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All Episodes

Topline — 266 episodes

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Title
1

How To Make Your ARR 20% More Valuable To Investors | Keenan, CEO @ A Sales Growth Company

2

SPOTLIGHT: AI Isn't Just Faster Translation, It's a $40B Tug-of-War for Global Attention. | Bryan Murphy, CEO @ Smartling

3

The Unwritten Rules of CRO Survival | Rick Smolen, CRO @ ShipHero

4

SPOTLIGHT: He Missed Quota 5 Times in 25 Years. Here's the System Behind That.| Mike Carpenter, CEO & Co-Founder @ Xfactor

5

Sales Millionaires Are Back… Wasn't AI Supposed to Destroy This Job?!

6

SPOTLIGHT: He Said No to Bad-Fit Customers. Growth Got Better. | Snehal Nimje, CEO & Co-Founder @ Outdoo

7

The (Painful) Pivot To AI-Native: What They Don't Tell You | CEO @ Mutiny, Jaleh Rezaei

8

Meet The World's Most Advanced AI Sales Team | Amanda Kahlow, Founder & CEO @ 1mind

9

SPOTLIGHT: AI Is Making Sales Reps 60% Faster to Revenue | Justin Shriber, CEO & Co-Founder @ Terret AI

10

World's #1 Banking CMO: How AI Is Changing Billion Dollar Banks Today | Tim Rutten, CMO @ Backbase

11

SPOTLIGHT: Why 80% of B2B Buying Happens Without You | Alexander Kesler, CEO @ INFUSE

12

SPOTLIGHT: The AI category GTM teams are about to converge on | Adam Liska, CEO & Co-Founder @ airspeed

13

AI Marketing Master: The 'AI CMO' is a Beautiful Lie | Marc Ferrentino, CEO @ Quotient

14

SPOTLIGHT: Why High Performers Underperform Under Pressure | Kevin Bailey, Co-Founder & CEO @ Dreamfuel

15

$300M Operator: "70% Of The Executive Playbook Is Obsolete" | Katie Bullard, Board Member & Strategic Advisor

16

What It's Really Like To Scale To $1 Billion | CRO @ Replit, Ghazi Masood

17

The Godfather of Modern GTM: This Is How To Measure AI Impact | Mark Roberge, Co-Founder @ Stage 2 Capital

18

The $1M Employee Is Here: Why ClickUp Replaced 22% Of Its Team With AI | Gaurav Agarwal, COO @ ClickUp

19

"Dead AI Startups Keep Landing On My Desk!" | CEO @ Clari + Salesloft, Steve Cox

20

$100M+ Profit. Stock Down 72%. CEO Explains Why | Michael Walrath, Chairman & CEO @ Yext

21

Build The World Class Team That Anthropic Won't Steal | Craig Rosenberg, CPO @Scale Venture Partners

22

AI Marketing Has A Disease. Can The Cure Be Bought, Taught, or Caught? | Kyle Lacy, CMO @ Docebo

23

Playbook: AI-Era Customer Success For Hyper Growth | Sam Slevin, Global SVP CS @ AlphaSense

24

AI Cyber Exec: Vibecoding Is A Security Time Bomb | Ryan Burke, VP Worldwide Sales @ Crogl

25

Top Investor: AI Killed Most Moats. These 4 Still Work | Liz Christo, Partner @ Stage 2 Capital

26

VC Whisperer: There Will Be No Exits For... | Peter Walker, Head of Insights @ Carta

27

The #1 GTM Engineer In The World | Jordan Crawford, Founder @ Blueprint GTM

28

How Top VCs Pick Winners In 2026 | Cassie Young, General Partner @ Primary Venture Partners

29

What World-Class AI in GTM Looks Like | Kyle Norton, CRO @ Owner.com

30

Is This The End of Sales As We Know It? (CEO @ 1mind, Amanda Kahlow)

31

Why Intercom Destroyed Its Predictable SaaS Revenue

32

Do SaaS Teams ACTUALLY Need AI?

