The Fear of Leaving Money on the Table
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The Fear of Leaving Money on the Table

8:46 Dec 11, 2025
About this episode
Two days before closing the sale of her business, a founder called me in a panic. She wasn’t sure if she should take the deal — or walk away.Here's what I shared with her:• How to compare a “low” multiple with unusually strong deal terms• Why all-cash offers are rare — especially for agencies• When running a full process can increase price• Why overthinking can cause founders to miss great deals• How life goals influence the “right” financial outcomeFull transcript | Our newsletter
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