A tax-aware analyzer for self-directed investors. Link your brokerage and it scores every holding, flags what to trim and the lowest-tax way to do it — and vets your watchlist before you buy.
No payment, no account. Just tell us where to reach you when it's ready.
Most portfolio trackers show you charts. They don't tell you what to do — and none of them factor in the tax bill when you sell. So people either hold losers too long, or sell winners weeks before they'd qualify for long-term capital gains rates and hand thousands to the IRS for no reason.
Every holding gets a 9-filter quality breakdown and a composite score behind its verdict.
| Position | Holding | Gain | Tax if sold now | Days to LT | |
|---|---|---|---|---|---|
| NVDA | Short-term | +$9,200 | ~$3,400 → ~$1,560 | 19 | TRIM |
| PYPL | Long-term | −$2,100 | harvest the loss | — | SELL |
| COST | Long-term | +$5,800 | ~$870 | — | HOLD |
For each flagged position: short- vs long-term status, the tax cost of selling today, and the days until long-term rates kick in.
Say trimming NVDA realizes a +$9,200 gain. TrimSmart spots that PYPL is sitting on a −$2,100 unrealized loss. Sell PYPL in the same tax year and that loss offsets the gain dollar-for-dollar — shrinking the taxable gain to $7,100 and saving roughly ~$500 in tax. More losses than gains? Up to $3,000 can offset ordinary income this year, and the rest carries forward to future years.
One glance at the top of every report — the whole portfolio, summarized:
Illustrative example with sample tickers. Not investment advice or a recommendation.
You pick your own stocks and hold a real-money portfolio you actively manage.
You care about after-tax returns and hate paying short-term rates by accident.
TrimSmart is an informational analysis tool, not a registered investment adviser, broker-dealer, or tax professional. Nothing here is personalized investment, legal, or tax advice. Investing involves risk, including loss of principal. Consult a licensed professional before acting.