I went through a wash sale audit nightmare in 2024. The IRS wash sale rule under IRC Section 1091 is far more aggressive than most retail traders realize.
Key issues:
- The 61-day window applies both ways. You cannot repurchase a substantially identical security 30 days before OR after selling at a loss.
- It applies across accounts. Selling at a loss in your brokerage and buying in your IRA within 30 days is still a wash sale.
- Options on the same stock count. Buying call options within the window triggers the rule.
- Your broker 1099-B may not catch all wash sales. Brokers only track within their own platform.
The disallowed loss gets added to the replacement shares cost basis. But constant day trading wash sales can create phantom taxable gains. I lost $12,000 trading one year but my 1099 showed $8,000 in gains from compounding adjustments.
My advice: consider a Section 475(f) mark-to-market election. It eliminates wash sale issues entirely. Talk to a trader-tax CPA first.