33

This is How Tech Executives Will Get Hired in 2026

34

Citrini Needs to Chill (but SaaS DOES Need to Change)

35

SPOTLIGHT: Raising $55M When You're Not "AI-Native" | Nick Turner, CEO @ Dreamdata

36

"SaaS is Dead!" - So What Do We Do Now?

37

The Business Case for Robot Overlords (Or At Least Robots That Unload Trucks) | CEO AJ Meyer

38

Mark Roberge (Ex-HubSpot CRO): "AI Startups Will See the Highest Failure Rate in History"

39

AI Talent Wars: OpenAI, Thinking Machines & Meta Fighting For Breakthroughs

40

The Job Market Just Completely Flipped (Nobody's Talking About It)

41

These Charts Explain 2026

42

The 13 AI Agents Inside a $90 Billion Machine

43

He Built a SaaS Monster with $1 Million (And Refused to Raise More)

44

$50k vs $500K vs $50M Sales People - How to WIN In Modern Sales

45

How AI Killed the Ivy League Advantage

46

The $7 Trillion AI Buildout Has a Problem

47

The Ranking Expert: How to DOMINATE AI Search in 2026 (ChatGPT, AI Overview)

48

Big Tech Will Lay Off 1M People In 2026. Are You One of Them?

49

99% of AI Leaders STILL Don't Know How to Keep Us Safe

50

The Inevitable Rise of 72-Hour Work Weeks, Explained

51

AI Cults? The Most Popular ChatGPT Uses Are Not What You Think.

52

The Most Surprising Companies Private Equity is Buying

53

The Fastest Way to Make $1M in 2025 is Not What You Think

54

If You Want $100M FAST, Copy These Startups

55

This Controversial Industry is Secretly Creating Billionaires

56

We Obsessed Over Palantir's $370B Strategy (Nobody Talks About THIS)

57

'Every Person On My Team Codes Now' - Inside $250M Founder's AI Coding Experiment

58

Meet The 27-Year-Old Building $1.5B AI Employees (Decagon CEO)

59

The AI Bubble Is Going to Burst In…

60

We Analyzed EVERY Y Combinator Company (1,000+)

61

How To Spend Your 20s in The Super Intelligence Economy

62

SPOTLIGHT: AI Isn't Just Faster Translation, It's a $40B Tug-of-War for Global Attention with Bryan Murphy of Smartling

63

We Run $1m+ Businesses. These Are The Jobs We're Giving to AI

64

SPOTLIGHT: Surviving the Inbox Apocalypse with Evan Huck of UserEvidence

65

What does the future of tech look like when it costs $0 to switch software?

66

Kyle Norton on Decoding Churn: Enhancing Retention in High-Growth Businesses

67

E119: What Public SaaS Can Learn from Private Equity

68

Asad Zaman's Take: Rethinking Key Person Risk and Business Growth

69

E118: Did Windsurf Screw 200+ Employees for $2.4B ft. Carta's Peter Walker

70

AJ Bruno's Journey: Balancing Growth with Sustainable Revenue

71

E117: How AI Native Orgs Are Reshaping RevOps and Post Sales

72

Elaine Zelby on AI and Marketing: Lessons in Operational Scaling

73

E116: Why Adaptation Is the Only Strategy That Works in AI

74

E115: The Cultural Divide Between AI Startups and SaaS

75

SPOTLIGHT: Skipping the SMB Trap and Building for Big Brands with CEO Matt Allison

76

E114: How Apollo Plans to Grow From $150M to $1B+ in ARR

77

SPOTLIGHT: What It Takes to Step into the CEO Role with Eric Anderson of Walnut

78

E113: Are CRMs Becoming Just Another Database for AI?

79

E112: Is AI the End of Entry Level Roles?

