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They Got Acquired · Dec 11, 2025 · 8 min

The Fear of Leaving Money on the Table

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 outcome Full transcript | Our newsletter

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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 outcome

Full transcript | Our newsletter

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