Thank you so much for this insider perspective! I don't have the contract anymore since it was so long ago and I didn't expect any issues. Do you think they're just making up this debt to be difficult, or could there legitimately be a bookkeeping error they just never bothered to tell me about until now?

In my experience, it could be either scenario. Some centers do have disorganized bookkeeping, especially smaller operations. They might have genuinely found an accounting error during tax preparation. However, the timing and the fact they never contacted you about it for a full year is suspicious. Given the personal conflicts you mentioned, it's not unreasonable to think they might be using this as leverage. Regardless of their motivation, withholding tax documentation isn't an appropriate way to handle a payment dispute. Most reputable centers keep these issues separate precisely to avoid these conflicts.

Not a dumb question at all! The Child and Dependent Care Credit can be worth up to 35% of your qualifying expenses, depending on your income. Even for just two months, if your childcare was expensive (as most is these days!), it could be worth $200-500 or more. For example, if you paid $1000/month for those two months, that's $2000 in expenses. If you qualify for a 20% credit, that's $400 back on your taxes. Definitely worth pursuing, especially since you can still claim it without their form!

I can't believe I didn't think of this! Just logged into our employee portal and there's a whole tax documents section I never noticed before. Found my W-2 right there, ready to download. Thank you so much for this suggestion - saved me so much stress. Sometimes the simplest solution is right in front of us!

Glad it worked out! Most employers with online systems make tax documents available electronically these days, but they don't always advertise it well. It's usually my first suggestion because it's the quickest solution when available. Remember to save a copy somewhere safe for your records too! Maybe even print one as backup. Good luck with your filing!

Is the transcript exactly the same as a W-2? I heard some tax software won't accept it and you need the actual form.

What about audit protection? TurboTax always scares me into buying their audit defense. Does FreeTaxUSA offer something similar or is it not really necessary?

FreeTaxUSA does offer audit assistance (they call it "Deluxe") for around $7-8 which is MUCH cheaper than TurboTax's audit defense. It provides priority support and help with audit-related questions if you get audited. Honestly though, for simple returns, your audit risk is extremely low. The IRS mostly targets unusual deductions, self-employment with weird numbers, or very high income returns. If you're just filing W-2 income and standard deductions, the audit risk is tiny. I personally don't buy audit protection anymore for basic returns, but the FreeTaxUSA version is cheap enough if it gives you peace of mind.

Did you notice any difference in refund amount between what you got with TurboTax vs FreetaxUSA? I always worry cheaper software might miss deductions or something.

18 Question about bunching - does this actually save money in the long run? Or does it just shift when you get the deduction?

3 Bunching can definitely save money in the long run! Let me explain with an example. Say you have $10,000 in medical expenses each year for two years, and the standard deduction is $12,900. If you take those expenses in separate years, you'd take the standard deduction both years ($12,900 × 2 = $25,800 total deductions). But if you could bunch $20,000 of expenses into one year, you'd itemize that year ($20,000) and take the standard deduction ($12,900) the next year, for a total of $32,900 in deductions across two years. That's an extra $7,100 in deductions!

1 I've been considering an HSA but I'm not sure if I qualify. Don't you need a high-deductible health plan for that? I have insurance through my employer but not sure what type of plan it counts as.

Do you have a template you could share? I'm just starting out and don't want to overcomplicate things.

I don't have it handy to share right now, but it's really simple. I just made columns for Date, Description, Category (based on Schedule C lines), and Amount. Then I have separate sheets for Income, Expenses, and Mileage. I also keep a sheet with my quarterly estimated tax calculations. Honestly, you could create something similar in about 30 minutes. The key is being disciplined about entering everything when it happens rather than trying to remember at tax time. I take 5 minutes every Friday to update it with that week's transactions.

I've used both. TurboTax is more comprehensive for your whole tax situation (investments, property, etc.) but Keeper is more focused on self-employment and finding those specific deductions. Depends on how complicated your taxes are beyond just your business.