Dan Kennedy's Magnetic Marketing Podcast What Entrepreneurs Desperately Need To Know About Personal Wealth
Oct 24, 2025
In this enlightening discussion, wealth management specialist Ted Oakley sheds light on the critical financial missteps entrepreneurs make when selling their businesses. He emphasizes the importance of preparing for liquidity events early to avoid missing peak selling times, which can cost millions. Ted also highlights the emotional challenges post-sale and urges founders to wait a year before making big investments. With practical advice on preserving wealth and understanding industry cycles, he offers invaluable insights for anyone navigating significant financial transitions.
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Sell When Your Industry Peaks
- Watch for cyclical peaks in your industry and be prepared to sell at the top.
- Missing a peak can force you to wait years or never regain that valuation again.
Founders' Strength Becomes Post-Sale Blindspot
- A founder's greatest strength—decision-making—becomes a weakness outside their expertise.
- After a sale they lack domain knowledge and often overestimate their competence in new ventures.
Wait 12 Months Before Big Moves
- Do nothing major for at least 12 months after selling a company to regain emotional balance.
- Use that time to avoid rushed investments, reset purpose, and stabilize relationships.
