Tax Strategy Blog for Business Owners

“I earned an additional $70,000 this year — what can I do now to lessen my tax impact? I’m an S-Corp.” S-Corp reasonable compensation is the answer almost nobody leads with. A customs broker running an S-Corp asked what to do with an extra $70,000 of profit this year — and before any deduction, strategy […]

“I’m an LP in a lot of syndications generating K-1 depreciation. After a 5-year exit, do I 1031 into another deal — or what’s the best strategy?” A syndication exit strategy is the thing most passive real estate investors never think about until it’s too late. Getting into a deal is easy; the question is […]

“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, […]

“I make $400,000 on a W-2 and my friends with businesses pay almost nothing. What can I actually do — besides quit my job?” If you’re a high W-2 earner watching business-owner friends pay a fraction of what you do, the resentment is understandable — and there’s an honest answer that isn’t “just start an […]

“If I don’t have material participation, is there any benefit of acquiring a short-term rental (as opposed to a long-term rental) from a tax perspective?” Short-term vs long-term rental is the question every real estate investor agonizes over — and it’s the wrong question. Reframe it with the rule Laura uses for every investment decision, […]

“If I buy a short-term rental, I can just write off the losses against my W-2, right?” The short-term rental loophole is all over social media — buy a short-term rental, write the losses off against your W-2. It can work. But social media shows you the best case, not the two hurdles almost everyone […]

“My spouse doesn’t really work — can’t we just call her a real estate professional and wipe out my W-2 with the rental losses?” Calling a stay-at-home spouse a real estate professional to erase a W-2 with rental losses is one of the most repeated moves in real estate tax circles — and one of […]

“What does the IRS actually care about? Real questions from real business owners and high earners.” This live tax Q&A for business owners and high earners is the full June 2026 session, where CPA Laura Dohanes answered real questions from real owners and investors — no hypotheticals, no “it depends” non-answers, just the math, the […]