AttendingFinancial

Wealth Building · 11 min read

Tax-Loss Harvesting Without the Wash

Turn a market drawdown into $1,050 a year — without tripping the 61-day rule

By Jonathan Shafer, DOWritten and reviewed by physiciansReviewed for 2026 rules

Reviewed by Jonathan Shafer, DO, July 2026. Disclosure: the reviewer is the founder and owner of Attending Financial LLC. This is education, not individualized financial advice.

in𝕏@

The deduction sitting in your red positions

Somewhere in your taxable account there is probably a lot showing red. Most attendings treat it as a mistake to be ignored until it recovers. The tax code treats it as an asset. Sell it, and the realized loss offsets your capital gains dollar for dollar with no ceiling — and then up to $3,000 of what remains offsets your ordinary income, the income taxed at your 35% or 37% . At 35%, that single $3,000 offset is $1,050 of federal tax you do not pay, this year. Anything beyond $3,000 does not vanish. It carries forward indefinitely during your lifetime, absorbing future gains and peeling off $3,000 against ordinary income every year until it is exhausted. A large loss harvested once in a bad market can quietly reduce your taxes for a decade. The catch is a single rule from 1921: the wash sale. Rebuy the wrong thing in the wrong window — including through an autopilot purchase you forgot you scheduled — and the deduction is disallowed. In one specific case, it is destroyed permanently. This module covers the harvest, the arithmetic, and the traps, in that order.

Premium

5 more lessons in this module

The rest of this module, every other module, the full article library, and the whole question bank are part of Premium. Verified medical students read all of it free.

  • The wash sale: a 61-day tripwire around every harvested loss
  • What a $20,000 harvest is actually worth at 35%
  • The wash sales you trigger without touching a keyboard
  • Check yourself: find the wash
  • and 1 more
$149/year — about $12 a month· or $16/month

Residents and fellows $79/year, with training verification.

If it's not useful in the first 30 days, email us and we'll refund you.

Already a member? Continue in your dashboard →

Keep reading

The Taxable Account, Done Properly

Tax drag, asset location, and the powers your 401(k) will never have

Asset Allocation: The Only Decision That Scales

Your stock/bond split — not your fund picks — decides how your portfolio behaves

Legitimate Tax Reduction for Employed Physicians

The short, boring menu that actually works at W-2 $300,000 — and the schemes that do not

Go deeper — articles on this

Rebalancing: How Often, Where, and Why It Actually MattersWhen to Claim Social Security: The Actual ArithmeticThe Roth Conversion Window: Filling Brackets Before RMDs Arrive