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If you're a business owner, or a W-2 employee with a side hustle, the tax code has more working for you than you've been told.
In this episode of the Hidden Money Podcast, Mike Pine and Kevin Schneider walk through the real mechanics of turning what you already do into legal, proactive tax strategy. From fishing boats and Cybertrucks to paying your kids and funding their Roth IRAs, this is a masterclass for anyone serious about keeping more of what they earn.
Whether you're a full-time business owner, an Airbnb host, a hobbyist who charges people for what you love, or a W-2 earner with money sitting in a checking account: this episode shows you exactly how to put the tax code to work.
What You'll Learn
Connect With Us
Chapters
[00:00] — Welcome & Episode Intro: Reducing Taxes as a Business Owner
[00:41] — You Don't Need a Full-Time Business — Side Hustles Count
[01:40] — What Makes an Expense "Ordinary and Necessary"
[02:56] — Case Study: The Woodworking Engineer Who Paid Zero Taxes for Two Years
[05:33] — Airbnbs, DoorDash, and Turning Everyday Activities Into Deductions
[06:29] — The Cybertruck Turo Story: $32K In, $140K Tax Benefit
[13:45] — Material Participation Explained (The 7-Part Test, Simplified)
[15:02] — Paying Your Kids Through Your Business — The Right Way
[18:52] — Hobby Loss Rules: How to Keep Your Side Business IRS-Protected
[20:47] — Mike's College Tax Audit — and What He Learned From Winning It
By Mike Pine and Kevin Schneider4.8
1616 ratings
If you're a business owner, or a W-2 employee with a side hustle, the tax code has more working for you than you've been told.
In this episode of the Hidden Money Podcast, Mike Pine and Kevin Schneider walk through the real mechanics of turning what you already do into legal, proactive tax strategy. From fishing boats and Cybertrucks to paying your kids and funding their Roth IRAs, this is a masterclass for anyone serious about keeping more of what they earn.
Whether you're a full-time business owner, an Airbnb host, a hobbyist who charges people for what you love, or a W-2 earner with money sitting in a checking account: this episode shows you exactly how to put the tax code to work.
What You'll Learn
Connect With Us
Chapters
[00:00] — Welcome & Episode Intro: Reducing Taxes as a Business Owner
[00:41] — You Don't Need a Full-Time Business — Side Hustles Count
[01:40] — What Makes an Expense "Ordinary and Necessary"
[02:56] — Case Study: The Woodworking Engineer Who Paid Zero Taxes for Two Years
[05:33] — Airbnbs, DoorDash, and Turning Everyday Activities Into Deductions
[06:29] — The Cybertruck Turo Story: $32K In, $140K Tax Benefit
[13:45] — Material Participation Explained (The 7-Part Test, Simplified)
[15:02] — Paying Your Kids Through Your Business — The Right Way
[18:52] — Hobby Loss Rules: How to Keep Your Side Business IRS-Protected
[20:47] — Mike's College Tax Audit — and What He Learned From Winning It

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