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Selling Your Business for $1M: Is It Enough To Retire?

Phil’s Tax Hacks · February 26, 2026

Here’s some of what we discuss in this episode:

📑 Transaction Structure: Asset vs stock sale

💵 Tax Implications: Capital gains impact

📊 Retirement Planning: Income from proceeds

🧭 No Investing Experience? The learning curve is steep

📈 Diversification: Avoid concentration risk

Today’s Hack

For many business owners, the company isn’t just work; it’s the retirement plan. No 401(k). No diversified portfolio. Just years of sweat equity tied up in one asset. So, what happens when you finally sell? Phil explains what really happens during a business sale and tackles an even bigger question: once the check clears, how do you turn that lump sum into sustainable retirement income?

Go Inside the Episode:

0:00 – Selling a Business: Intro

1:15 – Listener Question

2:05 – Understanding the Business Sale Transaction

3:43 – Captain Gains & Asset Sales

6:28 – Planning for Retirement with Proceeds

9:35 – Is $1 Million Enough to Retire?

11:10 – Diversifying Retirement Assets

12:29 – Why Are You Selling?

17:11 – Having a Team of Professionals

If you have any questions about what we discussed in this episode, reach out and we’ll be happy to set up a time to talk.

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