: companies are sitting on massive amounts of value inside their conversations and doing almost nothing with it. Warren breaks down why AI is not a feature or a product category, but a new way of computing that finally lets us work with human language at scale. We dig into why sales coaching, forecasting, and product decisions are often based on memory, inference, and mood instead of facts. Warren explains how recording and structuring conversations can change that, turning meetings, emails, and messages into usable data. The conversation moves beyond hype and into practical starting points, including how sales leaders can begin today without waiting on IT or buying complex platforms. If you lead a sales, product, or revenue team and feel like you are “behind” on AI, this episode will reset your thinking and give you a clear place to start. And if you’ve recently tried an AI deployment in your business, good or bad, we want to hear about it. Visit https://www.promptthis.ai, click on "Contact" and tell us your story. Guest Introduction Warren Kucker is the founder of Basiq and the creator of Topiq, a sales intelligence product designed to unlock the value hidden inside customer conversations. Warren has spent more than 20 years across engineering, logistics, product, and go-to-market roles, including time inside large enterprises and as a repeat founder. His work today focuses on helping teams treat conversations as a strategic asset rather than disposable noise. This Week’s AI Challenge How to Run a Product Audit of Customer Feedback With AI  This week’s AI Challenge is about eliminating product politics and replacing opinions with evidence. The Product Squeaky Wheel Audit helps you use AI to analyze customer conversations and build a ranked, data-backed feature backlog. What to do  Gather inputs Sales call transcripts Support tickets Customer success conversations Feed the data into an AI tool or custom GPT. Ask the AI to rank feature requests by: Frequency Revenue impact Churn risk Compare the AI-ranked backlog to your current roadmap. Outcome  A prioritized, evidence-based feature backlog driven by real customer demand, not the loudest voice in the room. Next Steps Full step-by-step instructions: https://www.promptthis.ai/blog/how-to-run-a-product-squeaky-wheel-audit-with-ai  Join the Prompt This community: https://www.promptthis.ai  Share your AI deployment story: https://www.promptthis.ai/contact  Chapter Breakdown 00:00 – Welcome to Prompt This AI intro and framing the show’s focus on practical AI for business leaders. 01:50 – Meet Warren Kucker Warren’s background across logistics, procurement, startups, and sales. 04:35 – Everyone Thinks They’re Behind on AI Why feeling behind in AI actually means the market is still early. 05:14 – The Real Power of LLMs Extracting insight from unstructured data and improving writing at scale. 07:10 – Conversations as a Business Asset Why sales calls and meetings are massively underutilized. 08:47 – Product Management and the Squeaky Wheel Problem How AI can replace opinion-driven roadmaps with customer evidence. 10:44 – Why Transcripts Alone Aren’t Enough The difference between flat files and context-aware, searchable data. 11:41 – Vector Databases Explained Simply How AI understands meaning, not just keywords. 13:16 – Sales vs Product Use Cases Where conversational data creates the most leverage across teams. 14:20 – Where to Start if You’re Doing Nothing A low-friction approach using custom GPTs and existing transcripts. 16:04 – Better Forecasting Through Evidence Separating what prospects actually said from rep assumptions. 17:46 – Avoiding Over-Engineering AI Why accuracy fears are often misplaced and how to keep it simple. 19:45 – AI as a Coaching Multiplier Using AI to reduce repetition and elevate coaching conversations. 20:43 – Tools Warren Actually Uses Lessons learned from tools like Clay and hands-on experimentation. 24:31 – Advice for Business Leaders Starting With AI Why leaders should invest more in people, not less, as productivity increases. 26:21 – This Week’s AI Challenge Running a Product Squeaky Wheel Audit to depoliticize roadmaps. 27:40 – Where to Follow Warren Continuing the conversation on LinkedIn.  

Episode Summary Strategy failure rarely starts with bad ideas. It starts with bad translation. In this episode, Clint and Greg sit down with Brooks Busch to unpack why strategy planning and execution remain one of the most consistent failure points inside growing companies. From thousand-slide decks to disconnected OKRs, Brooks explains how most organizations confuse documenting strategy with actually running the business. The conversation reframes AI as a management discipline, not a productivity trick. Instead of asking how AI can save time, Brooks challenges leaders to ask how AI can improve decision quality, surface hidden risks, and preserve institutional knowledge when leaders turn over. You will hear why the best strategy leaders act as facilitators, not geniuses with answers, how different operating frameworks fit different company stages, and why execution breaks down long before the quarterly review. The episode also explores how AI can democratize world-class strategic thinking that was once only available through expensive consultants. If you lead a team, own a number, or sit in executive meetings wondering why alignment feels fragile, this episode gives you a clearer lens on what to fix first. This conversation is part of our Leadership Series, exploring clarity‑first leadership in the age of AI. Explore the full series here → https://www.promptthis.ai/prompt-this-podcast-leadership-series    Guest Introduction Brooks Busch is the CEO and co-founder of Elate, an AI-powered platform built to help companies define strategy, pressure test decisions, and track execution across the business. Before founding Elate, Brooks led strategy and go-to-market efforts at companies ranging from early-stage startups to global enterprises. His work focuses on closing the long-standing gap between executive vision and day-to-day execution, using AI as a strategic thought partner rather than just an automation layer. AI Challenge: Pressure Test Your Strategy This week’s AI Challenge builds directly on the conversation with Brooks. Your assignment:  Pick one active company priority or initiative. Use an AI tool to pressure test it against your company strategy. Rewrite that priority from the perspective of at least two other roles in your organization. Compare the outputs and look for misalignment, gaps, or hidden risks. The goal is to see whether your strategy actually travels through the organization clearly or if it breaks down as it moves from leadership to execution. 👉 Full step-by-step instructions: https://www.promptthis.ai/blog/how-to-use-ai-to-check-if-your-team-is-aligned-on-priorities  👉 Share your experience or results: https://www.promptthis.ai/contact Chapter Breakdown 00:00 – Welcome to Prompt This Why strategy and execution are where companies stumble most. 01:55 – Meet Brooks Busch and Elate What drove Brooks to build an AI-first strategy platform. 03:30 – The Strategy Disconnect Why long slide decks and static plans fail in real organizations. 06:10 – The Real Role of a Strategy Leader Why asking the right questions matters more than having answers. 08:45 – Defining “Strategy” Across Leadership Teams How misaligned definitions derail planning before execution starts. 11:00 – AI as a Strategic Thought Partner Using AI to pressure test assumptions and expose trade-offs. 15:00 – The Strategy Vault Concept Preserving institutional knowledge and past decisions with AI. 19:40 – Frameworks That Actually Work EOS, OKRs, and why commitment matters more than methodology. 22:30 – Why Execution Fails The banana-phone problem and how strategy breaks down at scale. 26:00 – Clarity as a Force Multiplier How shared priorities help teams say no to the wrong work. 28:20 – Where Leaders Should Start with AI Why understanding risk comes before buying tools. 31:30 – Mining Customer Conversations with AI Turning calls into real strategic input. 33:00 – Favorite AI Tools in Practice How Brooks uses AI across product, sales, and personal work. 38:30 – One Piece of Advice for Leaders Why admitting uncertainty is the best starting point with AI. 39:20 – This Week’s AI Challenge Pressure testing priorities for alignment.  

