Taxes & Government Benefits

Only one group of remote workers can legally write off a home office this year, and it isn’t the one all the “work from home tax break” headlines are talking about. If you’re self-employed, whether that’s freelancing, running a side business, or working as a 1099 contractor, you can deduct part of your home’s costs […]

Most self-employed workers don’t lose money on taxes because they didn’t earn enough. They lose it because they never matched their expenses against the full list of tax deductions for self-employed workers the IRS allows. Sole proprietors, freelancers, and 1099 contractors can deduct any business expense that’s “ordinary and necessary” for their work, per the

Freelancers leave money on the table every filing season, not because they’re careless, but because nobody hands you a manual when you go from W-2 to 1099. If you’re self-employed and report income on Schedule C, the deductions below can lower both your income tax and your self-employment tax, and most of them apply whether

I ran my own numbers through FinToku’s tax calculator back in October, mostly out of curiosity, and found out I was about $1,800 away from a much better bracket if I moved one Roth conversion into January instead of December. That’s the whole point of a tax planning checklist: catching moves like that while you