2Bobs—with David C. Baker and Blair Enns Why Entrepreneurs Are Unemployable
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Jan 14, 2026 Entrepreneurs often find their success makes them unemployable. David shares why these individuals resist traditional jobs and prefer the freedom of ownership. Unlimited earning potential and the desire to fix their own mistakes fuel this mindset. They discuss how entrepreneurship becomes not just a career but a core identity. The hosts also highlight the importance of mentorship for entrepreneurial employees and the balance required between generalist visions and specialist skills.
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Self-Layoff Over Firing Others
- David C. Baker recounts laying himself off when he couldn't in good conscience lay off others during downturns.
- He left because the role and firm size no longer fit his values and he anticipated further layoffs.
Unlimited Earning Is Core Motivation
- Entrepreneurs refuse capped income because they prize unlimited upside over stability.
- David C. Baker notes this drives them to accept risk and occasional low-earning years to avoid ceilings.
Own-Mistake Tolerance, Other-Mistake Intolerance
- Entrepreneurs tolerate their own mistakes but resent bearing consequences for others' errors.
- Baker explains this preference for control makes working under another entrepreneur emotionally intolerable.