I want to retire soon and own a single stock is worth millions - should I cash it all out or hold on for my kids' step-up basis?
Briefly

The article discusses the advantages of stock investment for long-term wealth but highlights risks of being overly concentrated in a single stock, as illustrated by a Reddit user with a $3.7 million capital gain. Seeking advice from the Fat FIRE community, the user explores strategies for minimizing long-term capital gains taxes, including relocating to a state with no income tax. Despite potential tax burdens, the Redditor's overall financial situation appears strong, indicating that early retirement is a viable option, given a net worth of $9.25 million.
Buying stocks can be an excellent way to build long-term wealth without the management responsibilities that come with real estate investments.
The Redditor, with a $3.7 million long-term capital gain in one stock, faces the challenge of concentrated investment risking their financial future.
Comments in the Fat FIRE Reddit community provided various suggestions, including relocating to a no-income-tax state to minimize tax liabilities when selling stocks.
With a net worth of $9.25 million, the Redditor's retirement in a few years at a budget of $250k per year seems very feasible.
Read at 24/7 Wall St.
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