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21st Century Entrepreneurship

Dr. Sherry Peel Jackson: How Do You Keep What You Earn?

May 8, 2025
31:37

Dr. Sherry Peel Jackson is a former IRS agent, Certified Fraud Examiner, and CPA turned financial truth-teller—and we spoke about how to keep, protect, and grow your income in a system that’s designed to take it from you.

Known for her unapologetic views on taxes (“I call the IRS the Insidious Representatives of Satan”), Dr. Jackson pulls back the curtain on how everyday individuals and business owners can stop “feeding the beast” and start building lasting wealth. This conversation goes far beyond budgeting—it’s about strategy, structure, and self-reliance.

We explored practical, often overlooked methods for lowering expenses, avoiding common traps like conspicuous consumption, and using the tax code to your advantage. Her background at the IRS gives her a rare edge—and she's using it to empower people like you.

💥 “It’s not about what you make, it’s about what you can keep.”

Some of the key insights and quotes you'll hear:

  • Stop bleeding money: “People spend millions on conspicuous consumption… and it keeps them broke, busted, and disgusted.”

  • Think like the wealthy: “If you do what they do, you can have what they have.”

  • Use your home strategically: “Have a home-based business and write off everything but the kitchen sink.”

  • Leverage the Augusta Rule: Learn how corporations can legally pay their owners $22,400 tax-free just by using their home for meetings.

  • Pay your kids—and win: “Teach them to make money work for them, not the other way around.”

We also broke down the three pillars of her framework:

  • Keep what you earn – Smart spending habits, reducing lifestyle inflation, and cutting sneaky costs.

  • Protect what you earn – From insurance and lawsuits to the IRS and unexpected life events.

  • Grow what you earn – By starting small businesses, owning assets, and learning from foundations that have lasted for generations.

“Only the little people pay taxes,” she reminds us, quoting Leona Helmsley—not to provoke, but to highlight how financial systems are tilted toward those with information. Dr. Jackson’s mission is to balance the scales.


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