Tax Tips from IRS Insiders You’d Be Crazy to Ignore

Laura interviews tax pros Garrett and Deborah Gregory, a married team who worked for the IRS before founding Gregory Law Group, PLLC in Dallas, Texas. You'll learn what you don’t know about the IRS (but should), tips for the self-employed, how to stay organized, how to pay less tax, and much more.

Laura Adams, MBA
3-minute read
Episode #444

Tax Tips from IRS Insiders You’d Be Crazy to IgnoreSince Tax Day is around the corner, I'm bringing you tips and advice from unique tax professionals, Garrett and Deborah Gregory. They're a married team who worked for the IRS corporate tax division for more than 24 years combined.

After leaving the government, they founded Gregory Law Group, PLLC, a tax law firm in Dallas, Texas dedicated to helping American taxpayers resolve their IRS problems. The Gregorys have deep, insider knowledge about tax law and how the IRS really works.

In this interview, they give advice about how to stay out of tax trouble and the best ways to legally pay as little tax as possible.

The IRS is the biggest and most aggressive creditor in the world. If you owe the IRS back taxes, you need to have a resolution strategy. - Deborah Gregory

See also: Financial Q&A: Tips to Pay Less Tax or Get a Bigger Refund

[Listen to the interview using the audio player in the upper right sidebar of this page or on iTunesStitcher, and Spotify (just search the app for “Money Girl”).]

We cover the following topics:

  • What you don’t know about the IRS, but should 
  • What to do if you have a tax bill that you can’t afford to pay
  • How to avoid different types of tax penalties 
  • Whether taking the home office deduction is a red flag for an IRS audit 
  • What the self-employed should do to stay out of tax trouble 
  • How to stay organized for taxes so filing is easier and faster each year 
  • Tips for the average taxpayer to legally pay less tax and save more money

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Tax Form image courtesy of Shutterstock

About the Author

Laura Adams, MBA

Laura Adams received an MBA from the University of Florida. She's an award-winning personal finance author, speaker, and consumer advocate who is a frequent, trusted source for the national media. Money-Smart Solopreneur: A Personal Finance System for Freelancers, Entrepreneurs, and Side-Hustlers is her newest title. Laura's previous book, Debt-Free Blueprint: How to Get Out of Debt and Build a Financial Life You Love, was an Amazon #1 New Release. Do you have a money question? Call the Money Girl listener line at 302-364-0308. Your question could be featured on the show.