80

E111: How Bolt Hit $40M in Four Months and Why It Took Eric Simons Seven Years to Get There

81

E110: How CEO Michael Walrath is building Yext for a world beyond Google

82

E109: Burnout, Breakthroughs & the New Reality of GTM Leadership

83

SPOTLIGHT: How CEO Sam Jacobs Is Redefining Pavilion's Identity

84

E108: Unpacking Ebsta's Benchmarking Report with Guy Rubin

85

SPOTLIGHT: How Rick Smolen Built Confidence Leading Outside of Sales

86

E107: Scaling ClickUp to 10M+ Users with COO Gaurav Agarwal

87

SPOTLIGHT: Untangling Tech Debt and Finding Product-Market Fit with Russ Mikowski of SurePeople

88

E106: AI-Driven vs AI-First vs AI-Native with Eric Wolford of Accel

89

SPOTLIGHT: Solving SaaS Pricing Challenges with Pricing I/O Founder Marcos Rivera

90

E105: AI-Native CRMs and Early Stage Resilience: Scaling in Economic Uncertainty

91

SPOTLIGHT: Resilience and Growth with LucidLink CEO Pete Thompson

92

E104: Tariffs, Turbulence, and Tough Calls: Operating in an Era of Economic Whiplash

93

SPOTLIGHT: Optimizing Growth in B2B Tech with Mike Dzik

94

E103: AI Agents and the Future of Enterprise Tech with Box CTO Ben Kus

95

SPOTLIGHT: How to Master Multi-Threading in Complex Sales

96

E102: Why Sales Hiring Fails and How to Fix It

97

SPOTLIGHT: Instilling Operational Rigor in a Growing Business with Anna Talerico, CEO of CFI

98

SPOTLIGHT: How CEO Kevin Smith Turned Snipd's Monetization Struggles Into a Sustainable Business

99

E101: Why Rippling and Deel Are a Warning to Every Tech Company

100

E100: Driving Business Growth When Uncertainty is the Only Constant

101

SPOTLIGHT: Shifting ICPs Without Breaking CS with Demetra Anagnostopoulos of SurePeople

102

E99: How GTM Revenue Leaders Are Operationalizing AI for Growth with Kyle Norton of Owner.com

103

SPOTLIGHT: Alon Talmor, CEO of Ask-AI, on Why Most AI Solutions Fail to Prove Their Worth

104

E98: Ryan Burke on Zilla Security's $175M Aquisition and the Realities of M&A

105

SPOTLIGHT: Kyle Lacy of Jellyfish on Improving Pipeline Quality and Forecasting Predictability

106

E97: Dead or Alive? The Great Outbound Sales Debate

107

SPOTLIGHT: Shensi Ding of Merge on the High-Stakes Search for a Stage-Appropriate CRO

108

E96: The B2B Marketing Identity Crisis

109

SPOTLIGHT: How Josh Guttman Landed Investors for SELLIT9 by Being Himself

110

E95: Growth vs. Efficiency in 2025

111

SPOTLIGHT: Co-CEO Alina Vandenberghe on Taking Over Marketing to Scale Demand at Chili Piper

112

E94: Navigating AI Challenges in Established Tech Companies

113

SPOTLIGHT: Keith Frankel of Totango on Creating a Unified Culture in Mergers

114

E93: Dissecting Carta's 2024 State of Startups Report

115

SPOTLIGHT: OrgChart's Tom McCarty on Narrowing Total Addressable Market to Drive Growth

116

E92: Kyle Norton of Owner.com on How Great CROs Drive Enterprise Value

117

SPOTLIGHT: Jenny Podewils' Strategy for Aligning Teams in Dynamic Environments

118

E91: Investor Tomasz Tunguz on AI's Breakout Year and What Comes Next

119

SPOTLIGHT: Lessons and Insights on Leading Through Layoffs from AJ Bruno, CEO of QuotaPath

120

E90: Quality vs. Quantity - The AI Dilemma in Product Development

121

E89: 2024 Reflections and 2025 Go-To-Market Predictions

122

E88: Navigating Business Pivots with Scoop Analytics' Janet Gehrmann

123

E87: Balancing Compliance, Culture, and Business Growth with Roxanne Bras Petraeus, CEO of Ethena

