How to Stop Overpaying Taxes with Chris Shockowitz

Most business owners, investors, and high-income earners are losing money—not because they’re bad at making it, but because they’re bad at keeping it.

In this episode, Jim sits down with tax strategist Chris Shockowitz of deferTax.com, a guy who walked away from corporate America, saved seven figures in taxes himself, and now helps entrepreneurs slash tax bills the legal, intelligent way.

If you’ve ever wondered why the wealthy pay less tax, how they use the code instead of getting crushed by it, or how to stop being at the mercy of your CPA once a year…this conversation is your wake-up call. Owners don’t play defense—they plan..

What You’ll Learn:
- Why does tax preparation cost you money, but tax planning saves you money
- The difference between a CPA who reports history vs. a strategist who shapes your future
- How high-income earners legally cut taxes by up to 50%
- How to use trusts and smart structuring to sell crypto, real estate, or a business with zero tax
- Why the tax code rewards investors, owners, and producers—and how to start thinking like one

Here’s the shift Chris drove home: Tax preparation reports history. Tax planning changes your future.

Your CPA can tell you what you owe. A strategist tells you what’s possible.
And most high-income earners are leaving six figures (or more) on the table simply because nobody ever showed them the legal, proven tools built into the tax code for people who invest, own, and think differently.

Chris’s Shared Wisdom
“Most people don’t know what they don’t know. The tax code isn’t built to punish you—it’s built to reward the people who invest in America. When you understand it, it changes everything.”

Chapters
00:00 Introduction to Tax Strategies
02:52 Understanding Tax Planning vs. Tax Preparation
05:46 Strategies for High-Income Earners
08:31 The Role of CPAs and Tax Strategists
11:22 Navigating Legal Tax Strategies
14:20 Structuring Businesses for Tax Efficiency
16:57 Innovative Solutions for Crypto Taxation
21:30 Understanding the Tax Code
24:03 Rethinking Financial Education
28:59 The Importance of Vision
32:58 Wealth Beyond Money
34:20 Tax Strategies for Real Estate
39:04 Empowering Financial Knowledge

Connect with Chris:
Website: www.DeferTax.com
Linkedin: www.linkedin.com/in/christopher-shockowitz/
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