How to Pivot Smart—Not Desperate | 021
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Thinking about pivoting your business? Hold up.
In this episode of Unsexy Entrepreneur, Charles Harris (CPA & founder) and Dr. Seth Jenson (PhD in strategy) unpack the messy middle of entrepreneurship—when your idea isn’t quite working and you’re not sure whether to double down or ditch it.
From Noah Kagan’s taco-to-t-shirt pivot to accountants rebranding themselves as CFOs, this episode is packed with honest, nuanced takes on how to listen to the market without losing your soul.
💡 You’ll Learn:
- What a “pivot” actually means (hint: it’s not just changing your mind)
- The 3 pillars that determine if your business is viable: demand, channels, and margin
- Why chasing easy money often leads to shallow expertise
- The sunk-cost trap: why people stay too long in a dying business model
- How to spot real market signals vs. ego-driven decisions
- Why “following your passion” sometimes isn’t enough—and when it is
- How to test hypotheses like a strategist, not a floundering founder
- The ethics of positioning: should you call yourself a CFO if you’re not one?
- When a micro-pivot (like rebranding your role) makes sense—and when it doesn’t
- The niche goldmine example of a friend who pivoted into audits for lawyers (and crushed it)
This episode will help you clarify if your business needs a bold new direction, a subtle tweak, or just a little more time. Perfect for solo founders, consultants, creatives, and operators navigating the tension between vision and validation.
Got questions for Charles and Seth? Submit them HERE.
22 episodes