124

E86: How Customer Success Drives Business Growth with Gainsight CEO Nick Mehta

125

E85: Carta's Peter Walker on the Role of AI in Early-Stage Funding

126

E84: Exploring the Effects of Q4 Economic Shifts

127

E83: Understanding How the 2024 Election Impacts Business

128

E82: Salesloft's Path to Profitability with David Obrand

129

Untold Strategies of High-Impact Sales Recruitment with Asad Zaman

130

E81: Bizzabo's Alon Alroy on Reinventing Event Experiences

131

Mark Niemiec on Steering Business Transformation

132

E80: David Spitz on the Evolution of SaaS Metrics and GTM Efficiency

133

Mark Roberge on Redefining Sales Leadership in the AI Era

134

E79: Understanding AI's Place in Tech with Benedict Evans

135

Dini Mehta on Mastering Multi-Product Strategy & Building High-performance Teams

136

E78: CRO Kyle Norton on Executive Fear, Boards, and the CRO Journey

137

CRO Kevin "KD" Dorsey on creating, developing, and deploying playbooks

138

E77: Is Go-To-Market Broken?

139

SaaStr Founder Jason Lemkin on Why Revenue Leaders Must Run Towards Bad News

140

E76: GTM Efficiency and the need for a "Chief Go-To-Market Officer"

141

TOPLINE HOTLINE: As I think about 2025 planning, how do I set the right growth target?

142

E75: Two ways to win… Product Velocity OR GTM Excellence

143

TOPLINE HOTLINE: What do I do? I have a board member that isn't as engaged as they should be.

144

E74: Mark Kosoglow Introduces Operator.ai and The Founder Mode Debate

145

TOPLINE HOTLINE: Is gifting the most effective way to incentivize customer engagement?

146

E73: Balancing Growth and Free Cash Flow in Today's Market

147

TOPLINE HOTLINE: As a CRO, how should I approach annual planning?

148

E72: Growth vs Profitability, CAC Tolerability, & Choosing The Right Business Model

149

TOPLINE HOTLINE: Should you report ARR before or after discounting?

150

E71: Google's Anti-Trust Ruling, SaaS Performance Updates, and The Future of Venture Capital

151

TOPLINE HOTLINE: Is there a way to more efficiently prepare for board meetings?

152

E70: Navigating Market Volatility: Recession Fear, Jobs Report, & Resiliency

153

TOPLINE HOTLINE: How can I establish a performance-driven culture among my sales team?

154

E69: Cold Calling Sucks, and That's Why it Works with Armand Farrokh

155

TOPLINE HOTLINE: How do I make the most of conference season without overspending?

156

E68: How to Build the Right Executive Team to Reach $100M

157

TOPLINE HOTLINE: How do I swiftly transition my company from inbound to outbound sales?

158

E67: How Clay's Co-Founders Built a $500M Series B Company

159

TOPLINE HOTLINE: What should a CRO communicate to their board about pipeline?

160

E66: Sales Tech Mayhem - Gartner Analyst Dan Gottlieb's Insights on B2B Market Shifts

161

TOPLINE HOTLINE: How do you balance getting the best deal with choosing the right product?

162

E65: Bob Moore on Crossbeam's merger with Reveal & Peter Walker on the M&A landscape

163

TOPLINE HOTLINE: How can a CEO advocate for a raise without appearing greedy?

164

E64: Lessons from Q2, Crossbeam/Reveal merger, and the importance of adaptability

165

TOPLINE HOTLINE: How do I incentivize my AEs to outbound?

166

E63: Insights on Brand-Led Growth with Kathleen Booth of Pavilion

167

TOPLINE HOTLINE: How do I learn the skills to become a CRO as a young, top-performing sales rep?

168

E62: From Operator to Investor: Insights from Liz Christo of Stage 2 Capital

169

TOPLINE HOTLINE: How do I go about exiting an executive from our organization?

