Tax Strategy Blog for Business Owners

"Information is the resolution of uncertainty."
Claude Shannon
July 23, 2026
AI Tax Deduction: How to Write Off Your AI Investment in 2025

The AI tax deduction most business owners don't know about could cover the bulk of what they're spending to bring AI into their company this year. Excited about AI. Overwhelmed by AI. That's where most business owners sit right now — at the halfway point. They just don't know where to start, who to trust, […]

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June 3, 2026
AI Tax Advice Risks for Business Owners: The Fake Case Problem

AI tax advice risks for business owners are not theoretical anymore. Back in April, I warned you about people using AI to do their taxes. Well, here’s a cautionary tale for you. In Clinco v. Commissioner, T.C. Memo. 2026-16, a lawyer was in Tax Court defending a client against a nearly $2.3 million IRS notice […]

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April 14, 2026
AI Tax Prep for Business Owners - Where AI Helps and Where It Fails

AI tax prep risks for business owners are getting harder to ignore. About 25% of Americans say they plan to use AI to help file their taxes this year, which sounds efficient until you remember how quickly things break when a return involves K-1s, 1099s, multiple entities, state issues, or recent law changes. AI tax […]

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