The SALT Deduction Loophole High Earners Are Missing and IRS Cracking Down on Gambling Winnings episode artwork

EPISODE · Feb 24, 2026 · 8 MIN

The SALT Deduction Loophole High Earners Are Missing and IRS Cracking Down on Gambling Winnings

from Stephen Lee, CPA, CPWA® · host Stephen Lee, CPA, CPWA®

The $300 Gambling Trap + The New $40,000 SALT Cap (Most People Are Getting This Wrong)Stephen Lee, CPA and certified private wealth advisor, explains how small tax reporting mistakes can trigger IRS issues, focusing on gambling income reporting and the new 2025 $40,000 SALT cap for single filers. He answers whether a $300 sports bet payout should be reported as $300 or $200, clarifying that casual gamblers must report the full $300 as gross income on Schedule 1 (line 8b) and can only deduct losses if they itemize on Schedule A, with documentation needed to match W-2G reporting. He addresses a high-earner question about qualifying for the full $40,000 SALT cap at $400,000 income, noting a MAGI phaseout above $500,000 that reduces the cap by $0.30 per dollar over $500,000 but never below $10,000, and emphasizes the cap is a ceiling based on taxes actually paid. He also explains why renters can benefit from SALT through state income taxes (or sales tax instead), personal property taxes, and how the deduction only helps if itemized deductions exceed the standard deduction. The episode includes a personal story about working out with his 11-year-old son and reflecting on how a packed calendar forecasts the future, stressing strategy over busyness, and closes with homework to review a 2024 return to see if the higher SALT cap could create savings in 2025.00:00 Tax Mistakes Teaser00:43 Meet Steven Lee01:14 Gym Dad Mindset02:03 Calendar Forecast Lesson03:03 300 Gambling Trap03:25 Reporting Winnings Right04:55 40000 SALT Myth05:19 SALT Phaseout Rules06:12 Renters and SALT Too07:39 Wrap Up and HomeworkSubscribe for more tips and strategies tailored for business owners and high earning professionals.On this channel, Stephen Lee shares proven strategies to help high earners, business owners, and professionals keep more of what they make, minimize taxes, and build lasting wealth.Whether you’re optimizing your S-Corp, investing smarter, or managing 1099 income, this channel gives you the tools to make confident money moves — backed by real client experience.Subscribe for smart, actionable advice — and take control of your financial future.The information provided on this channel is for general information and entertainment purposes only. It is not intended to serve as legal, financial, or tax advice. You should not act or refrain from acting on the basis of any content included on this channel without seeking appropriate legal, tax, or other professional advice specific to your individual circumstances. The use or reliance on any information contained on this channel is solely at your own risk.

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The SALT Deduction Loophole High Earners Are Missing and IRS Cracking Down on Gambling Winnings

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