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Know When to Walk Away: Elliot Omanson on Exit Timing, Tax Strategy, and Keeping What You’ve Earned

October 5, 2026 · 35 min

Show notes

On this episode of The Exit, presented by Flippa, Steve McGarry sits down with Elliot Omanson, CEO of OWLFI, to discuss the decisions that determine whether an owner walks away from an exit with wealth preserved—or leaves money on the table.

Elliot explains how to know when to walk away, how to think about exit timing, and why tax strategy should be part of the plan well before a transaction closes. They also discuss Elliot’s book, Keep What You’ve Earned, and practical ways business owners can protect the wealth they’ve built.

Learn more:
OWLFI: https://owlfi.com
Elliot Omanson: https://elliotomanson.com
Connect with Elliot on LinkedIn: https://www.linkedin.com/in/elliot-omanson/
Get your Flippa business valuation: https://flippa.com/exit

The Exit is presented by Flippa.

All episodes of The Exit – Presented By Flippa

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