Episode Summary This episode explores a topic most business leaders are not thinking about yet, but probably should be. AI systems are built on content, and a huge portion of that content comes from books. In this conversation, we dig into what that means for authors, publishers, and everyday users of AI tools like ChatGPT, Claude, and Gemini. Julie explains how large language models became dramatically more capable once they began ingesting high-quality book content, often without permission. She walks through the legal and ethical tensions this created, including why the rules in Europe are very different from those in the United States. We also unpack what AI can and cannot reliably tell you about a book, why you may not be getting the actual methodology you think you are, and how the industry is moving from the “scraping era” into a new phase of licensed and traceable content. Beyond rights and regulation, the episode covers how authors can responsibly use AI as a writing and marketing partner, why originality matters more than ever, and how smaller, more focused books may be the future. If you care about content, creativity, trust in AI outputs, or where business knowledge actually comes from, this is a conversation that will reshape how you think about AI-powered tools. Guest Introduction  Julie Trelstad is a 30-year publishing industry veteran and the Head of U.S. Publishing at AMLIT.ai. She has worked across nearly every corner of modern publishing, from major publishing houses to global digital distribution, and now sits at the center of one of the most urgent conversations in AI: how authors’ work is used, protected, and compensated in the age of large language models. Julie is a leading voice on digital rights, AI training data, and the future of content ownership for authors and publishers. AI Challenge Call-to-Action This week’s AI Challenge is inspired directly by the conversation with Julie. Challenge: Learn how to trust but verify AI outputs. You will practice: Testing AI answers against original source material Understanding where AI summaries may break down Building a habit of validating AI-generated insights before using them in your work Get the full step-by-step instructions here: 👉 https://www.promptthis.ai/blog/why-ai-hallucinations-happen-and-how-to-prevent-them If you have an AI story or business use case to share and want to be on the show, head to the Contact Us page at promptthis.ai and let us know. Chapter Breakdown 00:00 – Introduction Why this episode matters and how AI intersects with publishing and content ownership. 02:00 – Julie’s Path Into Publishing and Digital Rights From early desktop publishing to ebooks, audiobooks, and now AI-era rights advocacy. 04:30 – How AI Models “Ate” Books Why large language models improved so quickly and why authors are pushing back. 06:45 – Lawsuits, Settlements, and the Scraping Era What recent legal cases reveal about how AI companies sourced content. 08:15 – Digital Fingerprints and the ISCC How content identification works and why it matters for protecting authors. 09:55 – U.S. vs. Europe: Two Very Different Rulebooks Why European authors have stronger protections and what that means globally. 11:30 – Can You Trust AI Answers About Books? Why AI summaries may not reflect the original work or its intent. 13:20 – Using AI With Books You Own What is allowed, what is risky, and how personal use fits into the picture. 15:10 – The Future of AI and Specialized Models Why smaller, trusted models may outperform general-purpose LLMs. 17:00 – Accessibility, Learning Differences, and Publishing Gaps How AI could improve access for readers, and where publishing has fallen behind. 20:50 – Predictions for Authors and the Industry Where rights, discovery, and compensation may be headed next. 22:30 – Writing in the Age of AI Slop How authors can use AI without losing originality or voice. 24:30 – Practical AI Tools for Writers and Creators A rundown of tools that help with research, editing, and organization. 27:30 – Should Business Leaders Write Shorter Books? Why focused, problem-driven books may outperform traditional long formats. 31:15 – When Authors Should Engage with AMLIT What happens after publication and how rights protection begins. 34:00 – This Week’s AI Challenge How to build trust into your AI workflows. 35:30 – Where to Learn More How to connect with Julie and continue the conversation.

Episode Summary This episode of PROMPT This is a practical master class on how AI is actually being used inside modern go-to-market teams. Emily Maxie breaks down what it means to be a Chief Growth Officer today, where sales and marketing are no longer separate functions and AI is not a side experiment. She explains why most AI content strategies fail, how “AI slop” has flooded the market, and why experience, expertise, authority, and trust still matter more than output volume. The conversation goes deep into execution. Emily shares how she personally built and deployed 28 custom GPTs, how she tracks real ROI in hours and dollars saved, and how AI enables her team to move faster while uncovering insights they could not access before. From AI-powered competitive intelligence inside Slack to ChatGPT acting as a virtual focus group, this episode is packed with real examples instead of hype. If you are a sales, marketing, or revenue leader trying to figure out where AI fits and how to start without getting overwhelmed, this episode provides a clear, grounded path forward. This episode is part of our Modern GTM Series, where operators share how AI is reshaping sales, marketing, and strategy. Explore the full series here → https://www.promptthis.ai/PROMPT-This-Podcast-GTM-Series   Guest Introduction Emily Maxie is the Chief Growth Officer at Firm360, an accounting practice management platform built specifically for accounting firms. She has spent her career as a revenue-oriented marketer, moving from head of marketing and CMO roles into full ownership of sales and marketing as a single growth function. Emily is also a respected voice in the B2B SaaS community for her hands-on approach to AI adoption. She is known for challenging the idea that more content automatically drives growth, and for showing how AI only delivers results when it is tightly aligned with go-to-market strategy. In this episode, she shares real examples from inside her own team, including how she has deployed nearly 30 custom GPTs across sales and marketing.  AI Challenge  Build your own AI focus group inside ChatGPT. Instead of guessing what your buyers want or paying for expensive focus groups, create a custom GPT that represents your ideal customer profiles. Use it to test messaging, campaign ideas, positioning, and even swag concepts before you go to market. Get started here:   https://www.promptthis.ai/blog/how-to-create-an-ai-focus-group-in-chatgpt Explore past challenges and tools:  https://www.promptthis.ai/blog  If you have an AI story to share and want to be on the show, visit https://www.promptthis.ai and use the Contact Us form. Chapter Breakdown  00:00 – Welcome to Prompt This The hosts set the tone for a practical conversation on AI and go-to-market execution. 01:38 – Meet Emily Maxie Emily shares her background and path to becoming Chief Growth Officer at Firm360. 03:45 – Why AI Literacy Is No Longer Optional How Emily recognized the AI shift early and decided to lean in rather than fall behind. 05:54 – Sales AI Myths and Misconceptions Why AI is not replacing people and where human judgment still matters most. 08:45 – Why More Content Does Not Equal More Growth The rise of AI slop and why unique perspective is the real differentiator. 10:43 – What an AI-First Go-To-Market Team Looks Like Fewer people, more leverage, and why Emily invests 10 percent of her team’s time in AI learning. 13:30 – Measuring AI ROI in Real Terms How Emily tracks time saved, usage, and dollar impact across custom GPTs. 15:20 – ChatGPT as a Focus Group Using buyer personas to simulate customer feedback without expensive research. 17:15 – Why ChatGPT Was the Starting Point Tool choice, fluency, and why commitment matters more than platform loyalty. 18:45 – From Meal Planning to Revenue Strategy Why starting with personal use cases accelerates business adoption. 19:40 – Inside the 28 Custom GPTs Examples including competitive intelligence, product knowledge, and campaign planning. 23:00 – Build vs Buy Decisions Where custom GPTs make sense and where purpose-built tools win. 25:00 – Advice for CROs and Revenue Leaders How to start, what to build first, and why tracking ROI early matters. 28:30 – AI Beyond Work Trip planning, home remodeling, transcription, and everyday AI use. 32:50 – This Week’s AI Challenge Build your own AI focus group based on your ICP. 34:00 – Where to Find Emily Connecting with Emily on LinkedIn and learning more about Firm360.  

