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Question: "Hey Joe and Big Al.... This is Bryan from NY. I'm a new listener and my first question is why isn't Andi's photo up on your web site on the "ask your question" ? anyway, I drive an Audi A5 and a BMW M3. Drink of choice is tequila and seltzer with limes. Interested in your spitball on a 1% problem.
I live in NY and my wife and I are in the 35% Federal tax bracket plus we get hit with NY State on top of that. When I retire at 64 in 4 years, We plan to domicile in Florida at retirement and I plan to mega back door as much of our $4 million combined pre tax 401Ks as possible until 70. My question is about a large unrealized capital gain I have from my employer. I'm sitting on a $2 Million position with over $1.2 Million in capital gains. I am starting to research buying into an "exchange fund" - sometimes refered to as a "swap fund" - where you exchange your securities for shares in the fund, which the IRS requires stays in the fund for 7 years, and the fund diversifies your position to mirror an index, like the NASDAQ 100. After the 7 years, you still have the same cost basis, but now have a diversified portfolio - and assuming I don't need the money, it will get a step up in basis after the wife and I are gone. any thoughts on the pros/cons of an exchange fund
Keep up the good work"

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• Investment Advisory and Financial Planning Services are offered through Pure Financial Advisors, LLC, a Registered Investment Advisor.
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• Opinions expressed are subject to change without notice and are not intended as investment advice or to predict future performance.
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