"Information is the resolution of uncertainty."

Claude Shannon
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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