Episode Summary AI adoption is not slow. Leadership clarity is. In this episode, Ken Roden challenges the popular narrative that employees are resisting AI. Based on his research and real-world conversations, the reality is very different. Most employees are already using AI. The real bottleneck is trust in leadership and confidence in how AI fits into the work. Ken explains why many AI pilots fail, not because of tools, but because leaders skip the hard work of vision, goal-setting, and workflow design. He introduces practical models for rolling out AI without burning out teams, including the “AI sandwich” approach that keeps humans accountable while using AI where it performs best. The conversation also gets tactical. Ken breaks down where AI is actually delivering value today, why boring use cases outperform flashy ones, and how operators can use AI to amplify content, prep faster, and reduce friction without replacing human judgment. This episode is a grounded, operator-first look at how to move from AI curiosity to AI confidence in 2026. Guest Introduction Ken Roden is the Corporate Vice President of Go-To-Market and Delivery at Diversified, where he works at the intersection of revenue strategy, execution, and emerging technology. He is also the co-host of the FutureCraft GTM podcast and a doctoral candidate studying AI and leadership. Ken brings a rare mix of academic research and hands-on operating experience, with a clear focus on what actually scales inside real organizations. AI Challenge Call-to-Action This week’s AI Challenge is inspired directly by Ken’s playbook: create your AI "work twin." Your task is to create a basic digital work twin using a custom GPT in ChatGPT. The goal is to build a version of “you” that can help with prep, decision-making, and communication when you're not around. Follow the instructions detailed in this blog article:   https://www.promptthis.ai/blog/how-to-build-your-work-twin-in-chatgpt  Community resources  Podcast and articles: https://www.promptthis.ai  Interested in being a guest? https://www.promptthis.ai/contact Chapter Breakdown 00:00 – Welcome to Prompt This Setting the tone for a hype-free, practical AI conversation. 01:38 – Meet Ken Roden Ken’s background in GTM leadership, podcasting, and doctoral research. 03:30 – The Real AI Adoption Problem Why employees are not afraid of AI, but skeptical of leadership vision. 05:30 – AI Fatigue Is Real How tool overload and bad prompting exhaust teams. 08:45 – Everyone Uses AI, Few Scale It The difference between experimenting and driving real business impact. 10:15 – Why AI Pilots Fail Implementation breakdowns, not technology failures. 12:45 – Training That Actually Works Goal-driven, team-designed AI workflows versus top-down rollouts. 15:45 – The AI Sandwich Model Keeping humans accountable while letting AI do the heavy lifting. 18:00 – The Most Effective AI Use Cases Why research, prep, cleanup, and synthesis outperform “sexy” automation. 20:30 – AI for Podcasting and Content How Ken uses AI to turn one episode into many assets. 23:30 – Favorite AI Tools Opus Pro, Claude, Relevance AI, and emerging content tools. 25:50 – Where Leaders Should Start Clarifying goals, constraints, and bringing the team into the conversation. 27:20 – Counterintuitive Prompts and Digital Twins Using AI to challenge thinking and scale leadership presence. 30:05 – AI Challenge: Build Your Digital Twin A practical way to deepen trust and confidence with AI. 31:00 – Where to Find Ken Connecting on LinkedIn and following the FutureCraft GTM podcast.  

Episode Summary This episode is a straight talk, no-spin review of AI in 2025. These past twelve months were the year AI got real, not world-ending, not world-saving, just deeply practical. In this PROMPT This year-end recap, Greg and Clint look back at the hype cycles, the misses, the breakthroughs, and the many weekends they sacrificed building a podcast powered almost entirely by AI. From agentic AI and AGI predictions to synthetic media, job fears, and the 90-day learning curve that changed everything, they break down what actually mattered in AI this year. This episode is part of the PROMPT This Welcome Series, a curated starting point for new listeners. Explore the full series here →  https://www.promptthis.ai/prompt-this-podcast-start-here-series Chapter Breakdown 00:00 – What 2025 really felt like 01:00 – Why the podcast almost did not happen 02:00 – Falling for the AI hype early 03:30 – Deciding to learn AI by doing 04:00 – Using AI to build a podcast with two people 05:30 – The 90-day learning curve that changed everything 06:45 – Learning how AI writes and how to control it 07:45 – Using AI to improve prompts and thinking 08:45 – Was 2025 the year AI got real 09:15 – Agentic AI, AGI, and inflated promises 10:45 – Why most AI business projects failed 11:30 – ChatGPT-5 hype versus reality 12:45 – AI as software, not science fiction 14:00 – Is AI really taking jobs 15:30 – Layoffs, stimulus money, and convenient narratives 18:00 – Synthetic media and content trust issues 20:00 – AI in creative work versus real expertise 21:30 – Marketing noise and standing out 23:00 – Sales outreach at scale and buyer overload 24:45 – Predictions for AI in 2026 26:30 – What happens to SDR and entry-level roles 28:00 – College grads, fear, and reality 31:00 – Personal takeaways from learning AI 32:30 – Final thoughts on skills that will matter next year 33:00 – Closing and what comes next

  Episode Summary In this Christmas special, Prompt This takes a playful but pointed look at real-world AI problems through a holiday lens. With Clint and Greg “out of office,” AI Clint and AI Greg man the Elf Tech support hotline, fielding panicked calls from the North Pole. What sounds like seasonal comedy quickly turns into serious business lessons. Double-booked reindeer expose the risks of dirty data. An inventory bot stuck in 1997 highlights what happens when models are never retrained. Even Santa himself calls in, looking for help predicting next year’s hottest toy and avoiding another expensive misfire. The takeaway is clear. AI does not fail randomly. It fails predictably when leaders neglect data quality, model updates, and basic governance. This episode wraps those lessons in humor, but the message is sharp. If you do not actively manage your AI, it will quietly manage you into bad decisions. Guest Hosts This episode features a holiday takeover from AI Clint and AI Greg, the synthetic stand-ins for your regular hosts. While the real-world versions are off enjoying some well-earned downtime, their AI counterparts step in to keep business leaders sharp through the holidays.   Chapter Breakdown   00:00 – Holiday cold open and show setup 00:10 – AI Announcer introduces the Christmas takeover 01:04 – AI Clint and AI Greg take over Elf Tech support 01:28 – Reindeer scheduling disaster and the cost of dirty data 02:09 – Inventory bot stuck in 1997 and why retraining matters 02:52 – Santa calls in on predictive analytics and forecasting demand 03:38 – Core lessons for business leaders using AI 04:05 – Holiday sign-off and where to find more Prompt This content

