I have $650k in equities and crypto. I want to diversify and buy a rental property (not ready to buy a home to live in yet), but I’m scared of the huge capital gains hit (I’ve made 1000%+ in some of my largest positions) if I sell some of my equities for the down payment. Are there any tax loopholes I’m unaware of to avoid paying capital gains before making the down payment?

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You could use securities based lending if your brokerage offers it, if the interest rate is low enough probably could make sense

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This may not totally align with your goals but here’s my two cents. Start a charity and then donate the equities to the charity (not liquidated), the charity can then do whatever it pleases with the assets including sell with a tax shelter… the charity could then buy a property. If you wanted to create generational wealth this would work well, if you’re looking for an income property that you can rent for profit maybe not? At least this is what I understand from my tax lawyer. Please correct if others know more about it.

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But then you’re paying tax on the salary instead of just paying cap gains one time and you’d lose the potential for a personal home cap gain exemption later (assuming you move in for 2 years prior to selling)

Hold for over a year so that the capital gains (federal) are 15%

Have held for over a year! And yeah, I live in CA :/

I read that you can do a wash sale on crypto and get the tax benefits from it

Good idea! But that only works if you’ve actually lost money from your crypto investments

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