Understanding Wash Sales on Your 1099-B

March 10, 2026

The "Wash Sale Loss Disallowed" column on your 1099-B confuses a lot of investors. Here's what it means and why it matters.

The Wash Sale Rule in 30 Seconds

If you sell a security at a loss and buy a substantially identical security within 30 days before or after the sale, the IRS disallows the loss deduction. That disallowed amount is the "wash sale loss" on your 1099-B.

The disallowed loss isn't gone forever — it gets added to the cost basis of the replacement shares. But for the current tax year, you can't deduct it.

How It Appears on Your 1099-B

Your broker reports wash sales in a dedicated column, usually labeled:

  • "Wash Sale Loss Disallowed" (Schwab, Fidelity)
  • "Wash Sale Adj" (TD Ameritrade)
  • "W" column with a dollar amount (various brokers)

For example:

Security Proceeds Cost Basis Gain/Loss Wash Sale
AAPL $5,000 $5,500 -$500 $500

This means you sold AAPL at a $500 loss, but the entire loss is disallowed because you bought AAPL again within the 30-day window.

Common Wash Sale Scenarios

Active traders trigger wash sales constantly. If you buy and sell the same stock multiple times in a month, almost every losing trade could be a wash sale.

Dividend reinvestment (DRIP) is a sneaky trigger. If you sell a stock at a loss but your DRIP bought shares within 30 days, that's a wash sale.

ETFs and mutual funds can trigger wash sales too, if the IRS considers them "substantially identical." Selling an S&P 500 ETF at a loss and buying a different S&P 500 ETF could be challenged.

Why Accuracy Matters

If you don't report wash sales correctly:

  • You could over-deduct losses, leading to an IRS notice and penalties
  • Your cost basis on replacement shares will be wrong, causing problems when you eventually sell them
  • You might miss legitimate losses that aren't actually wash sales

How 1099-B Converter Handles Wash Sales

When you upload your 1099-B PDF, our extraction specifically looks for wash sale amounts. They're included in:

  • The CSV as a dedicated column
  • The TXF file as an adjustment line
  • The Excel file with clear labeling

This means your tax software gets the correct wash sale data automatically — no manual adjustments needed.