Episode Summary This episode changes up the usual format. Instead of long interviews, Clint and Greg host the first ever Prompt This Rapid Fire Smackdown. The rules are simple. Every guest previously answered the same five AI-related questions. Clint and Greg draft teams, go head to head, and let ChatGPT decide which answer wins each round. What follows is part debate, part comedy, and part truth serum for the AI industry. The conversation cuts through hype and surfaces how experienced operators actually think about AI adoption, buzzwords, onboarding, and real use cases. The result is fast, opinionated, and surprisingly revealing. You hear where leaders agree, where they clash, and where AI itself struggles to be decisive. This episode is part of the PROMPT This Welcome Series, a curated starting point for new listeners. Explore the full series here →  https://www.promptthis.ai/prompt-this-podcast-start-here-series Guest Introductions This episode features a stacked lineup of returning Prompt This guests from previous episodes spanning sales, marketing, product, healthcare, and technology. The main event is hosted by Clint and Greg, who step into the ring as team captains with AI is the judge. Across five rapid fire questions, insights come from leaders including Margaret Freitag, Deepak Deolalikar, Ben Taft, Jason Green, Mark Bautista, Charles Hicks, Ganesh Iyer, Christian Wettre, Gabe Larsen, John Sasson, and Chris Angus. Each brings a distinct, experience-driven take on how AI is actually being used, misused, or misunderstood inside real organizations. This Week’s AI Challenge This episode’s AI Challenge is timely, practical, and immediately useful. The Challenge  Use ChatGPT to scan your email for purchase receipts, identify items you recently bought, and run price comparisons across other retailers to see if you overpaid and should return or rebuy items. Why It Matters  It is a simple example of using AI as a personal operations assistant, not a science project. It saves money, reduces friction, and proves that useful AI does not need to be complicated. Try It Yourself  Visit https://www.promptthis.ai Join the Prompt This community Share how you used AI to save time or money this week Chapter Breakdown 00:00 – Welcome to the Smackdown High energy intro sets the tone for a competitive, no fluff episode. 01:00 – The Rules and the Draft Clint and Greg explain the format and draft their teams from past guests. 04:47 – Round 1: Most Underrated AI Use Case Healthcare data analysis versus AI skepticism. ChatGPT makes its first call. 06:46 – Round 2: The Biggest AI Mistake Companies Make AI for AI’s sake versus understanding the problem first. Accents may influence judgment. 08:59 – Round 3: The Most Annoying Tech Buzzword Personalization, GPT, AI agents, and cognitive transformation all take hits. 12:45 – Round 4: The AI Tool You Wish Existed Sales commission visibility versus daily AI-powered content summarization. 14:29 – Round 5: Getting New Hires Started With AI Structured onboarding plans clash with a blunt reality check. 17:45 – The Winner Is Declared Bragging rights are claimed and remembered. 18:00 – AI Challenge and Closing A practical holiday use case for AI and a wrap on the Smackdown format.  

Guest Introduction Deepak Deolalikar is the co-founder of Ziply AI, where he leads strategy for a platform built to help marketing teams create content at scale and stay visible within AI search. He combines deep technical curiosity with a historian’s view of innovation, drawing clear parallels between today’s AI wave and the early commercial internet. His work focuses on helping B2B marketing teams stand out when AI systems become the first stop for product research. Episode Summary In this conversation, Deepak explains why creativity remains the marketer’s superpower even as AI accelerates content production. He details why AI search optimization is becoming as important as traditional SEO and why B2B buyers are shifting their discovery work away from Google and toward tools like ChatGPT, Gemini and Copilot. The discussion explores how fragmented marketing workflows have become, why teams don’t want seven different tools stitched together and how Ziply AI aims to unify content creation, topic planning and distribution so companies can increase brand visibility without increasing headcount. The episode also looks at how AI is changing software development, how job categories may evolve and how society could benefit when AI reduces information asymmetry in areas like medicine, legal issues and financial billing. Deepak closes with the AI tools he uses in daily life, including WhisperFlow, NotebookLM, and emerging creative applications for music and slides. This episode is part of our Modern GTM Series, where operators share how AI is reshaping sales, marketing, and strategy. Explore the full series here → https://www.promptthis.ai/PROMPT-This-Podcast-GTM-Series AI Challenge Call-to-Action This week’s AI Challenge invites you to try Ziply AI to measure how well your brand shows up inside today’s major AI search engines. Learn where you stand, how you compare to competitors and what actions can increase your visibility in AI-generated recommendations. Get the full step-by-step guide and share your progress in our community:👉 promptthis.ai/blog/how-to-measure-your-brand-ai-visibility  Got your own AI business story? Reach out at promptthis.ai/contact to learn about becoming our next guest. Chapter Breakdown with Timestamps 00:00 Introduction and setup for the conversation on AI’s impact on marketing. 01:57 Deepak’s background and why he views today’s AI wave through the lens of past innovation cycles. 03:34 Why branding is harder in an AI-saturated market and why creativity still differentiates companies. 06:08 What Ziply AI does and why marketing teams struggle with content, scale and AI search visibility. 07:29 The problem with scattered marketing tools and the need for unified workflows. 09:45 What AI search actually is and why B2B buyers are moving from Google to ChatGPT and Gemini. 11:53 How AI systems decide what products to recommend and why authority signals matter. 13:15 Why marketers can’t “game the system” the old way and what new strategies matter. 14:02 How AI changes discovery, planning and amplification for modern marketing teams. 15:36 How building software has changed in the AI era and why MVP cycles move faster than ever. 17:10 The “cats and dogs” phase of AI and the patterns repeating from early internet adoption. 18:20 Why marketers remain essential for storytelling and framing real business value. 19:31 A broader look at how AI may transform systems, processes and organizational design. 21:37 The future of jobs and why roles will shift rather than disappear. 22:54 Why speed differentiates this AI innovation cycle from past technology waves. 24:06 How AI might reshape institutions, research, medical billing and information access. 27:16 Examples of AI reducing information asymmetry in medicine and home repair. 28:13 Deepak’s favorite AI tools: WhisperFlow, NotebookLM, Gamma and emerging creative applications. 32:41 This week’s AI Challenge: testing your brand’s presence in AI search. 33:37 Closing thoughts and where to find Deepak and Ziply AI.

Episode Summary In this episode, Clint and Greg sit down with Chris Angus to explore how 8x8, a leading cloud-based communications provider, is integrating AI into every layer of its business—from customer conversations to employee training and product innovation. Chris explains how AI is changing the economics of communication through consumption-based pricing and smarter conversation analytics, while emphasizing that successful AI adoption starts small—with trusted data. He also pulls back the curtain on 8x8’s internal AI council, their weekly AI training sessions, and the orchestration tools that let employees tap into multiple large language models securely. The conversation closes on a personal note as Chris shares how AI even helps him train for his first marathon—proof that AI’s usefulness extends beyond the office. For business leaders in sales, marketing, or operations, this episode is a playbook on practical AI implementation—what to automate, what to measure, and where human judgment still matters most. Guest Introduction Chris Angus is the Vice President of CPaaS (Communications Platform as a Service) at 8x8, where he leads global strategy for cloud communications and customer experience innovation. With more than 20 years in the communications industry, Chris combines sharp business insight with deep technical expertise. Known for his straight talk and humor, he brings a no-nonsense perspective to how AI is transforming customer interactions, training, and data-driven decision-making across modern organizations. AI Challenge: Build Your Own AI Fitness Coach Inspired by Chris’s marathon story, this week’s AI Challenge puts ChatGPT to work for your personal health. Open ChatGPT and prompt it to create a customized training plan for your next fitness goal—whether it’s a 5K, yoga practice, or daily walk routine. Then, ask it to adjust based on your energy levels, diet, and schedule. Get the full step-by-step guide and share your progress in our community: 👉 promptthis.ai/blog/build-your-own-smart-workout-coach Got your own AI business story? Reach out at www.promptthis.ai/contact.  Chapters 00:00 – Meet your hosts: Greg and Clint set up today’s theme 01:55 – Guest intro: Chris Angus, VP of CPaaS at 8x8 03:12 – The fix-it guy: Why every company needs a “Chris” 04:30 – How AI is rewriting customer communications 05:51 – Consumption-based models and AI in CX 07:54 – Data is the new starting point: Why clean data wins 09:35 – Inside 8x8’s AI Council and weekly training sessions 11:51 – Gamified learning and AI-driven skill simulations 13:49 – Building an internal AI stack across multiple LLMs 15:25 – Tools that blew Chris away (and why) 17:35 – AI-assisted product prototypes and coding speed 19:09 – Turning conversation data into business intelligence 21:15 – How to start with AI: sentiment and call analysis 22:32 – Coaching, feedback, and finding low-risk entry points 24:07 – Don’t just throw AI at it: solving real business problems 25:53 – Using AI personally—training for a marathon 28:31 – This week’s AI Challenge: build your AI fitness plan 29:29 – How to connect with Chris Angus 30:11 – Closing thoughts and next steps

Episode Summary This week, Clint and Greg are taking time off for the US Thanksgiving holiday to recharge and reconnect with family and friends. But they didn’t want to leave listeners empty-handed. In the spirit of gratitude, they’re sharing something special—a fully AI-generated song of appreciation created just for the PROMPT This audience. It’s their way of saying thank you for tuning in, sharing ideas, and being part of a growing community exploring how to get started with AI.  

