$1.6M in One Stock? Here's How to Get Out Without Getting Crushed - 583

$1.6M in One Stock? Here's How to Get Out Without Getting Crushed - 583

From Your Money, Your Wealth by Joe Anderson, CFP® & Alan Clopine, CPA of Pure Financial Advisors

May 26, 2026 · 47 min · Episode 583

About this episode

The episode discusses strategies for diversifying concentrated stock positions to avoid significant tax implications.

Schedule a Free Financial Assessment with an experienced professional: https://bit.ly/YMYWassessC Joe Anderson, CFP® and Big Al Clopine, CPA spitball for people sitting on life-changing gains who are just one wrong move away from handing a third of it to the IRS. How should they diversify their concentrated stock positions? That’s today on Your Money, Your Wealth podcast number 583. First up, Walter's a software engineer who got lucky 15 years ago. Now he's got $1.6 million in company stock, and a retirement clock ticking down in six years. Richard from Staten Island listened to his son six years ago, went big on oil, saw a huge gain, and now 80% of his portfolio is in that one position. His custodian wants him to sell, but he’s not so sure. Finally, Doctors “Bones McCoy and Beverly Crusher” just discovered they’ll be inheriting millions still sitting in an old 401(k) loaded with company stock. Free Financial Resources in This Episode: https://bit.ly/ymyw-583 (full show notes & episode transcript) 2026 Tax Planning Guide - free download…

People in this episode

Hosts: Joe Anderson, Alan Clopine

Topics covered

Keywords

Mentioned in this episode

Organizations: Pure Financial Advisors, IRS

Places: Staten Island

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