Hired Contractors? Remember — 1099s Are Due January 31st. 🙋‍♂️If your business paid $600 or more to any contractor, freelancer, or non-employee worker in 2025, you may be required to issue a Form 1099-NEC, and the deadline to send them is January 31. Here’s what business owners and solopreneurs should know: 1️⃣ Who needs a…

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👉5 Bookkeeping Habits That Make Tax Season Easier (and Less Stressful) Most small businesses and solopreneurs don’t struggle because the tax rules are impossible — They struggle because their financial records aren’t ready or accurate when it’s time to file. The truth is: better bookkeeping makes tax season smoother, faster, and more accurate. Here are…

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🙋‍♂️What Clean Books Really Look Like (At the Basic Level) “Clean books” don’t mean perfect spreadsheets or complicated reports. And… it shouldn’t mean undue stress, long hours away from running your solo business, or stolen family time. Clean books mean this:• Business and personal spending are clearly separated• Income is recorded consistently• Expenses are categorized…

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Why “I’ll Fix It at Tax Time” Rarely Works 🤔 “I’ll just fix it at tax time” is one of the most common things solopreneurs tell themselves. The problem?Tax time is about reporting, not rebuilding. When bookkeeping is left until tax time:• Important details get lost• Expenses are misclassified• Income timing gets messy• Assets and…

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The most common bookkeeping mistake I see isn’t complicated. 👉 It’s this: Waiting until tax time to deal with the bookkeeping. However, by the time tax season arrives:• Transactions are months old• Details are forgotten• Receipts are missing• Stress is already high What could have been a simple review and fix turns into a cleanup…

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One Simple Habit That Saves Solopreneurs Thousands 🤔 Most tax problems don’t come from bad luck. They come from inconsistent bookkeeping. Here’s the habit that makes the biggest difference: Set aside 10–15 minutes each week to review your business activity. That’s it. A quick weekly check helps you: • Catch mistakes early• Know how much…

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The Most Overlooked Deduction for Solopreneurs: Ordinary vs. Personal Expenses A common year-end question I hear is:“Michael, what counts as a business expense — and what doesn’t?” Here’s a simple test you can use: 👉 Does this expense help you carry on or grow your business? If yes, it’s generally deductible.If not, it’s personal. Examples…

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The 5 Things to Clean Up Now Before Year-End Closes Many solopreneurs wait until tax season to “clean things up,” but the truth is this: What you fix now could save you money, stress, and time in February. Here are the five tasks you can do this week to get your books year-end ready: (1)…

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Helping Small Businesses Stay Profitable: Why Your Accountant Should Do More Than File Taxes A practical guide from Michael Cook Tax & Bookkeeping LLC Most small business owners don’t wake up thinking about tax forms or bookkeeping entries. They think about paying bills, staying afloat, earning more, reducing stress — and ultimately, keeping more money…

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