PROMPT This celebrates a milestone with our first 10 episodes completed! In this special recap, Clint and Greg take a look back at the journey so far, highlighting the most impactful lessons and practical insights. Across these episodes, the focus has been on helping business professionals learn how AI can support their work by offering practical insights, building confidence, and showing clear ways AI can drive real business impact. This look back at the first 10 episodes is both a reflection and a reset: a chance to revisit what we’ve learned and set the stage for what’s next. Explore the highlights, catch up on missed episodes, and see how PROMPT This can help you level up with AI.   This episode is part of the PROMPT This Welcome Series, a curated starting point for new listeners. Explore the full series here →  https://www.promptthis.ai/prompt-this-podcast-start-here-series

Episode Summary In this episode of PROMPT This, Greg and Clint dive deep with Ben Taft, a sales operations leader and strategist defining the requirements for the next generation of intelligent sales systems. The conversation explores how “skill agents” are evolving into full-fledged digital personas—AI-driven teammates that can engage customers, manage workflows, and learn on their own. Ben explains how digital personas go beyond automation by blending behavioral psychology, contextual intelligence, and adaptive learning. The goal: build AI that doesn’t just assist, but actually collaborates—helping sales teams move faster, personalize at scale, and strengthen customer relationships. From specifying the design of voice-ready AI that feels human to aligning systems with brand tone and trust, Ben walks through what it takes to make these digital coworkers both powerful and authentic. The episode also unpacks how leaders can prepare teams for this new wave of AI collaboration and what cultural shifts are needed to thrive in a hybrid human–machine workplace. This conversation pulls back the curtain on where AI in sales is heading—and how to lead through it with creativity, clarity, and purpose. Today's Guest Ben Taft is a proven sales and marketing leader and a promoter of conversational AI and intelligent systems design. As a futurist, advisor, and sales operations leader, he’s defining and deploying technologies that merge natural language processing with real-world business applications. He looks forward to well developed digital persona ecosystems—AI agents that can act, learn, and represent brands in customer interactions. Ben’s mission is to make AI ready for his sales teams through thoughtful design and ethics-first leadership. AI Challenge – Join In! Take the Interview A Case Study Challenge. Use AI tools like ChatGPT, Copilot, or Gemini to interview a customer case study and become an expert on your customers. By asking questions directly of the case study, you will learn more about how to position your products for success. Ask yourself: does it feel authentic, helpful, and aligned with your brand? 👉 Full how-to at promptthis.ai/blog/interview-a-customer-case-study 👉 More AI challenges at promptthis.ai/ai-challenges   Chapter Breakdown 00:00 – Intro: The Rise of the Digital Teammate Greg and Clint introduce the episode and frame how AI skill agents are transforming into autonomous digital personas. 02:10 – Meet Ben Taft A background in conversational AI and why he believes digital personas are the future of human–machine collaboration. 03:45 – From Tools to Teammates Ben explains the evolution from simple AI assistants to adaptive, persona-driven systems. 05:28 – Designing for Empathy and Trust How tone, timing, and transparency make or break customer trust in AI interactions. 08:12 – Digital Personas in Sales Why sales leaders should see digital personas as partners in scaling personalization and pipeline management. 10:55 – The AI Skill Stack Ben outlines how modular AI “skills” combine to form holistic digital personas. 13:40 – Learning Like a Human Exploring how reinforcement learning and feedback loops help AI improve over time. 16:25 – Balancing Automation and Authenticity Why over-automation kills brand personality—and how to keep the human touch alive. 19:48 – Building the Right Culture for AI Collaboration Leadership, transparency, and the mindset shift required for AI-augmented teams. 23:02 – The Future of Digital Workforces What happens when digital personas begin representing not just companies—but individuals. 26:17 – Ben’s Favorite Tools His go-to stack for prototyping and deploying AI experiences across platforms. 28:30 – This Week’s AI Challenge Greg and Clint share how to start building your own digital persona and bring your brand to life through AI. 30:00 – Closing Thoughts Ben shares final advice for leaders ready to embrace AI teammates, and the hosts wrap another episode of Prompt This.  

Episode Summary In this episode of Prompt This, Greg and Clint sit down with Ganesh Iyer, the founder of ASPR.ai, to explore how AI sales assistants are quietly reshaping the future of revenue teams. Forget the endless parade of CRM updates—Ganesh’s world is all about intelligent agents that learn, coach, and work alongside human sellers. From pre-meeting prep to post-call CRM updates, Ganesh and his team are building a platform that actually gets work done. He walks through how AI can shorten ramp time, retain tribal knowledge from top performers, and coach every rep like a personal trainer—without adding another dashboard to click through. The conversation also dives into leadership and culture in the age of AI: what happens when a company is “AI-first” from day one, and how communication, alignment, and trust evolve when intelligent systems become part of the team. This episode isn’t just about smarter sales tools—it’s about rethinking how humans and AI can partner to create more effective, more human selling organizations. Today's Guest Ganesh Iyer is the Founder and CEO of ASPR.ai, an AI-driven sales enablement platform built to make every sales rep the best version of themselves. With a background that spans semiconductor engineering, biotech, and enterprise sales at AMD and Cisco, Ganesh brings a rare combination of technical depth and business savvy. His mission: to close the knowledge gap between top performers and everyone else by giving sales teams an intelligent assistant that actually understands how they sell. AI Challenge – Join In! Try the AI Sales Coach Challenge. Use ASPR.ai to build your own virtual sales coach. Feed it your team’s playbook, past wins, and a few discovery questions—then ask it to prep you for your next customer meeting. Think of it as your 24/7 SDR who never sleeps and always knows your next best move. 👉 Full how-to at promptthis.ai/blog/how-to-accelerate-sales-with-an-ai-sales-assistant 👉 More challenges at promptthis.ai/ai-challenges  Chapter Breakdown 00:00 – Intro: Real AI for Real Leaders Greg and Clint introduce Prompt This—a show for business leaders tired of the AI hype. 02:07 – Meet Ganesh Iyer CEO and founder of ASPR.ai, on a mission to make every sales rep the best. 03:20 – From Chips to Sales Ganesh shares how a career spanning NASA chipsets, biotech, AMD, and Cisco led him to reimagine sales enablement. 04:45 – The Tool Overload Problem Why too many point solutions create inefficiency and distract reps from selling. 05:30 – How People Learn Ganesh explains Gardner’s learning styles and how tailoring sales training to individual strengths drives 30% higher performance. 08:38 – Inside ASPR.ai The eight pain points shared by 100+ CROs—and how ASPR built AI agents to fix them. 10:15 – The Five AI Agents From CRM automation to RFP generation, Ganesh unveils the platform’s “assistant stack.” 13:14 – The Digital Twin Sales Rep How ASPR preserves tribal knowledge by recreating a “chat-ready” version of top performers—even after they leave. 17:06 – AI Coaching and Training Agents Evolving 30/60/90-day plans and interactive AI podcasts that coach reps in real time. 20:45 – When Companies Are Ready for AI Sales Assistants Why the million-dollar revenue mark and teams of five or more are the ideal starting point. 22:33 – Adoption Challenges Ganesh tackles the big three blockers: data trust, recording fears, and hallucination fatigue. 25:53 – Bottom-Up Adoption Why real AI success comes from helping individual reps win, not top-down mandates. 26:58 – Built for the Workflow Integrating into Slack triples engagement—because AI should meet users where they already work. 27:45 – Culture in the AI Era How AI improves clarity and alignment without changing the company’s human values. 29:18 – Leadership, Communication, and Knowledge Sharing Why democratizing information is the new foundation of company culture. 30:40 – Ganesh’s AI Toolkit Gemini, Canva, Nano Banana, Sora, and PowToons—AI-powered video and storytelling tools reshaping marketing. 33:06 – This Week’s AI Challenge Greg and Clint invite listeners to try ASPR’s own sales assistant for themselves. 34:05 – Closing Thoughts Ganesh shares how to reach him, and the hosts wrap another episode of Prompt This.

