Episode
What Happens After the Exit? - Paul Hickey
- Published
- Mar 18, 2026
- Duration seconds
- 2523
- Processing state
not_requested- Canonical source
- https://ampedsuccess.com/amped-education/
Actions
POST https://stenobird.com/v1/public/podcasts/what-s-your-deal-business-buying-business-acquisitions-investing-exit-strategies-7254744/episodes/what-happens-after-the-exit-paul-hickey/transcription-requests
Idempotently request low-priority transcript generation for this episode.GET https://stenobird.com/podcast/what-s-your-deal-business-buying-business-acquisitions-investing-exit-strategies-7254744/what-happens-after-the-exit-paul-hickey.md
Read the agent-friendly Markdown representation of this episode resource.
Summary
What happens after you sell your business? In this episode of What's Your Deal? , Matt Uhler sits down with Paul Hickey , CEO of Legacy Wealth Management, to talk about one of the most overlooked parts of business ownership: what comes next after the exit. Paul shares insights from decades of experience in global finance, investment banking, IPOs, mergers and acquisitions, and entrepreneurship. Together, Matt and Paul unpack why so many business owners focus on getting out of the business but fail to prepare for life after the sale. They discuss the emotional side of exit planning, the identity shift many owners face, how to avoid blowing through hard-earned wealth, and why creating a life plan is just as important as creating a financial plan. Paul also explains the value of starting early, building a team before the sale, and using strategic planning to reduce taxes and generate sustainable income after an exit. This is a valuable conversation for business owners who want to sell wisely, protect their future, and build a true legacy for the next generation. Timestamps 0:16 – Matt introduces Paul Hickey and his background 2:01 – Paul's journey from tech entrepreneur to IPO to investment banking 4:10 – What Legacy Wealth Management and Legacy Exits actually do 5:30 – Why exit readiness is only part of the equation 6:42 – The emotional side of selling a business 8:02 – What business owners often do wrong after a successful exit 9:50 – Paul's advice: protect a baseline income before taking new risks 12:17 – When owners should begin exit planning 13:58 – Why selling a business is more like an Ironman than a 5K 15:26 – Reducing taxes and increasing income after a sale 18:43 – The difference between average returns and intentional wealth strategy 19:16 – What "non-correlate…