Ep. 27: Tax Loss Harvesting - Strategy in Volatility

Now that the year has come to a close, we are reminded of some of the smart tax planning that can make a big difference. In this episode of Finance Things in Life, Matt and Anthony break down tax loss harvesting—what it is, how it works, and when it actually makes sense to use it. They walk through real-world examples of realized gains and losses, explain the $3,000 annual loss limit and carryforwards, and clarify common misconceptions around the wash sale rule, ETFs vs. individual stocks, and why this strategy only applies to taxable brokerage accounts—not IRAs. You’ll also hear how tax loss harvesting can be especially powerful in volatile markets or years with large income events, like selling a property, and why communication between your advisor and CPA is critical to making it work effectively. If you’ve had gains this year—or want to be more proactive about reducing your tax burden—this episode gives you practical insights to help you stay invested while keeping more money in your pocket. 🎧 Tune in to learn how small moves today can lead to meaningful tax savings tomorrow. Read our full case study: https://www.thepittigroup.com/blog/tax-loss-harvesting-0 The Pitti Group Wealth Management, LLC (“The Pitti Group”) is a registered investment advisor. Advisory services are only offered to clients or prospective clients where The Pitti Group and its representatives are properly licensed or exempt from licensure. The information provided is for educational and informational purposes only and does not constitute investment advice and it should not be relied on as such. It should not be considered a solicitation to buy or an offer to sell a security. It does not take into account any investor's particular investment objectives, strategies, tax status or investment horizon. You should consult your attorney or tax advisor. This information is general in nature and should not be considered tax advice. Investors should consult with a qualified tax consultant a

Added 18 Apr 2026