Owner tool · 3 minutes

Most owners think they're
more ready than they actually are.

The ten statements below are a working definition of "ready" — whether ready means transitioning, selling, or simply running the business another twenty years on your own terms. Check the ones that are true today, in writing, executable.

You're prepared if you…

  • 01.Have invested time and money getting educated on the transition process — and have discussed the future of the business with the people it affects most.
  • 02.Have aligned your personal, financial, and business goals — clearly defined, interdependent, and written down somewhere other than your head.
  • 03.Have an advisory team in place — wealth advisor, attorney, CPA, exit or value advisor — that actually talks to each other rather than running in four parallel lanes.
  • 04.Have a contingency plan — buy-sell instructions, appropriate insurance, and clear directives for what happens to the business if you cannot. Reviewed within the last twelve months.
  • 05.Have completed a strategic analysis, business valuation, and personal/financial/business readiness assessment within the last year.
  • 06.Have considered all transition options and deal structures — third-party sale, MBO, ESOP, family transfer, recapitalization, hold-and-harvest — with the pros, cons, and after-tax net proceeds for each.
  • 07.Have a written plan — goals, defined tasks, accountabilities, a transition team, a designated project manager, timelines, a budget, and clarity on your own role before and after.
  • 08.Have designed a "life-after" plan — linked to your wealth-management strategy. What you'll do. Who you'll do it with. What it costs. Where the money comes from.
  • 09.Have a value-enhancement initiative underway — managing risk, growing enterprise value, and improving the smoothness of any future transition. Family transitions need this work just as much as third-party sales.
  • 10.Have a management development program in place — ensuring leadership is prepared to operate the company without you, on whatever timeline you choose. The single biggest factor in deal price and in run-it-forever resilience.

What the count actually tells you.

BoxesWhat it tells you
0–3Substantial work ahead. You're in the largest single category of business owners. Start with one item and book a thirty-minute conversation.
4–6Some work done — integration missing. Most owners describe themselves as "four or five out of ten" before they engage. The work is making the pieces line up.
7–9Closer than most. The remaining items are usually the highest-leverage. A short conversation usually surfaces which one matters most.
10You're ready. The conversation now is about timing and execution, not preparation.

Whatever bucket you landed in,
the next step is the same.

A thirty-minute conversation, no pitch, no homework. We listen, surface the gap, and tell you which item to start with. If we're a fit, we go deeper. If not, we tell you who is.

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