It’s April 2nd. If you’re a small business owner, that date either fills you with a sense of calm accomplishment or sends a cold shiver down your spine. For most, it’s the latter: the "April Crunch" is a tradition as old as time, characterized by coffee-stained spreadsheets and frantic emails to your tax pro. But here in 2026, the game has changed. If you’re still approaching small business tax preparation the same way you did three or four years ago, you aren't just flirtin

Let's be honest: small business tax preparation isn't exactly anyone's idea of a good time. But what makes it even worse? Realizing you've been making the same costly mistakes year after year. The good news? Most of these mistakes are totally fixable. And spoiler alert: the fix usually comes down to one thing: getting your bookkeeping in order before tax season arrives. Here are seven common tax prep mistakes that trip up small business owners, plus how to fix them so you ca

If you run a service-based small business, you probably work with contractors. Graphic designers, virtual assistants, consultants, subcontractors: the list goes on. And every January, you're supposed to send out 1099s to anyone you paid $600 or more during the year. Sounds simple enough, right? But here's what actually happens: You're scrambling in mid-January, digging through bank statements, chasing down W-9 forms, and second-guessing whether that payment to your web develo