EPIC list of tax planning moves we just saw pay off on a client’s 2025 return
- $300K+ of harvested capital losses to offset gains from private investments
- ~$250K of ordinary losses to shield RMDs and Roth conversion income (while moving PE into Roth)
- ~$350K of depreciation deductions to offset rental income for years to come
- Donated highly appreciated stocks into a donor‑advised fund (DAF) instead of cash
- Used margin interest expense from a long/short SMA to reduce taxable dividends
This is why I say your investment portfolio and your tax plan should be the same conversation, not separate silos.
We genuinely have fun doing this work and 4/15 is our Super Bowl, because we get to see all the planning show up on the return.