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The Hobby Loss Rule — Rodeo Edition (Internal Revenue Code §183)
Michael DiSabatino
Business
The IRS doesn’t care how exciting your rodeo belt buckle is… they care whether you’re engaged in the activity with the actual intent to make a profit.If it’s a business, losses are deductible.If it’s a hobby, deductions are limited and can’t create a net loss against other income.
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How to Nuke 2025 Estimated-Tax Penalties (Legally) — Even If You’re Behind
Michael DiSabatino
Business
Missed your quarterly estimates this year? You’re not alone. The IRS underpayment charge is nondeductible, compounds daily, and snowballs fast. Writing a big check today will stop new penalty accrual from this point forward, but it won’t erase the penalties tied to the quarters you already missed. There is, however, a lawful way to make it as if you paid each quarter on time. It relies on how the tax code treats withholding from retirement distributions.
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OBBBA Revives (and Reshapes) Opportunity Zones:
How to Use QOFs to Crush Capital Gains
Michael DiSabatino
Business
As of October 2025, The One Big Beautiful Bill Act (OBBBA) didn’t just keep Opportunity Zones alive. It made the program permanent, tightened zone eligibility, and changes investor incentives starting January 1, 2027. Below is the upgraded, client-ready explainer with a now-vs-later comparison, a timeline, and the fine print sophisticated readers expect.
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