Recent Posts from Cullen Denny

Go-to-Market
1 min read
How Bolt Hit $40M in Four Months and Why It Took Eric Simons Seven Years to Get There
Eric Simons spent seven years building toward a vision that almost never saw the light of day. After countless iterations, near-misses, and growing …

Topline Podcast
1 min read
How CEO Michael Walrath is building Yext for a world beyond Google
In this episode, Yext CEO Michael Walrath joins Sam, Asad, and AJ to talk about what comes after Google. With over two decades of experience leading …

Topline Podcast
1 min read
Burnout, Breakthroughs, & the New Reality of GTM Leadership
Sam Jacobs, AJ Bruno, and Asad Zaman confront the emotional weight and operational strain of leading through sustained GTM volatility. They reflect …

Topline Podcast
1 min read
Unpacking Ebsta’s Benchmarking Report with Guy Rubin
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. …

Topline Podcast
1 min read
Scaling ClickUp to 10M+ Users with COO Gaurav Agarwal
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 …

Topline Podcast
1 min read
AI-Driven vs AI-First vs AI-Native with Eric Wolford of Accel
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 …

Topline Podcast
1 min read
Why Rippling and Deel Are a Warning to Every Tech Company
When does healthy competition cross the line into corporate espionage? In this episode, we dive into the explosive saga unfolding between HR tech …

Topline Podcast
1 min read
Driving Business Growth When Uncertainty is the Only Constant
In this milestone episode, Sam, Asad, and AJ reflect on how they’ve grown as leaders, how their perspectives have evolved, and what lessons they’ve …