170

TOPLINE HOTLINE: Should I trust references when hiring if someone has not listed a direct manager?

171

E61: What does Salesforce's revenue miss mean for SaaS?

172

E60: The impact of loneliness in the workplace

173

TOPLINE HOTLINE: How do I handle an AE who is creating a toxic work environment?

174

E59: NRR vs GRR, usage vs seat-based pricing, and how to announce a product release

175

TOPLINE HOTLINE: How can you avoid burnout as an executive?

176

E58: Q1 2024 Market Update

177

TOPLINE HOTLINE: How will the role of venture adapt as companies reach profitability more cost-effectively?

178

E57: Finding and maintaining product-market fit

179

E56: Exploring Sales Team Dynamics with Ryan Walsh of RepVue

180

E55: The State of AI in GTM with Mark Roberge of Stage 2 Capital

181

TOPLINE HOTLINE: How can we improve sales for our second solution?

182

E54: Why are more CMOs becoming CROs?

183

TOPLINE HOTLINE: How do I build a pipeline of VCs as I try to start my business?

184

E53: Understanding software engineering as a non-technical founder

185

TOPLINE HOTLINE: How do you address the pricing gap between early adopters vs new customers?

186

E52: David Obrand of Salesloft on Successfully Navigating the Everchanging GTM Landscape

187

E51: How Adam Robinson Bootstrapped Retention.com to $22M ARR

188

TOPLINE HOTLINE: What creative initiatives can I implement to secure a better Q2?

189

E50: Improving Your CAC-to-LTV Ratio with Help Scout CRO Andrea Kayal

190

TOPLINE HOTLINE: What are the deadly sins of win-loss analysis?

191

E49: A sneak peek into Pavilion's 2024 B2B Compensation Benchmarks

192

TOPLINE HOTLINE: What's the optimal way to structure my comp plan?

193

E48: Kevin Knieriem, President of Clari on expanding their serviceable addressable market and building a unified platform

194

Steal the new model for the anti-bloated, recession-proof sales team

195

E47: Does the practice of co-CEOs actually work?

196

TOPLINE HOTLINE: How can I establish a new operating cadence?

197

E46: A New Era in CS - Catalyst CEO Edward Chiu on their Merger with Totango

198

TOPLINE HOTLINE: How do I pick the right lead qualification methodology?

199

E45: Crossbeam CEO Bob Moore on Leveraging Partnerships to Grow Your Business

200

TOPLINE HOTLINE: Should I stay or should I go?

201

E44: The 2024 M&A Landscape and How to Attract Acquisition Interest

202

TOPLINE HOTLINE: How to get feedback as an executive

203

E43: Recap of Pavilion's CEO Summit

204

TOPLINE HOTLINE: So, what's the deal with variable comp plans?

205

E42: Carta's Peter Walker on Fundraising, Valuations, and Shutdowns

206

Topline Hotline: Where should account managers sit within the organization?

207

E41: Unicorn Companies, Venture Capital Landscape, and Executive Hiring Insights

208

TOPLINE HOTLINE: What percentage of demand should be driven by the sales team?

209

E40: The Carta Controversy, Cloudflare's Viral Moment, and The Death of Growth at Any Cost

210

TOPLINE HOTLINE: How do you revamp a performance improvement plan so it's effective?

211

E39: Tomasz Tunguz of Theory Ventures on AI, 2024 Predictions, and Metrics That Matter

212

TOPLINE HOTLINE: What's the future of fractional leadership in 2024?

213

E38: Decision Making: Speed vs Consideration

214

E37: Fed updates and the fallout from the cancellation of the Adobe-Figma acquisition

215

TOPLINE HOTLINE: Does gift giving build psychological captial?

216

E36: Further Reflections on 2023

217

TOPLINE HOTLINE: How do you stay informed on the global economy?

