This is one of my favorite investment/tax planning moves
Step 1: Access diversified private equity exposure in your IRA
Step 2: In your taxable brokerage account, implement:
• A tax-aware hedge fund strategy (which may realize capital gains and ordinary deductions)
• A tax-aware long/short equity SMA that systematically harvests capital losses
The capital losses from the SMA can offset the capital gains from the TA HF.
Step 3: Use the ordinary deductions from the hedge fund to execute Roth conversions of your IRA private equity.
Step 4: Harness to compounding potential of private equity without having to worry about taxes while inside the Roth!
For the right family, the value-add from this kind of structuring can be enormous, and almost nobody is doing it.