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Most-reacted post we have seen: The Tax Moves That Expire When September Ends — 28 reactions on Aug 30, 2026.
Ask most business owners when they do their tax planning, and you’ll hear some version of “in the spring, when I sit down with my accountant.” That is not tax planning. That is tax reporting. By the time you are sitting across from your CPA in March, the year is over, the transactions are fixed, and the only remaining question is how accurately the two of you can describe what already happened. The person who saved $40,000 and the person who didn’t are looking at the same software. They just made different decisions in a window that closed months earlier. The calendar year is not four equal…
The advice to max out your retirement accounts before year-end usually shows up in late November or December, right when it’s hardest to act on. Providers are backlogged, payroll teams are buried in W-2 prep, and CPAs are booked solid through New Year’s. Wait for that seasonal reminder, and you’re often reading correct advice with no realistic runway left to execute it. That’s why this issue is going out now, in September, instead. The standard version of this advice is also incomplete in a way that costs some business owners real money. An IRA deadline stretches into April. A SEP-IRA…
Most business owners think of tax season as something that happens in March. It doesn’t. It happens right now, in the twelve weeks before the calendar flips, in decisions nobody labels as tax decisions: whether you buy the equipment this month or next, whether your kid does real work in the business or just shows up at the holiday party, whether you funded your retirement plan at all. By April, the return is just paperwork. The bill was already set in December. This matters more this year than most, because the One Big Beautiful Bill Act (OBBBA), signed into law on July 4, 2025, rewrote a…
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