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Pivoting In Pencil

Pivoting In Pencil

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You told everyone the plan. Now the plan isn't working, and you're still paying for the software that was supposed to make it happen. I see this in people's books constantly. Most "abandoned" plans aren't failures. They're pivots nobody finished admitting to.

I share two of my own: spending a lot less time in client books at my own bookkeeping firm, and retiring a community I'd built and talked about publicly. Then we get into how to change direction without blowing anything up or spiralling about it.

  • Where to look in your revenue for a pivot that's already happening
  • The one question that separates a hard problem from a wrong one
  • Why sunk cost is a line item, not a life sentence
  • The pivot AI is forcing on everyone, and why I still check its work
  • How to pivot in pencil: small tests, a cash floor, one clear announcement

Mentioned: Amar Bhidé's research on successful companies, Bluevine's 2026 small business AI survey, Jeff Bezos on changing your mind.

New episodes every Wednesday.


Want more tips on balancing business and life? Follow me on Instagram for insights on bookkeeping, business, and everything in between! @_stephblain_

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