OpenAI employee with $4m gain. I gave them 3 suggestions:

After CA taxes, you’ll be looking at closer to $2.5m.

Solution #1: long/short tax-loss harvesting. We can harvest 90% of the account’s value in capital losses in yr 1.

They want to buy a house with the proceeds, but mortgage rates are high.

Solution #2: borrow against your portfolio with a box spread at ~ 3.8% to lower your out-of-pocket rate, retain tax deductibility, and keep your investments compounding.

They are continuing to work and earn ordinary income in CA, with as much as 50% of it being taxed away.

Solution #3: offset that income with tax-aware hedge fund exposure that delivers ordinary deductions you can use immediately.

They’ve been doing a great job using index funds, but now that they're in the next tier, these strategies can save them millions from taxes.