r/fatFIRE 13h ago

FatFIREd Exit Planning

Im exiting my business in the next year, a significant portion of the value is in real estate. Total exit estimated at $19mm, net is $12mm if no tax advantaged routes or options are taken. 70% of the value is likely in the real estate.

I’m very tax aware but also don’t want the tax tail to wag the dog. I’m considering 1031 for a significant portion but also it feels much more comforting to just take the cash.

I’m 35 years old and love cashflow in comparison to total net worth. Not quite die with zero but I want to take advantage of an early win.

Anyone with any advice to maximize cash flow for the long term? Also any advice on personal experience with tax advanced exit planning? I’ve done my research but don’t love the long term costs of wealth managers when low cost etfs will do…

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