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E108: Unpacking Ebsta's Benchmarking Report with Guy Rubin

Episode 182

In this episode, Sam, AJ, and Asad are joined by Guy Rubin to dive deep into the critical insights from Ebsta's latest sales benchmarking report. The…

11 months, 3 weeks ago

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SPOTLIGHT: How Rick Smolen Built Confidence Leading Outside of Sales
SPOTLIGHT: How Rick Smolen Built Confidence Leading Outside of Sales

Episode 180

When Rick Smolen stepped into the CRO role at ShipHero, he wasn't just inheriting a sales team—he was taking on the entire customer lifecycle. From m…

11 months, 3 weeks ago

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

Episode 181

In this episode, we're joined by Gaurav Agarwal, COO of ClickUp, who's led the company's explosive growth to over 10 million users while slashing CAC…

11 months, 4 weeks ago

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

Episode 180

Russ Mikowski, CEO of SurePeople and longtime revenue leader intech, never planned to become a CEO, until he was recruited to transform a 10-year-old…

1 year ago

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

Episode 179

In this episode, Sam Jacobs and Asad Zaman are joined by Eric Wilford, a venture partner at Accel, to discuss venture investing with a focus on AI-fi…

1 year ago

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

Episode 178

Marcos Rivera, Founder and CEO of Pricing I/O offers an inside look into how he transformed his solo consultancy into a thriving team of SaaS pricing…

1 year ago

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

Episode 177

The hosts dissect Attio's AI-native CRM disrupting traditional customer management and examine the surprisingly resilient seed/Series B funding lands…

1 year ago

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SPOTLIGHT: Resilience and Growth with LucidLink CEO Pete Thompson
SPOTLIGHT: Resilience and Growth with LucidLink CEO Pete Thompson

Episode 176

LucidLink CEO and Co-founder Pete Thompson offers an inside look into how he rapidly scaled LucidLink, a company that transforms cloud storage into a…

1 year ago

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

Episode 175

What should founders and operators prioritize when the market swings 6% in a day? In this episode, Sam, Asad and AJ break down the fallout from histo…

1 year ago

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SPOTLIGHT: Optimizing Growth in B2B Tech with Mike Dzik
SPOTLIGHT: Optimizing Growth in B2B Tech with Mike Dzik

Episode 174

Most SaaS companies don't fail because they grow too slowly—they fail because they grow too fast and ignore the warning signs.


In this episode of To…

1 year ago

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