In this week's 'Dear Heretics' segment, Kelli and Nolan discuss a listener's dilemma about working with ethically questionable founders. They explore the tension between startup rule-bending culture and personal values, advising that leadership requires either full alignment with founders or graceful departure.

They reflect on the impossibility of compartmentalizing personal trauma, the importance of workplace support networks, and practical advice for both those experiencing crises and colleagues supporting them.

*Email us your questions or topics for Kelli & Nolan: [email protected]

For coaching and advising inquire at https://kellidragovich.com/

HR Heretics is a podcast from Turpentine.

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KEEP UP WITH NOLAN + KELLI ON LINKEDIN

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

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

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TIMESTAMPS:

(00:13) Intro

(00:52) Listener's Moral Dilemma with CEO

(02:46) The Gamble With Me Philosophy

(03:07) All In or All Out Leadership

(04:09) Separating Morality from Alignment

(04:38) The Danger of Staying When Misaligned

(06:25) Toxic Without Knowing It

(08:06) Modern Approach to Leadership Exits

(08:53) Sponsors: Planful | Metaview

(11:48) Is This Normal Startup Life?

(12:07) Understanding Startup Rule-Bending

(14:00) The Entrepreneurial Mindset

(15:12) The Popsicle Stand Example

(16:46) Building Your Leadership Brand

(17:27) Working With vs Around Founders

(18:19) The Lemonade Stand Rule

(19:36) 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