In this episode of Wealth Building with Fexingo, Lucas and Luna explore tax-loss harvesting, a powerful but often overlooked strategy that can boost after-tax returns. Lucas breaks down how a $10,000 portfolio hit in 2022 could have saved an investor $3,000 in taxes, using the specific case of a sell-off in Vanguard Total Stock Market Index Fund. He explains the wash-sale rule, the difference between short-term and long-term gains, and why automated robo-advisors like Wealthfront and Betterment popularized the practice. Luna asks whether the strategy is worth it for small portfolios, and Lucas crunches the numbers on break-even thresholds. They also discuss the risks of over-optimizing, the role of carryforward losses, and when to harvest manually versus with software. By the end, listeners understand how to turn market downturns into tax advantages—without breaking IRS rules.