PROMPT This Greg and Clint sit down with Margaret Freitag, a marketing strategist and founder of Miramar Consulting, who’s proving that AI isn’t just transforming tech—it’s redefining collaboration, creativity, and communication. Margaret shares how her agency uses AI to accelerate research, streamline strategy sessions, and bridge gaps across medical, regulatory, and marketing teams in the complex world of healthcare. From mining massive datasets in cancer research to refining brand messaging, Margaret shows how AI has become both a creative partner and an impartial referee—helping teams move past bias and reach consensus faster. And beyond the boardroom, she gives a glimpse into her family’s musical adventures with AI-generated songwriting, including a touching anthem inspired by her father’s homemade wine. This episode is a powerful look at how AI can unite logic and emotion, turning data into insight and creativity into connection—all while keeping the human spark at the center. Today's Guest Margaret Freitag is the Principal and Founder of Miramar Consulting, a strategy-driven marketing firm serving clients across healthcare, biotechnology, and medical research. With decades of experience bridging business strategy and scientific innovation, she helps companies translate complex ideas into clear, human-centered campaigns. Margaret is a passionate advocate for using AI as a collaborator—not a replacement—unlocking faster insights, stronger teamwork, and more meaningful creativity. AI Challenge – Join In! Use Song Maker GPT (by aisonggenerator.ai) from the ChatGPT Custom GPT Library to create a short playlist that captures your SKO’s energy and message. Then explain how each song connects to your company’s strategy, culture, or goals. Think of it as a sonic business plan—AI-generated, human-approved. How to Play: Use “Song Maker GPT – Create Your AI Music” from the ChatGPT GPT Library and generate a few songs that match your kickoff vibe—motivational, competitive, or fun. Submit your playlist and give it an "on theme" name like Quota Crushers 2026. Bonus: Have AI write one original anthem for your event—the best earns AI DJ of the Year bragging rights. 👉 Full how-to at promptthis.ai/blog/how-to-make-a-sales-kickoff-playlist-with-ai 👉 More challenges at promptthis.ai/ai-challenges  Chapter Breakdown 00:00 – Intro & Setup Greg and Clint frame the episode around how AI is reshaping marketing, healthcare, and creativity. 02:12 – Meet Margaret Freitag Principal of Miramar Consulting and a leader in healthcare marketing strategy. 03:34 – Prompt Crafting & Surprises Margaret shares her early lessons using AI—the importance of prompt quality and the delight of AI’s “next-step” suggestions. 04:48 – AI in Cancer Research How AI is accelerating genetic research and diagnostics through faster data processing. 05:54 – Marketing vs. Medical AI The creative, generative side of AI in marketing versus the analytical side in medical tech. 06:58 – Finding Insights Faster Why AI delivers deeper, unbiased insights that traditional research often misses. 10:10 – Pressure-Testing Ideas with AI How Margaret uses AI to challenge her own assumptions and facilitate cross-functional debate. 11:27 – The Impartial Referee AI as a “team therapist”—bridging the gap between regulatory, medical, and marketing stakeholders. 12:16 – Efficiency and Trust How AI reduces time, cost, and bias in marketing workflows while emphasizing transparency and source citation. 17:22 – The Power of Hot Links Margaret’s standard prompt: always ask AI for source links to back every claim. 18:00 – AI at Home From family debates to dinner-table fact-checking, AI is a new member of the Freitag household. 19:20 – Songwriting with AI Margaret’s touching story of creating a family anthem with ChatGPT’s songwriting tool. 21:15 – AI Headshot Challenge Gone Wrong A hilarious take on how AI photo tools can “hallucinate” faces—and why authenticity still wins. 23:56 – The Slide Design Gap Why presentation design is still the one creative frontier where AI hasn’t caught up. 25:20 – AI Challenge Recap Greg and Clint introduce the AI Song Generator challenge and debut Margaret’s custom-made track.  

Prompt This Greg and Clint sit down with John Sasson, a veteran sales leader who’s proving that AI isn’t just a tech trend, it’s a sales performance engine. John shares how his team uses AI to sharpen communication, accelerate research, and turn B-players into A-players. From faster ramp-up to better pipeline quality, he shows how AI is giving reps something they haven’t had in years: freedom. John also reveals how AI is reshaping management itself. What was once a dreaded performance-review slog is now a meaningful coaching conversation, thanks to AI-driven summaries that combine both the rep’s and the manager’s voices. And beyond his sales team, John highlights how “AI agents” are automating repetitive workflows so both salespeople and customers can move faster. From quality pipeline to quality of life, this episode is a front-row seat to how AI is quietly revolutionizing the sales profession—from the inside out. Today's Guest John Sasson is a Vice President of Sales at a Fortune 100 enterprise software company. With a career spanning startups, government, and global tech firms, John bridges the worlds of policy, process, and performance. He’s a passionate advocate for using AI to augment sales teams—not replace them—unlocking higher engagement, better communication, and faster results. AI Challenge – Join In! This week’s AI Challenge is inspired by John’s favorite use case—AI-powered performance reviews. Your mission: Use ChatGPT or a similar tool to generate a performance review. Upload an email thread, meeting transcript, or chat exchange. Add your company’s performance framework or review template. Ask AI to summarize strengths, growth areas, and next-step recommendations. You’ll walk away with a surprisingly human, insight-packed review—and maybe your team’s best career conversation yet. 👉 Visit promptthis.ai/blog/how-to-use-chatgpt-to-write-employee-performance-reviews for this week's performance review challenge. 👉 Visit promptthis.ai/ai-challenges for other challenges and to share your results with the community. Chapter Breakdown 00:00 – Intro & Setup Greg and Clint frame the episode around how AI is transforming real-world sales teams. 02:12 – Meet John Sasson From startups to Fortune 100, John’s view of AI across industries. 04:45 – The AI Sales Advantage How AI turns intuition into impact—and B-players into A-players. 06:20 – Better Pipelines, Smarter Research Why AI-driven prep is giving reps faster insights and higher-quality pipeline. 08:40 – Coaching with AI How John uses AI inside Oracle’s HCM tools to make performance reviews meaningful. 12:45 – Nine AI Agents and Counting What happens when AI dramatically reduces wait times in running government. 15:00 – Freedom to Sell Again How AI is restoring independence and confidence to frontline reps. 18:30 – The Silver Tsunami  Why AI is saving government employees from burnout, not replacing them. 21:40 – Personal AI Assistants John’s dream of a concierge-style AI that knows when the tuna are biting. 25:20 – AI Challenge Recap Transforming performance reviews into a hands-on AI exercise.  

