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Scott Belsky

Chief Strategy Officer & EVP at Adobe

Scott Belsky is CSO and EVP of Design and Emerging Products at Adobe, founder of Behance, author of The Messy Middle, and angel investor in Pinterest, Uber, Airtable, Flexport, and Warby Parker.

Dimension Profile

Strategic Vision 80%
Execution & Craft 70%
Data & Experimentation 35%
Growth & Distribution 55%
Team & Leadership 65%
User Empathy & Research 60%

Key Themes

the messy middle of startups conviction as decision framework when to quit vs persist enduring through the middle founder conviction test product legend insights

Episode Summary

Scott Belsky shares his conviction test for founders stuck in the messy middle: if you have more conviction now than when you started despite failures, persist — you're just in the messy middle. If you've lost conviction, quit immediately. Drawing on his journey from founding Behance to CPO at Adobe, he offers frameworks for enduring the hardest phase of building a company.

Leadership Principles

  • Ask yourself: knowing what I know now, do I have more or less conviction? That tells you whether to continue
  • If you have more conviction despite failures, you're in the messy middle — stick with it
  • If you've lost conviction, quit — your life is short, pivot and do something different

Notable Quotes

"How much conviction do you have in the solution you're building? Knowing all you know now, do you have more or less conviction?"

— On his go-to advice for founders deciding whether to continue or quit

"If you've lost conviction, you should not be doing what you're doing. Quit. Your life is short. Pivot. Do something completely different."

— On when it's time to walk away from a startup

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