218

E35: Lessons from 2023

219

TOLINE HOTLINE: I want to transition my top AE to Team Lead. But is it worth the risk?

220

E34: The Flaws of the Four-Day Work Week

221

TOPLINE HOTLINE: When can startups establish and enforce a sales process?

222

E33: Valuations, Investing, and Market Dynamics with SaaStr's Jason Lemkin

223

TOPLINE HOTLINE: Can I transition back to a CRO role after serving as a CEO?

224

E32: 2024 Market Predictions

225

TOPLINE HOTLINE: What does a solid first quarter look like as a new CRO?

226

E31: The State of the Job Market

227

TOPLINE HOTLINE: Re-engaging lost opportunities

228

E30: The Truth about End User Spending

229

TOPLINE HOTLINE: So, a client offered my star employee a job...

230

E29: Navigating the Software Industry's Evolution

231

TOPLINE HOTLINE: Addressing early termination requests from customers

232

E28: State of the Market, and Balancing Efficiency with Innovation

233

TOPLINE HOTLINE: How should SaaS companies be thinking about price increases for 2024?

234

E27: Recap from GTM2023

235

TOPLINE HOTLINE: How Do You Forecast Churn?

236

E26: Kelly O'Halloran Shares Results from the QuotaPath Compensation Study

237

TOPLINE HOTLINE: What should sales teams be doing to increase inbound lead flow?

238

E25: Peter Walker on the Findings from Carta's State of Startup Compensation H1 2023

239

TOPLINE HOTLINE: How much experience does an SDR actually need?

240

E24: 2024 planning, forecasting, and trends

241

TOPLINE HOTLINE: Which SaaS metrics should I present to the board?

242

E23: New CPI report, the impact of retention, and how to leverage CS

243

TOPLINE HOTLINE: Acquiring your first B2B customers

244

E22: Positive Economic Signals, Seasonality of Software Sales, and Aligning Objectives with Compensation

245

TOPLINE HOTLINE: Moving From Incentive-Based to Fixed Sales Compensation Models

246

E21: The Return of the IPO Market, Why Early Stage Execs Should Study the Public Markets, Cultivating an Efficient Growth Mindset

247

E20: Go-To-Market Alignment, the Role of the CMO, the Return of Events and Anxiety

248

E19: Doug Camplejohn on Building Culture and the Future of People Query Language

249

E18: Building a Performance Driven Culture, Are SaaS Fundamentals Flawed?

250

E17: Immaculate Disinflation, Surviving a Down Market, and The VC Reset

251

E16: CEO Lessons from HubSpot, What Causes Burnout, and the State of the IPO Market

252

E15: State of the Market, Twitter v. Threads, and The Value of Taking a Pause

253

E14: Kris Rudeegraap on the Journey from $0 to $100 Million

254

E13: Q2 Wrap Up, the State of US Politics, and the Outlook

255

E12: Mark Roberge on the Implications of AI For GTM Teams and Inflated VC Valuations

256

E11: PLG Valuations, Softbank's Counter Offensive, Lessons from the Tight Economy

257

E10: State of the Market, Employee Disengagement, Burnout

258

E9: Lessons from Bezos, Selling Outside of Tech, and Fostering a Culture of Innovation

259

E8: Business Performance in a Down Economy, AI-Driven Career Opportunities, and Side Hustles

260

E7: Regulating AI, Technology as a Distraction, Using Data to Make Decisions

261

E6: The Ideal Profile of a Seller, Hiring Market Updates, and Being More Data-Driven

262

E5: Jamie Barnett on How GTM Leaders Should be Thinking About Generative AI

263

E4: Growth Stage Risks, Bridge Rounds, Bare Minimum Mondays

264

E3: Andrea Kayal on the Move from CMO to CRO, What's Driving Growth, and Expectations for 2023

265

E2: Is Tech the Canary in the Coal Mine, AI as the Singularity, What Makes a Great Board Meeting

266

E1: Recession or No, Changing Valuations, and Managing Mental Health in Turbulent Times