This is really helpful to know. Did they at least help reduce the amount you owed at all? Or was it literally just setting up the payment plan?

Literally just set up a standard payment plan. When I first called, they made it sound like they could potentially get my tax debt reduced through an Offer in Compromise. But after I paid their initial fee, they came back and said I didn't qualify for that (which I could have figured out myself using the IRS pre-qualifier tool). The worst part was how they dragged everything out. What should have taken maybe 2-3 weeks took over 3 months, all while penalties and interest continued adding up. They claimed this was "part of the process" but I think they were just juggling too many clients with too few staff.

Thank you so much for this insight! After reading all these comments, I'm definitely going to stay away from the big national companies. I think I'll try the DIY route first using the tools mentioned here, and if I get stuck, I'll look for a local EA or CPA. Any specific red flags I should watch out for when talking to local tax pros?

You're making a smart choice! The biggest red flags to watch for with local tax pros are: 1) Anyone who promises they can settle your debt for "pennies on the dollar" without reviewing your full financial situation first. Legitimate professionals know that IRS acceptance rates for major reductions depend entirely on your specific circumstances. 2) Professionals who won't provide a clear, written fee agreement before starting work. Reputable tax pros will outline exactly what services they'll provide and what they'll charge, with no surprises. 3) Someone who seems unfamiliar with Form 433-A/F (Collection Information Statement) or Form 9465 (Installment Agreement Request). These are fundamental forms for tax resolution that any qualified pro should know inside and out. Good luck with your DIY approach! The IRS website is actually quite helpful for setting up standard payment plans.

Thanks so much for the tips! I'll definitely use a dark background and make sure to get that EIN number clearly. That might be why my dad's concerned - he's pretty old school about financial stuff and doesn't really trust anything digital. Do you think if I use the H&R Block app to take the photo it'll be better than just using my regular camera app?

Using the H&R Block app to take the photo is definitely better than using your regular camera app. The tax app is specifically designed to capture tax documents with the right angle, lighting guidance, and it will immediately check if the photo is usable for processing. It also keeps the image within their secure environment rather than storing it in your general photo gallery where other apps might have access to it. Your dad's concern is understandable - many people from earlier generations are cautious about financial documents, and rightfully so. You might ease his mind by explaining that the H&R Block app uses encryption to protect your data, and that digital submission is actually the standard method now, even preferred by the IRS.

This happened to me too! The software mixed up box 1 and box 3 amounts from my photo. Worth taking 2 extra minutes to verify everything before submitting.

Would this work even if I've already paid the penalty? I just went ahead and paid the $220 penalty because I didn't want it to accrue more interest, but now I'm thinking I actually qualified for safe harbor.

Yes, it absolutely works even if you've already paid. The Form 843 can be used to request a refund of penalties you've already paid, not just an abatement of unpaid penalties. Just make sure to check the "Interest" box in Item 5a and explain in detail that you're requesting a refund of underpayment interest because you qualified for the safe harbor provision. Include copies of both tax years' returns to prove you met the requirements. Also enter the date you paid the penalty in section 2, and they'll refund it if your request is approved.

Yes, the IRS does have a "reasonable cause" provision where they can waive penalties for hardship situations. Medical emergencies can absolutely qualify. You'll need to submit a letter explaining the situation with documentation of your medical issues and how they impacted your ability to pay.

Thanks for the insight! I just checked and my Robinhood account does have about 3 crypto trades (just some dabbling in Bitcoin and Ethereum) along with the 5 regular stock trades. Would that really justify doubling my tax prep fee though? Did your firm have a set price for crypto transactions?

Yes, crypto trades absolutely can justify a significant price increase. Cryptocurrency reporting is complicated because the IRS treats them as property, not currency, which means each transaction requires determining cost basis and holding period, plus special wash sale considerations. We typically charged 50-100% more for returns with crypto because of the extra work and risk involved. Many tax professionals are also wary of crypto because the reporting requirements are still evolving, and they take on additional liability. If you only have 3 basic crypto trades, you might be able to negotiate, but the extra $200 for a combination of stock and crypto transactions isn't outrageous by industry standards.

This is good advice. My tax guy breaks down all his fees upfront - basic return is X amount, Schedule C adds Y, investment forms add Z, etc. Makes it easy to know what you're paying for.

Oh crap, I did have some freelance income last year. Not a ton, maybe $8,000 or so, but I definitely didn't make any quarterly payments. Would I get hit with all those penalties even though it wasn't my main source of income?

Yes, unfortunately the IRS doesn't distinguish between "main income" and "side income" - if you have self-employment earnings over $400, you're supposed to make estimated quarterly payments on that income. Your total penalty will depend on how much tax you owe on that $8,000. At that income level, you're looking at about 15.3% for self-employment tax plus your regular income tax rate. The good news is if this is your first time missing filing deadlines or estimated payments, you might qualify for first-time penalty abatement. Definitely mention that when you file or if you call the IRS.

Good point! My state (California) hit me with penalties that were almost as much as the federal ones when I missed filing a couple years ago. I had no idea states could be so strict.