Prompt This In this episode, the machines take the mic. Literally. “AI Clint” and “AI Greg” host the entire show: script, voices, music, and even their guest—all created by artificial intelligence. What starts as a wild experiment turns into a surprisingly thoughtful debate about AI-powered workplace surveillance, the ethics of monitoring employees, and what happens when technology starts managing culture. When the humans return, Clint and Greg break down how they pulled it off in just 90 minutes using Copilot, ChatGPT, HeyGen, and AI Song Generator. They share what they learned about using AI as a creative partner, the shockingly human quality of synthetic voices, and how this kind of automation is about to change content creation, marketing, training, and even HR. If you’ve ever wondered what it would sound like when AI fully takes over your job—or your podcast—this is the episode to find out. You’ve heard the voices—now meet the faces. After listening to the episode, check out to see what happens when our digital co-hosts step in front of the camera.  https://www.promptthis.ai/prompt-this-Ep6-Video    Today's Guests AI Clint, AI Greg, and Dr. AI Lenz — entirely AI-generated avatars created with Microsoft Copilot and HeyGen. Each line, inflection, and expression was built by AI. No humans were harmed (or even needed) in the making of this episode. AI Challenge – Build Your Own AI Co-Host This week’s AI Challenge: create your own AI twin. Write a 30-second script introducing your AI alter ego. Upload it to the HeyGen.com AI video creation app and animate your avatar. Ask yourself how this AI version of you could actually help at work—training, pitches, onboarding, or just being funnier than the real you. 👉 Join the challenge and read the full how-to guide. https://www.promptthis.ai/blog/how-to-create-your-digital-ai-twin Share your video with #PROMPTThisChallenge and show us what your digital double can do. Chapter Breakdown 00:00 – Welcome to Prompt This (AI edition) 00:21 – “The voices you knew, rewritten” – AI Clint & AI Greg take over 01:24 – Productivity analytics or workplace surveillance? 02:23 – Meet Dr. AI Lenz: ethicist, futurist, and synthetic guest 03:17 – Culture vs. code: can AI measure trust? 04:04 – AI Challenge: make your own AI co-host 05:37 – Humans return: Clint & Greg react to the AI takeover 07:07 – How they made it happen in 90 minutes 09:07 – Using Copilot, HeyGen, and AI Song Generator together 10:25 – The creative team behind the experiment 12:48 – When avatars get too real 14:22 – The magic of AI-driven facial expressions 16:14 – What this means for sales, marketing, and training 18:03 – Scaling personalization at low cost 19:44 – This week’s AI Challenge and next steps 20:11 – Outro: “Keep shining”

Prompt This In this episode, Jason Green breaks down what it really takes for companies to start their AI journey, avoid the hype, and put practical wins on the board. He compares AI’s moment to both the electricity boom of 1882 and the internet explosion of 1994, asking the big question: is this just another step forward or a complete reinvention of how we live and work? Jason shares stories from the field, from eliminating manual data entry and accelerating quoting in manufacturing, to training sales teams with avatars and reimagining org charts that include both humans and AI agents. This conversation mixes pragmatic advice with bold speculation, giving you both the tactical next steps and a vision of what the future of work could look like. This conversation is part of our Leadership Series, exploring clarity‑first leadership in the age of AI. Explore the full series here → https://www.promptthis.ai/prompt-this-podcast-leadership-series Today's Guest Jason Green is the President of Faye (www.fayedigital.com), a global consulting firm focused on customer experience and AI strategy. He’s a trusted go-to-market strategist, advisor to growth companies, and a leader in helping organizations operationalize AI. Jason has worked across startups, scale-ups, and enterprise teams, giving him a front-row seat to how companies begin, scale, and rethink work with AI. AI Challenge - Join In! Ready to explore how AI can change the way your business operates?  This week’s AI Challenge is to test out the objection handling skills of ChatGPT using voice mode. How to role play common sales objection handling - learn how to use ChatGPT's voice mode to have a very real, very educational objection roleplaying session with ChatGPT.  You will be amazed what it can do.   https://www.promptthis.ai/blog/how-to-role-play-common-sales-objection-handling-with-chatgpt Join this AI Challenge and more at www.promptthis.ai/ai-challenges. Access community discussions, resources, and playbooks designed for leaders who want to take the next step with AI. Chapter Breakdown 00:00 – Welcome to Prompt This 02:26 – Meet Jason Green, President of FAE 03:30 – The wildest AI pitch Jason’s ever heard 05:51 – The number one challenge companies face with AI: where to start 07:00 – AI as electricity vs. the internet: what kind of change is this? 10:01 – Building an AI strategy at the executive level 12:22 – Practical use cases: automating forms, quoting, and compliance 15:53 – Off-the-shelf tools vs. custom AI frameworks 17:47 – Jason’s favorite AI tools and what’s overhyped 20:00 – Real-world case: quoting new work based off old manufacturing schematics 21:24 – Underrated AI applications in sales training and translation 24:20 – Using AI for marketing and strategic planning 25:20 – Rethinking the org chart: humans and AI agents side by side 28:30 – What happens when you can’t tell the difference between human and AI? 29:39 – Where to find Jason and learn more

Prompt This Clint and Greg sit down with Gabe to explore what it really means to run an “autonomous organization.” Forget the hype about robot coworkers or personal droids — Gabe breaks down the difference between basic AI agents and what Signals calls cloud employees. These aren’t just tools; they’re teammates that can handle sales calls, coachable scripts, and even customer service at scale. Gabe shares how companies are already plugging these AI teammates directly into their org charts and Salesforce dashboards, measuring them just like human employees. The payoff? A dramatic drop in cost per opportunity and the ability to scale without bloating headcount. From training cycles that take minutes instead of months to real coaching feedback loops, the conversation dives into both the promise and the real-world limits of agentic AI today. Today's Guest Gabe Larsen is the Chief Revenue Officer at Signals (www.getsignals.ai), where he’s helping shape the future of business growth through “cloud employees” — autonomous AI teammates designed to scale organizations beyond traditional headcount. With a track record in sales leadership and deep expertise in go-to-market strategies, Gabe is bringing a hands-on perspective to how AI can transform recruiting, sales development, customer service, and more. AI Challenge - Join In! Want to see if an AI teammate is good enough to join your team? This week’s AI Challenge is to test drive a live “cloud employee” from Signals. How to Select an AI Teammate - go through the steps of evaluating Zoey, an AI sales development cloud employee.  https://www.promptthis.ai/blog/how-to-choose-an-ai-teammate Visit https://www.promptthis.ai/ai-challenges  to try this and other AI Challenges, then share your results with the community for a chance to get featured in a future podcast.    Chapter Breakdown 00:00 – Intro and opening discussion 03:27 – Meet Gabe Larsen, AI Growth Advisor at Signals 05:11 – The rise of the autonomous organization 07:06 – What exactly is a cloud employee? 08:52 – Training cycles: faster than human onboarding 11:03 – Coaching AI teammates like BDRs 12:30 – From 101 meetings to KPIs that matter 15:08 – Tools vs teammates: a mindset shift 18:34 – Measuring AI employees alongside humans 19:33 – Cost structure and ROI of cloud employees 22:01 – Performance differences: humans vs AI 23:16 – The future of customer service with AI 25:13 – Rethinking pricing: salary-based AI teammates 26:36 – Which companies benefit most today 29:05 – This week’s AI Challenge: try a cloud employee 30:25 – Closing thoughts and where to find Gabe  

