417 \\ How $270K in Stock Losses Cut One Business Owner’s Tax by $64K episode artwork

EPISODE · Aug 10, 2026 · 16 MIN

417 \\ How $270K in Stock Losses Cut One Business Owner’s Tax by $64K

from SMALL BUSINESS FINANCE – Your Guide to Business Tax Planning & CPA Tax Advice · host Tiffany Phillips, CPA & Small Business Tax Strategist

One business owner used $270,000 in investment losses to reduce his federal tax by about $64,000 in the year he sold his company. But was it true tax savings—or simply a bill moved into the future? Tiffany explains how direct indexing and tax-loss harvesting can help offset capital gains while keeping a portfolio invested. You’ll learn how lower cost basis, added fees, investment risk, and the wash-sale rules can change the final result. Listen now and learn where the opportunity—and the hidden tax trap—may be. 💰 Start Paying Less in Taxes – Grab a Copy of Your Biggest Expense! ➡️https://tiffanyphillips.samcart.com/products/your-biggest-expense-bundle ☎️ Find Out How Much You’re Overpaying the IRS – Book a Free Discovery Call ➡️https://calendar.phillipsbusinessgroup.com/tax 📧 Questions? Email Me at [email protected] ✅ Like and Subscribe for more practical tax saving tips... Keep More! It's not what you make, it's what you keep. Ready to keep more? Comment "HARVEST" for more info!

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417 \\ How $270K in Stock Losses Cut One Business Owner’s Tax by $64K

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This episode was published on August 10, 2026.

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