Tax loss harvesting is a strategy used by investors to lower their tax bill. It involves selling securities at a loss to offset a capital gains tax liability. This strategy is typically used to limit the recognition of short-term capital gains, which are generally taxed at higher federal income tax rates than long-term capital gains. However, the IRS has a rule known as the "wash sale" rule, which prevents investors from claiming a loss on a sale of a security if they buy a "substantially identical" security within 30 days before or after the sale. So, how can you replace a security in your portfolio after selling it at a loss? The key is to avoid triggering the wash sale rule. One way to do this is by selling an index fund and then buying a different one that's exposed to the exact same index. For example, if your Vanguard S&P 500 fund is down, you can sell it, take the loss, and then buy the Charles Schwab S&P 500 fund. This allows you to maintain your portfolio's exposure without triggering the wash sale rule. But where does Daffy come in? Daffy is a Donor Advised Fund (DAF) that simplifies your giving. With Daffy, you can easily donate to almost every US public charity, track tax-deductible contributions, and access donation receipts all in one place. This makes Daffy a great option for those looking to manage their investments and charitable giving in a tax-efficient manner. Remember, the information contained in this post is for educational purposes only and should not be considered tax advice. Always consult with a tax professional to assess your specific tax situation. Get started with Daffy today and simplify your giving. Daffy waives all membership fees for members with less than $100 in their fund, so you can start for free! Don't forget to download the Daffy app for easy access to your account.