10/03/2026
You look at what you made from your side work and think that's what you kept.
Then tax season arrives, and the number on your screen doesn't match what you expected.
1099 income works differently than a W-2. There's no employer withholding taxes on your behalf throughout the year. That means when it's time to file, you may be looking at income tax, self-employment tax, and a question about whether enough was paid along the way.
The side work isn't the problem. Not knowing your numbers until April is. ๐
If 2026 is the year you added freelance work, gig income, or a small business alongside your regular paycheck, now is a good time to start getting organized. Not because filing is close, it isn't. But because the decisions you make between now and the end of the year can still affect what the return looks like.
Legitimate business expenses. Estimated payments. Records that hold up.
These things are easier to address when you still have time, not after the year is already closed.
We'd rather walk through it with you now than explain a surprise later. โณ
If this is your first year with 1099 income, or your situation changed in 2026, a consultation is a good place to start.
Tax Sense, Making taxes make sense.
What's been the most confusing part of managing 1099 income alongside a regular job?