Twenty calculators covering the tax side of a portfolio — what a sale really costs, where each asset belongs, and how much of the plan survives the transfer to the next generation. Estimates only; confirm anything material with your accountant.
Everything that happens when a position is actually sold: the tax owed, the losses that can cancel it out, and the rules that quietly undo the benefit.
Tool 51
Sell losing positions to cancel out gains you already realised, then carry the rest forward.
Tax saved this year
$0
Losses used on short-term gains
$0
Losses used on long-term gains
$0
Deducted against income
$0
Carried to future years
$0
Losses offset short-term gains first because those are taxed hardest. Only $3,000 a year can be written off against ordinary income; the rest never expires.
Tool 53
Repurchase the same security too soon and the loss deduction is disallowed and rolled into your new cost basis.
Status
Clear of the 30-day window
Deduction at risk
$0
Days to wait before rebuying
0 days
The window runs 30 days either side of the sale. A substantially identical fund counts, so swap to a similar-but-different index instead of waiting idle.
Tool 54
The exact short-term versus long-term burden on the profits you realise from trading.
Realised gain
$0
Treatment
Short-term
Federal tax
$0
State tax
$0
Kept after tax
$0
Saved by holding to 12 months
$0
Anything sold inside twelve months is taxed at your income rate. Crossing the one-year line is usually the single cheapest tax decision available.
Tool 62
Sell the highest-cost shares first so the least gain is realised.
Sell this order
—
Gain realised
$0
Tax on that gain
$0
Saved versus selling cheapest lots
$0
Your broker defaults to first-in-first-out, which usually sells your cheapest and most-appreciated shares. Naming the lot at the time of sale is what locks this in.
Tool 68
Unused losses above the $3,000 annual limit roll forward until they are used up.
Loss pool
$0
Used against gains
$0
Used against income
$0
Still carried forward
$0
Tax saved this year
$0
Years to burn the rest at $3k
0
Carryforwards never expire, but they die with you — a very large pool is a reason to realise gains sooner rather than later.
Tool 70
Spread one large sale over several years so the gain — and the tax — is recognised in slices.
Gain recognised
$0
Tax if sold all at once
$0
Tax per year when spread
$0
Extra growth on deferred tax
$0
Spreading a sale keeps each year's gain in a lower bracket and lets the unpaid tax keep earning for you in the meantime.