43. Tom Wheelwright: How the Wealthy Avoid Taxes (While W-2 Workers Get Crushed) episode artwork

EPISODE · Apr 16, 2026 · 27 MIN

43. Tom Wheelwright: How the Wealthy Avoid Taxes (While W-2 Workers Get Crushed)

from AJ Osborne Podcast · host AJ Osborne

It’s no secret that the wealthy pay very little in taxes. But how do they get away with it? It’s not because they’re cheating the system or finding a clever workaround. It’s by design. The tax code was written in a way that incentivizes building businesses, creating jobs, and investing in real estate. If you’re a consumer—even a high-earning one—you’re heavily taxed. But if you’re producing, you’re rewarded. In fact, there are seven investments the government will actually pay you to make. Tom Wheelwright, Rich Dad Advisor, CPA for Robert Kiyosaki, and founder of WealthAbility, breaks down some of these investments and the different ways to build wealth without sharing half of it with Uncle Sam. With tax increases likely on the horizon, high earners face a critical decision: stay trapped in earned income or move into the asset economy. Whether you’re filing your 2025 return or tax planning for 2026, we cover strategies and approaches to building wealth that could save you thousands of dollars.   Insights from today’s episode:  The seven investments the U.S. government will pay you to make What most Americans don’t understand about the United States tax code Why investments, not income, shelter more of your money from taxes The short-term rental “loophole” and other real estate tax deductions explained Questions your tax advisor should be asking you (not the other way around) — Sign Up for My Newsletter Here: https://ajosborne.com/newsletter?el=pc-ajo-ep43 Tax-Free Wealth - https://www.amazon.com/Tax-Free-Wealth-Permanently-Lowering-Advisors/dp/1937832058  TFW Advisors - https://tfwadvisors.us/   

Episode metadata supplied by the publisher feed · Published Apr 16, 2026

Embed this episode

NOW PLAYING

43. Tom Wheelwright: How the Wealthy Avoid Taxes (While W-2 Workers Get Crushed)

0:00 27:59

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of AJ Osborne Podcast?

This episode is 27 minutes long.

When was this AJ Osborne Podcast episode published?

This episode was published on April 16, 2026.

Can I download this AJ Osborne Podcast episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!