Startups Decoded

Startups Decoded

Founder Intelligence

The CEO Playbook: Scaling through the “Messy Middle” with Intentionality.

Startups Decoded E58 with Alisa Cohn

Andy Walsh's avatar
Andy Walsh
Mar 06, 2026
∙ Paid

“Founder” is a status; “CEO” is a skill you’re ignoring.

This editorial distills a leadership playbook from Startups Decoded E58 with Alisa Cohn (Global CEO Coach, Author of From Startup to Grownup, and advisor to leaders at Venmo, Etsy, and Pfizer).

The episode surfaced a hard truth: the transition from “Founder” to “CEO” is the most dangerous inflection point in a company’s lifecycle. Most builders treat it as a natural progression. It isn’t. It’s a total re-skilling.

What you’ll get:

  • The distinction between “Founder” (status) and “CEO” (skill).

  • The “Reactive Trap” and how to break it with North Star Planning.

  • A decision framework for moving from Doer to Leader.

  • Why self-awareness is a performance metric, not a soft skill.

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