Skip to content
Cover of The Baby Boomer Exit Playbook by Jonathan Whitmore

The Baby Boomer Exit Playbook

Everything to Know Before Selling the Business You Spent Decades Building

By Jonathan Whitmore · Exit Strategist & Advisor

Business & StrategyJuly 2, 2026

Available in Paperback, Kindle, Audiobook. Affiliate link — Evermark Press may earn a commission.

In one paragraph

The Baby Boomer Exit Playbook by Jonathan Whitmore is a business & strategy book published by Evermark Press on July 2, 2026. A step-by-step guide to a high-value exit — maximise value, reduce risk and tax, protect your people, and plan the life that follows. It is written for owners planning an exit in the next one to five years and is available on Amazon in Paperback, Kindle, Audiobook.

Synopsis

The largest transfer of privately held business ownership in history is under way, and most owners enter it unprepared.

Jonathan Whitmore sequences the work: clean the financials, de-risk the dependency on you, position the story, and negotiate from a place of optionality.

The final section is the one advisors skip — what the years after the sale are actually for.

Key takeaways

  • Raise enterprise value in the eighteen months before a sale
  • Remove owner-dependency, the single biggest discount on price
  • Structure the deal to reduce tax and post-sale risk
  • Protect employees and legacy through the transition

Who this book is for

  • Owners planning an exit in the next one to five years
  • Family businesses preparing a succession
  • Advisors guiding owner-operators through a sale

Frequently asked questions

What is The Baby Boomer Exit Playbook about?
The Baby Boomer Exit Playbook by Jonathan Whitmore is a Business & Strategy book from Evermark Press. A step-by-step guide to a high-value exit — maximise value, reduce risk and tax, protect your people, and plan the life that follows.
Who should read The Baby Boomer Exit Playbook?
It is written for Owners planning an exit in the next one to five years; Family businesses preparing a succession; Advisors guiding owner-operators through a sale.
What will I learn from The Baby Boomer Exit Playbook?
Raise enterprise value in the eighteen months before a sale Remove owner-dependency, the single biggest discount on price Structure the deal to reduce tax and post-sale risk Protect employees and legacy through the transition
Who wrote The Baby Boomer Exit Playbook?
Jonathan Whitmore, Exit Strategist & Advisor. Jonathan Whitmore has advised on more than two hundred owner-operated business sales across manufacturing, services, and trades.
Where can I buy The Baby Boomer Exit Playbook?
The Baby Boomer Exit Playbook is published by Evermark Press and available on Amazon in Paperback, Kindle, Audiobook (ASIN B0H82D3TGH). It was published on July 2, 2026.
JW

About the author

Jonathan Whitmore

Jonathan Whitmore has advised on more than two hundred owner-operated business sales across manufacturing, services, and trades.

All books by Jonathan Whitmore