Molly Graham on Founder Depression and Executive Team Dynamics

Molly Graham on Founder Depression and Executive Team Dynamics

Update: 2025-11-04
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For today’s essential Heretics 101 feature, Kelli and Nolan have a candid discussion with Silicon Valley operator Molly Graham on founder depression, imposter syndrome, executive team dynamics, and building business-first people operations at scaling companies.

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KEEP UP WITH MOLLY, NOLAN + KELLI ON LINKEDIN

Molly: https://www.linkedin.com/in/mograham/

Nolan: https://www.linkedin.com/in/nolan-church/

Kelli: https://www.linkedin.com/in/kellidragovich/

Glue Club:

https://www.glueclub.com/

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For coaching and advising inquire at

https://kellidragovich.com/

TIMESTAMPS:

(00:00 ) Intro

(00:43 ) Origin of “Giving Away Your Legos”

(02:28 ) Emotions at Work

(02:49 ) Meet Bob the Monster

(04:15 ) Founder Depression Reality

(06:27 ) The Emptiness of Startups

(08:00 ) Life as a Barter Economy

(09:14 ) “I Can’t Do Math” - Professional Moron Strategy

(12:00 ) Growth Solves All Problems

(13:00 ) When Leaders Hate Each Other

(14:20 ) 50% Executive Hiring Success Rate

(17:00 ) 18-Month Executive Tenure

(18:34 ) Business First, Not Happiness

(21:00 ) Era of Excess Is Over

(21:51 ) Best Interview Question

(22:05 ) Wrap



This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hrheretics.substack.com
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Molly Graham on Founder Depression and Executive Team Dynamics

Molly Graham on Founder Depression and Executive Team Dynamics

HR Heretics