Would you say the same is true for small side businesses? I drive for Uber on weekends but not sure if that makes things complicated enough for professional help.

Side gigs like Uber definitely add some complexity, but they're still manageable with good tax software. You'll need to track business expenses (mileage, portion of phone bill, etc.) and file Schedule C, but most tax programs walk you through this process with specific questions for rideshare drivers. If your side business grows substantially or you have multiple income streams, that might be when professional help becomes more valuable. The key is honestly assessing the complexity of your situation. One straightforward side gig is typically still in DIY territory, especially with the specialized guidance modern tax software provides.

This is the way. I've been using FreeTaxUSA for years and it's so simple. Federal filing is free and state is only like $15. Way better than TurboTax that tries to upsell you every 5 seconds.

Thank you so much for this detailed advice. I've never heard of Form 911 - does that require proof of hardship? And what kind of evidence would be most helpful to show I was kept in the dark? I don't have much documentation since I wasn't allowed to see financial records.

Form 911 does require showing hardship, but in your case, the potential tax bill of $247k on a $30k income absolutely qualifies as financial hardship. The Taxpayer Advocate Service is specifically designed to help in situations where the normal IRS processes would create significant difficulty. For evidence, anything that demonstrates the controlling nature of the relationship helps. This could include: statements from family/friends who witnessed the financial control, documentation of separate bank accounts you didn't have access to, emails/texts where you asked for financial information and were denied, or documentation from divorce proceedings that mentions financial control. Even a statement from a therapist (if you've discussed the financial abuse) can be valuable supporting evidence. The IRS doesn't expect extensive documentation in abuse cases - they understand documentation itself was often controlled.

The statute of limitations might not apply if returns weren't filed at all. The 10-year collection period doesn't start until a tax is assessed, and if no returns were filed, the assessment may not have happened until recently when the IRS created substitute returns.

You're absolutely right about the unfiled returns issue. If the ex never filed returns, the statute of limitations on collection wouldn't have started until the IRS prepared Substitute for Returns (SFRs) and made assessments based on those. The Currently Not Collectible status would still apply though. With a $30k income and basic living expenses, there's no way the IRS collection standards would show ability to pay on a $247k+ tax debt. This could at least provide immediate relief while pursuing the innocent spouse relief, which is definitely the best long-term solution in this case.

1 Ahh that might be it! I think I might have selected Head of Household by accident. And I actually did take a couple classes at community college last fall that cost about $2,000 total. Would that qualify for that education credit you mentioned? I didn't even know that was a thing.

3 The American Opportunity Credit would absolutely apply to your community college expenses. It gives you a credit of 100% of the first $2,000 in qualified education expenses, which would give you a $2,000 credit right there. That along with the filing status confusion could explain a big chunk of that $5,000 estimate. Make sure you have Form 1098-T from your college which shows your tuition payments. When you file your actual return, use that form to claim the education credit correctly. This is definitely something worth looking into!

19 I've used both. For multiple W-2s they're pretty similar, but I found TurboTax's interface a bit more intuitive. Both will double-check that you've entered everything correctly. TurboTax has this W-2 import feature that can sometimes pull your info directly which saves time and reduces errors. H&R Block is usually a bit cheaper though. If price is important, go with H&R Block. If ease of use matters more, TurboTax might be better. Both will get you an accurate refund if you enter your info correctly.

Is there any repository or website where you can look up these specific state rules? Trying to figure out what counts as "payment" in Colorado.

You can usually find these rules in your state's tax code or administrative code, which should be available online through your state's legislative website or department of revenue site. Search for terms like "date of payment" or "timely payment" along with "tax." For Colorado specifically, I believe they follow what's known as the "timely mailed, timely filed" rule, which means the postmark date is considered the payment date if sent by U.S. mail. They also have specific provisions for electronic payments. You can find these details in the Colorado Revised Statutes and the Department of Revenue's tax regulations. Their taxpayer service division can also provide this information if you call them directly.

Electronic payments aren't always an option for everyone though. My small business has to make special estimated payments for a particular industry tax that our state still requires to be submitted by mail with a special voucher form. It's ridiculous but that's how they want it.

That's a fair point. I didn't consider that some specialized tax types might still require physical payments. In those cases, I'd probably still try to use my bank's bill pay service rather than writing personal checks, since the bank creates an electronic record of when the payment was sent out, which gives you an additional layer of documentation. It's frustrating that some tax departments haven't fully modernized their systems yet, especially for business-specific taxes. Hopefully more states move toward comprehensive electronic payment options soon, as it's clearly better for both the taxpayers and the tax departments in terms of record-keeping. Profile: 1

Thanks for the recommendation! I'll check out Checkpoint. Does it have any kind of trial period? Also, do you find it's worth having a separate research tool when we already have ProSystem for preparation? Trying to justify the expense to the partners.

Yes, Thomson Reuters usually offers a 2-week trial if you reach out to their sales team. I found that to be enough time to see if it works for your research style. As for justifying the expense, I track time spent on research for each client and found I was saving about 3-4 hours per week using a dedicated research tool versus trying to cobble together information from free sources and tax prep software. When I showed the partners that math (my billable rate × hours saved per year), the decision was easy. Plus, having proper research documentation significantly reduces your professional liability risk.

I felt that way my first 3-4 years in practice. What helped me was taking specific continuing education courses on research methods and primary source analysis rather than just technical tax updates. Also, don't be afraid to tell clients "I need to research that" instead of guessing. They actually respect you more for being thorough.