The IRS Loopholes That Could Save You Thousands This Year with Karlton Dennis

Tax Day is right around the corner, and tax strategist Karlton Dennis is here to make sure you don't leave a single dollar on the table. Today he breaks down the legal loopholes that you can still take advantage of before the filing deadline and the long-game moves that can keep thousands in your pocket. Nicole and Karlton cover tax strategies for both W2 employees and entrepreneurs, how parents can use the tax code to build wealth for their kids and new deductions from the Big, Beautiful Bill that you should definitely be taking advantage of. Plus, Nicole and Karlton break down viral hacks like the Range Rover write-off, the Augusta Rule that lets you pay yourself tax-free, short-term rental deductions, and putting your kids on payroll. Check out Nicole’s financial literacy course The Money School Find a Financial Advisor or Financial Coach from Nicole’s company Private Wealth Collective Watch video clips from the pod on Money Rehab’s Instagram and Nicole Lapin’s Instagram Follow Karlton on Instagram and YouTube Work with Karlton Here's what Nicole covers with Karlton: 00:00 Are You Ready for Some Money Rehab? 02:00 Last-Minute Tax Moves Before the Filing Deadline 02:38 Bonus Depreciation and the Big Beautiful Bill 03:26 The Range Rover Write-Off: How the Math Actually Works 05:26 The Best Part of the Tax Code for Entrepreneurs 07:26 How Karlton Writes Off Clothing 08:38 When Should a Side Hustler Set Up an LLC? 10:45 IRS Red Flags 12:01 What Actually Happens During an IRS Audit 13:28 Why Karlton Thinks of the IRS Like a Dentist 15:09 How to Pay 0% in Income Taxes (And Why That's Not Always the Goal) 17:00 How Elon and Trump Avoid Taxes 18:02 Short-Term Rentals 101 25:35 The Augusta Rule: Pay Yourself $28K Tax-Free 28:28 Why Karlton Is Obsessed with S-Corps 30:19 The QBI Deduction and How to Maximize It 31:26 What to Think About When Forming an Entity 36:35 QSBS: The Exit Strategy That Could Save You $40M in Taxes 40:38 How to Make Your Kids Millionaires 44:53 The Backdoor Roth IRA Explained 46:10 Self-Directed Roths and the Peter Thiel Strategy 49:29 How to Get Tax Breaks for Watching Movies 53:36 The Tax Scam to Avoid Right Now: Charitable LLCs 55:27 Why AI Is Not Your Tax Advisor 50:07 Karlton's Tip You Can Take Straight to the Bank All investing involves risk, including loss of principal. This episode is for informational purposes only and does not constitute financial, investment, or legal advice. Always consult a licensed professional before making financial decisions.

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The IRS Loopholes That Could Save You Thousands This Year with Karlton Dennis is an episode from Money Rehab with Nicole Lapin by Money News Network.

This episode is 56:40 long.

This episode was published on Apr 6, 2026.

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