Capitalism.com with Ryan Daniel Moran How to Sell Your Business for the Most Money | 5 Hard Lessons From Leaving $3,000,000 On The Table
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Sep 2, 2025 An entrepreneur shares invaluable lessons from selling a business for $16 million. Timing is crucial—sell when things are good. Setting clear terms upfront and treating the sale like dating can attract the right buyers. Emotional framing increases buyer excitement, while removing yourself from the business allows for independence and a higher valuation. Mistakes to avoid and alternatives to selling are also discussed, ensuring entrepreneurs can maximize their exit strategy.
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Sold For $16M But Regrets Key Mistakes
- Ryan Daniel Moran sold a business for $16 million but believes he left $3–5 million on the table.
- He frames the mistakes as avoidable lessons that can add millions to other founders' exits.
Sell When The Business Is Strong
- Sell your business when things are going well, not when you're stressed or scared.
- Wait 6–12 months if necessary to improve performance before pursuing a sale.
Get Cash Or Growth Without Selling
- Consider borrowing against the business or hiring a CEO instead of selling to secure capital and growth.
- This keeps equity while providing cash and professional leadership to scale further.