Скачать или смотреть Behind the Scenes of ClickUp’s Rise with Chris Cunningham

In this episode, Chris Cunningham shares the raw, unfiltered journey behind building ClickUp and launching “Cut the Slack”, one of the boldest marketing moves in SaaS history. But this story isn’t about hype or hacks. It’s about grit, speed, relationship capital, and the kind of obsession that builds things that actually last.

Chris breaks down:

How he went from managing his dad’s tire shop to the heart of Silicon Valley
The power of storytelling in marketing and building brand trust
Why being a “super-connector” is a competitive edge
What most leaders get wrong about growth and authenticity

If you care about building brand, culture, and momentum the right way, this is the conversation you’ve been waiting for.

Timestamps:
00:00 — From Small Town to Silicon Valley: The Early Hustle
06:30 — Losing It All to Build Something Bigger
10:15 — The Power of Environments That Challenge You
13:00 — The Art of Connection: Why Relationships Are the Real ROI
17:45 — The Power of Proximity and the Miami Network
24:00 — Building ClickUp: Obsession, Failure, and the Underdog Mindset
27:30 — Innovation, AI, and the Next Chapter of Work
31:15 — The New Era of B2B Storytelling
35:00 — Superpowers, Flaws, and the Psychology of Obsession
38:00 — Final Reflections: What It Means to Build Something That Lasts

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