Tax tips for the self-employed small business owner

April 2, 2015

Answers like these are why I so love Jeopardy.

Jeopardy self-employed answer

The correct question is, of course, "What is self-employed?"

I really wish Alex Trebek would have accepted the total tax response, "Who gets 1099 forms?" But I suspect contract killers and those who hire them don't want any paper trail.

We sole proprietors and freelancers with less criminal leanings, however, have piles of 1099s. And with the tax-filing deadline less than two weeks away, it's a good time to offer my fellow small business owners some tax tips on that and other facts of independent contractor life.

Not being one to reinvent the wheel — plus already running behind at the start of this new month — I beg your indulgence in my decision to simply direct you to some previous articles and blog posts you might find useful.

I'm sure all y'all know of the importance in a small business of working smarter, not harder. So here goes.

Business travel and mileage
Most business folks spend time on the road. We're heading to conferences. We're going to client meetings. We're off to the office supply store to pick up a few items. There are tax breaks associated with all these outings. 

Working from home
When you aren't on the road for business reasons, you're at your office. For many self-employed folks, that's an office in your house or apartment. Your exclusive and regularly used office space can provide a good tax break, as long as you follow the Internal Revenue Service rules.

Other business expenses
Then there's the stuff that's in your home office. Furniture. Phones. Computers. Here are ways to determine what you can deduct and how to convince the tax man of the write-offs in case he ever asks.

Miscellaneous administrative tax stuff
Finally, there always are myriad miscellaneous tasks that don't fall into a neat category, but which must be taken care of for both business and tax reasons. Here are some that could affect your eventual self-employment tax bill.

That should keep all us small biz bosses busy through April 15. But hopefully, the work will help us run more profitable enterprises while paying the least possible amount to Uncle Sam.

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The More Tax Posts tab at the top of this page will take you to, well, more tax posts. You also can search below for a tax topic. 

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Hello Tax Season 2026

Happy New Tax Year! Are you ready to file your 2025 tax return? I know, too early to ask. But Tax Day 2026 will be here before we realize it. The Internal Revenue Service deadline to file and pay any tax we owe is the regular April 15 date this year. It’s also Tax Day for most of the states that collect income taxes from their residents, which is most of the states! If that seems too far away right now, don’t worry. As is the case every tax season, the ol’ blog’s tips and other tax reminders should help all of us meet our state and federal responsibilities. Procrastinators also will want to keep an eye on the countdown clock just below. It tracks how much time we have until April’s Tax Day, just in case we put off our annual tax task until the absolutely final hours and decide we need to instead get an extension request into the IRS by that date. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

Comments
  • Thanks for sharing these links of tips for small business owners when dealing with taxes. Very helpful information!

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