"Do not "sell all" of the same security twice in one day". -- I'm selling stocks I don't want that were in the "managed" account and moving the funds into VTSAX/VIT I get this message. Would someone please explain this to me so I don't do "wash sales" on accident. It's mentioned on page 118 in the Simple Path to Wealth and I'm still and not clear how to avoid wash sales tax loss.
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Read our Complete Investing Guide →Sell under performing and buy w/o a "wash". Moving from managed to self-managed.
Replies (5)
jkinthedmv
2 months ago
If you’re selling at a loss also take into consideration dividend reinvesting — turn off dividend reinvesting for at least 30 days before and after selling the position. But as JoeQ17 commented, the message you’re seeing may not be about wash sales.
JoeQ17
2 months ago
Simple note, it only applies for funds you sell as a loss in your brokerage account. when selling those funds (whatever they are) at a loss, you cannot buy similar fund within 30 days before or after from any account. Note that VTI and VOO are different funds yet 99% correlated. So if you’re selling misc funds that an advisor put you in and they are at a loss, then buying VTI not an issue. If you’re selling at a gain, not an issue.
Here is full ChatGPT write up
The wash sale rule is an IRS rule that prevents you from taking a tax loss if you sell an investment at a loss and buy the same (or very similar) investment too soon.
It uses a 61-day window:
- 30 days before the sale
- The day of the sale
- 30 days after the sale
If you buy the same or substantially identical investment anytime during those 61 days, the loss is not allowed right now.
Instead, the disallowed loss is usually added to the cost of the new investment, delaying the tax benefit until you sell later.
The rule applies across all accounts, including IRAs.
Bottom line:
If you want to claim a tax loss, wait at least 31 days before buying the same (or very similar) investment again.
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