Know The Wash Sale Rule When Selling Those Losers

The year end is a popular time to sell investment losers for tax purposes.  But this strategy can fail from not knowing the wash sale rules.

The tax strategy for year end selling is pretty simple.  By selling investments at a loss, you can offset capital gains or even income.  Potentially lowering your taxes for the year.  The IRS has rules limiting what you can do with those funds after the investment is sold.  Which is not something you want to overlook.  Especially when tax filing time rolls around and you owe more because of a mistake.

The Wash Sale Rule

The first thing that pops into someone’s head when selling a stock (or any investment) for a tax loss is to turn around and buy it back.  Getting it at a lower price is potentially a great deal.  Ingenious, right? It’ll work but you’d lose out on the tax deduction.  The IRS already thought of this and really wants those tax dollars.  So it put in some stipulations on what qualifies for tax deductions.  Known as the wash sale rule.

A wash sale occurs when you sell a stock (or other security) at a loss, and within 30 days before or after the sale you:

  • Buy substantially identical stock or securities
  • Acquire substantially identical stock or securities in a fully taxable trade, or
  • Acquire a contract or option to buy substantially identical stock or securities

“Substantially Identical”

The IRS does us no favors with the vagueness of the wash sale rule.  By using “substantially identical” it leaves a lot of wiggle room for the IRS to approve or deny a deduction.  So it’s always good to err on the side of caution when putting any money back to work.

Its safe to say that the obvious rule breaker is to not buy the same stock that was sold or any contracts for that stock inside of the 30 day period.  If you really like the stock, an alternative is to find a similar stock in the same sector.  So if you sold stock in Ford you could turn around and buy shares of GM.  This avoids the wash sale rule and gives you a similar stock for your portfolio.  Of course, buying a stock outside the sector entirely would also be safe.

Things get a little tricky when looking at ETFs and mutual funds though.  Take an index fund for example.  I’d be weary selling one S&P 500 index fund for a loss only to turn around and buy another S&P 500 fund from a different fund family.  The better choice would be an index fund entirely unrelated to the S&P 500, like a Russell 2000 fund or a sector specific fund.

It’s always best to be safe when it comes to these investment decisions and the wash sale rule when you file your taxes.  As always, if you’re just not sure if a stock (or other security) falls under the “substantially identical” label, talk to a tax professional.  Or just wait to buy anything until after 31 days.

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