Tax Strategy Blog for Business Owners

“I’m a W-2 employee with an S-Corp and an LLC. My accountant told me to deduct nothing, and I’m getting slaughtered. Salary around $205K. Is it dangerous to deduct? Can I do anything?” W-2 withholding stops working the moment your income gets complicated. A $205,000 W-2 earner with an S-Corp and an LLC on the […]

“What’s your take on investing in workforce housing and equipment rentals to offset taxes for W-2 earners?” Advanced tax strategies — workforce housing, equipment rentals, energy deals — get pitched hard, often with a “get in now or miss out” urgency. Before you wire a dollar, run every one of them through the same three-filter […]

“I’m a direct owner in a new oil & gas well, I took the intangible drilling cost deduction in 2025, and the drilling came in under budget — so I’m getting capital back. Is that recapture?” Oil and gas return of capital is a question that worries direct investors: you deducted the intangible drilling costs, […]

2026 phaseout thresholds for business owners are already set — even while most people are still focused on finishing the 2025 return. And a few of these numbers moved in ways that should change what you do next. Right now, your 2025 tax return is probably top of mind. But while you're focused on last […]

Safe harbor 401(k) for business owners is not just a retirement topic. It is a plan design question that can affect how much you can contribute, how much your business can deduct, and how often your retirement strategy gets constrained by rules you are not actively thinking about. When did you last look at how […]

The ACA subsidy repayment 2026 rules are harsher than many taxpayers realize. If you buy coverage through the Marketplace and your income comes in higher than expected, the old repayment caps are no longer there. For business owners, early retirees, and anyone managing MAGI carefully, that changes the planning math in a big way. For […]

1031 Exchange Case Study: Here’s how a high-income business owner used a 1031 exchange to turn one underperforming property into four diversified, passive income streams—while deferring over $1.1M in taxable gains and saving roughly $358K in immediate taxes. Investor Profile Before the Exchange The problem: Too much equity concentrated in one asset and one location, […]