PROMPT This Greg and Clint sit down with Christian Wettre to uncover how small businesses can outmaneuver giants by using AI as a force multiplier. Christian shares how tools like HeyGen and Descript reshape marketing, shorten sales cycles, and make content creation more scalable. He explains where he leans into AI and where leans back, yet still finds how AI doubles workforce productivity—not job replacement—is the real story. From the pitfalls of overhyped Agentic AI tools to the promise of pragmatic AI adoption, this episode is a deep dive into blending human judgment with machine speed. Christian’s candid take: AI is your co-pilot, not your replacement...and the businesses that get this right will win. Today's Guest Christian Wettre is the General Manager of Technology Coast Partners (www.tcpamericas.com), a technology consulting firm at the crossroads of CRM and ERP. With decades of experience in manufacturing and distribution tech, Christian is a rare blend of strategist and builder...always focused on getting things done. While he believes that much of AI is hype, he's also quick to point out that it's also a practical sidekick that doubles productivity...without replacing the human at the wheel. AI Challenge – Join In!  This episode’s AI Challenge brings you something a little bit different: “Clickin’ For Chicken.”   https://www.promptthis.ai/blog/clickin-for-chicken Yes, you read that right. We’re asking you to test how AI helps you make decisions—even for something as everyday as picking dinner. The exercise reveals how AI can guide trade-offs, weigh criteria, and sharpen judgment, whether it’s about poultry or product strategy. Visit https://www.promptthis.ai/ai-challenges to see this and all of the other AI Challenges. Be sure to share your results with the website community to get called out in a future podcast. Chapter Breakdown 00:00 – Intro & Setting the Stage Greg and Clint frame the AI noise vs. reality challenge. 03:28 – Meet Christian Wettre Christian’s journey from CRM to ERP and why he thrives as a generalist. 06:45 – Small Company, Big Leverage How AI tools help a 15-person firm compete with the big guys. 10:15 – The Content Revolution Why video-first marketing with HeyGen and Descript is a game changer. 14:47 – When Sales Tech Disappoints Christian’s take on SDR automation hype and why most tools fall flat. 17:28 – Don’t Lead with AI How pushing AI too early triggers security concerns and stalls deals. 20:10 – Doubling Productivity Why AI won’t eliminate jobs but will make every role twice as effective. 23:31 – Agentic AI: Not There Yet Why Christian is skeptical of today’s agent hype—and what’s missing. 25:49 – The Human + AI Formula Keeping the “human in the loop” as the driver, not the passenger. 27:03 – Cool Tools to Try Christian’s picks: Guidde (docs automation) and Chat PRD (product design). 28:30 – AI Challenge Recap Turning grocery shopping into a lesson in business strategy.

Prompt This Mark Bautista joins Greg and Clint to explore how AI is reshaping the sales playbook. They unpack why early adoption pays off, how predictive analytics sharpens forecasting, and why custom GPTs are quickly becoming indispensable for sales teams. Mark also shares lessons from a recent AI hackathon and reveals how AI can transform RFPs, quarterly business reviews, and even real-time customer engagement during sales calls. The conversation reinforces one core truth: AI won’t take your job, but the salesperson who knows how to use it just might. This episode is part of our Modern GTM Series, where operators share how AI is reshaping sales, marketing, and strategy. Explore the full series here → https://www.promptthis.ai/PROMPT-This-Podcast-GTM-Series   Today’s Guest Mark Bautista is a sales leader at Splashtop (www.splashtop.com), a remote access software company.  Mark has spent years at the intersection of AI and sales, helping teams turn experimentation into real results. Known for bridging the gap between cutting-edge tools and everyday sales execution, Mark believes AI isn’t about replacing jobs—it’s about amplifying performance. AI Challenge – Join In! This episode’s AI Challenge invites you to: Use a Custom Sales GPT – Choose from the top four sales GPTs available for free in ChatGPT and dial up your sales engagements with AI guidance and insights.https://www.promptthis.ai/blog/how-to-use-the-4-most-popular-free-custom-gpts-for-sales  We’ve posted detailed steps in the blog link above. Visit https://www.promptthis.ai/ai-challenges to see all of the AI Challenges and share your results with the community. Chapter Breakdown 00:00 – Intro & Setting the Stage Greg and Clint open the episode with context on AI in business. 03:28 – Meet Mark Bautista Mark shares his background and journey into AI for sales. 06:45 – Early Adoption Advantage Why experimenting early with AI tools gives teams a competitive edge. 10:45 – Predictive Analytics in Action How AI improves forecasting and exposes hidden gaps. 14:09 – From Hackathons to Habits Engaging teams with AI challenges and adoption strategies. 18:30 – Automating Sales Processes Where AI saves time without sacrificing quality. 19:39 – Customizing AI for Sales The role of custom GPTs in making AI truly useful. 22:05 – Reinventing RFP Responses How AI can streamline and accelerate the proposal process. 25:49 – Quarterly Business Reviews Reimagined Turning data into insight with AI-powered summaries. 29:08 – Customer Intelligence on Demand Using AI to better understand and engage prospects in real time. 32:24 – The Case for Custom GPTs Why tailoring AI is the key to effectiveness. 34:50 – Jobs, AI, and the Future of Sales Why AI won’t replace sellers—but will redefine the role. 37:14 – Closing & AI Challenge Recap Greg and Clint wrap up with key takeaways and issue the AI Challenge.

Prompt This Charles Hicks joins Greg and Clint to explore how AI is transforming customer experience, the evolution of AI reasoning models, and the traps leaders fall into when adopting AI. Charles shares practical workflows, his go-to tools, and why the future of work will require both human creativity and AI fluency. Today's Guest Charles Hicks is a founder and the CTO of Reliable CX (www.reliable.cx), helping organizations integrate AI into customer experience strategies. With over 15 years in CX design, he’s known for his mantra: “Automate the mundane, humanize the exceptional.” AI Challenge – Join In! This episode’s AI Challenge invites you to: Analyze Customer Conversations – Use ChatGPT to extract insights from recorded calls.https://www.promptthis.ai/blog/how-to-use-ai-to-analyze-prospect-call-transcripts-for-sales-insights Upgrade Your LinkedIn Headshot – Try an AI headshot tool like Secta to refresh your professional image.https://www.promptthis.ai/blog/prompt-this-ai-challenge-use-ai-to-create-a-new-headshot-for-your-linkedin-profile We’ve posted step-by-step guides for both challenges in the blog links above. Visit https://www.promptthis.ai/ai-challenges to read the articles, follow the instructions, and share your results with the community.   Chapter Breakdown 00:00 Intro & Guest Welcome Greg and Clint set the stage and introduce Charles Hicks. 02:40 Automate the Mundane, Humanize the Exceptional Charles explains his guiding principle and its impact on CX. 04:50 Practical AI in Action Real-world examples of using AI for transcripts, summaries, and strategy docs. 10:16 The Future of Jobs & AI Adoption Traps Why roles will shift, common mistakes leaders make, and how to avoid them. 19:53 Data Quality & AI Tools The reality of CRM data, plus Charles’ favorite AI tools for daily use. 26:11 Closing & AI Challenge Recap How to connect with Charles and take part in the AI Challenge.  

What happens when two curious minds, Clint and Greg, set out to decode the future of AI in business without the jargon or ego? In this trailer, they crack open the vision behind PROMPT This, a podcast built for business leaders and anyone tired of surface-level tech talk. New to PROMPT This? The Welcome Series is the perfect place to begin. It gives you a quick feel for the show and the way we think about AI. The episodes are sharp, honest, and easy to jump into. If you want a clear starting point that sets the tone and brings you into the conversation, start here. Listen to the Welcome Series:   https://www.promptthis.ai/prompt-this-podcast-start-here-series