"Information is the resolution of uncertainty."

Claude Shannon
May 6, 2026
You Don't Need a 401(k) Anymore: TrumpIRA.gov May Give Employees Another Option

A 401k alternative for employees may be coming through TrumpIRA.gov — giving your team a better path to retirement savings, and it costs you nothing. If you're a business owner who's been meaning to set up a retirement plan for your team but keeps putting it off…I know why. You know you should. You've probably […]

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April 27, 2026
Hire Your Child Tax Strategy: How One-Time Projects Can Save Taxes

A hire your child tax strategy is usually discussed one way: hire your kids, put them on payroll, and deduct the wages. That can work when the facts fit. But a hire your child tax strategy is not limited to regular payroll. In some cases, your business may be able to pay a child or […]

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April 20, 2026
Tax Day Kick You in the Cojones? Turn and Block Next Time

Tax strategy after Tax Day for business owners starts now — not next March, not when your CPA asks for documents, and definitely not after another painful April surprise. If Tax Day kicked you in the cojones this year, you are probably asking the same question a lot of owners ask once the return is […]

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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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April 9, 2026
OBBBA Tax Changes for Business Owners: 3 Questions to Ask Your CPA Before You Sign Your Return

OBBBA tax changes for business owners are available right now, but a lot of owners still are not feeling the benefit yet. And honestly, that should not surprise anyone. The latest U.S. Chamber Small Business Index shows softer confidence, lower hiring and investment expectations, and inflation still sitting near the top of the worry list. […]

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April 7, 2026
Tax Compliance vs Tax Strategy: Why Business Owners Still Get Blindsided

Tax compliance vs tax strategy is the difference between reporting what you owe and changing what you owe — legally — before the year is over. A business owner made $1.2 million last year. His CPA filed everything correctly. Every form. Every deadline. Every dollar reported. He still owed six figures he never saw coming. […]

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April 6, 2026
HSA After Death Rules: What Happens to a Health Savings Account When You Die?

HSA after death rules are very different from IRA and 401(k) rules. If your spouse is the beneficiary, the account can continue as that spouse’s HSA. If the beneficiary is someone else, the account generally stops being an HSA on the date of death, and the tax result can be much harsher. That matters because […]

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March 31, 2026
Tax Strategy for Profitable Business Owners: Turn Profit Into Wealth

A tax strategy for profitable business owners starts with a hard question: if your business did $1 million, $3 million, or $5 million last year, where did that money actually go? After payroll, overhead, and taxes, how much did you actually keep? And of what you kept, how much is working for you right now […]

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March 30, 2026
Depreciation Recapture on Rental Property Sale: The Second Tax Bill Most Sellers Miss

If you're thinking about selling a property, you probably know capital gains tax may be coming. But depreciation recapture on a rental property sale is the second bill that catches a lot of sellers off guard. Most people are planning for one tax hit. Then they find out the federal tax math is doing something […]

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