This thread has been incredibly helpful for someone like me who's been putting off dealing with unfiled taxes. I'm 31 and have been avoiding this for years due to pure anxiety and not knowing where to start. One thing I'd add from my research is that the IRS has an online payment agreement tool if you do end up owing money. You can set up a payment plan directly on their website without having to call (which we all know can be a nightmare). The monthly payment amounts are usually very reasonable based on your income and expenses. Also, for anyone worried about the complexity - TurboTax and other software can handle prior year returns, not just current year. I was surprised to learn you can e-file returns going back several years, which makes the process much faster than mailing paper returns. The biggest takeaway for me from reading everyone's experiences is that the IRS really isn't the scary monster I built up in my head. They genuinely seem to work with people who come forward voluntarily and make an effort to get compliant. Reading about all the people who ended up with refunds instead of owing money has finally given me the courage to tackle this myself.

As someone who just went through this exact situation last year, I want to echo what everyone else has said - you're making the right choice by addressing this now, and it's likely not as bad as you think. I was 30 when I finally dealt with 6 years of unfiled returns. Like you, I was a W-2 employee with taxes withheld, and I ended up getting refunds for 4 out of those 6 years! The two years I owed money on had very manageable amounts, and the IRS accepted my first-time penalty abatement request without any pushback. One practical tip that really helped me: start by calling the IRS Practitioner Priority Line at 866-860-4259 if you're working with a tax professional, or use the regular taxpayer line. They can tell you upfront if they've already filed substitute returns for you, which changes your strategy completely. The whole process took me about 3 months from start to finish, and the relief I felt afterward was incredible. I wish I hadn't let fear keep me paralyzed for so long. You've got this - just take it one step at a time!

Has anyone used TurboTax to file with a Schedule SE? I'm in the same boat with the line 7/8 confusion and wondering if it handles all this automatically or if I need to understand it to input things correctly.

I had the exact same confusion when I started my freelance writing business! The $147k on line 7 threw me off completely - I thought it was somehow related to my actual income too. What really helped me understand it was thinking of it this way: the IRS sets a yearly limit on how much income gets hit with Social Security tax. For 2024, that limit was $147,000. So line 7 is just showing you what that limit is for the tax year. Line 8 is where you put your regular job wages that already had Social Security tax taken out. This prevents you from paying Social Security tax twice if your combined W-2 and self-employment income goes over that $147k limit. Since you mentioned you have a weekend photography gig, you probably also have a regular job. Make sure to put those W-2 wages on line 8 - it could save you money on your self-employment tax calculation!

Random question - does anyone know if smart home devices (like Nest thermostats, smart locks, Ring doorbells) count as deductible expenses or depreciable assets for a vacation rental? I've been listing them as expenses but now I'm second-guessing myself.

As someone who's been through this exact situation with my first rental property, I completely understand the overwhelm! You're absolutely right that the tax code doesn't give you the choice to just depreciate everything for convenience - trust me, I tried to argue that with my CPA too. One thing that really helped me was setting up a system for future purchases right away. I created a simple rule: anything over $300 that I expect to last more than a year gets photographed and goes in my "depreciation" folder, everything else goes in "expenses." It's not perfect, but it prevents the massive sorting nightmare you're dealing with now. For your current situation with all those mixed receipts, consider this a one-time painful lesson. Go through them systematically - maybe tackle one store at a time (all IKEA receipts first, then Home Depot, etc.). Create a simple spreadsheet with columns for: Date, Store, Item Description, Amount, and Category (Depreciate/Expense). The good news is that since you're carrying losses forward anyway, getting this organized now will really pay off in future years when the property becomes profitable. Plus, if you ever decide to sell, having proper depreciation records will save you major headaches with basis calculations.

Here's what you need to do immediately: Step 1: File Form 14039 (Identity Theft Affidavit) if you believe your ex filed incorrectly using your information Step 2: Request a Wage and Income Transcript to verify all income reported under your SSN Step 3: Pull your credit report to check for other potential identity issues Step 4: Document your separate living situation with lease agreements, utility bills, etc. I'm so tired of seeing the IRS systems cause these problems. This happens CONSTANTLY with separated couples. The bigger issue here is that if both of you claimed HOH from what the IRS might consider the same household, they'll deny one of you that status. And with him already receiving his refund, guess who they'll likely side with? You need to be proactive here.

I experienced something very similar last year when my divorce was being finalized. The transcript showing MFJ while you filed HOH is typically a system lag where the IRS computers are cross-referencing your current filing against previous years and your ex-spouse's return. The fact that your cycle code is 05 suggests you're in a normal processing cycle, not under examination. However, I'd be concerned about both of you filing HOH. The IRS will flag this if they determine you're still considered the same household. Since he moved to a hotel but you kept the marital residence, you likely have the stronger HOH claim if you're supporting qualifying dependents. Keep documentation of your separation - utility bills, lease agreements, anything showing distinct households. The zeros on your transcript combined with the wrong filing status usually means they're still processing and verifying information. Given that 3 of 4 sections now show 2024 data, you're probably close to completion. I'd give it another week before contacting the IRS directly, unless you discover your ex actually filed MFJ using your information without permission.

This exact situation is why I only use licensed daycare centers now even though they're more expensive. They're legitimate businesses with tax IDs, proper contracts, and regular receipts. Worth every penny for the peace of mind during tax season and for knowing they meet safety standards. For your current situation, I'd try one more written request (certified mail) for her information, explicitly stating what you paid her for the year. If she still refuses, proceed with filing with the documentation you have and start looking for new care.

I went through something very similar with my nanny last year. She was paid $400/week for 10 months and when tax time came, she completely ghosted me about providing her SSN. I was panicking about losing out on a significant tax credit. Here's what I learned from my tax attorney: You absolutely can still claim the Child and Dependent Care Credit even without the provider's SSN. The key is documenting that you made a reasonable effort to obtain it. Send her a formal written request via certified mail asking for her tax information using IRS Form W-10. Keep the receipt and any responses (or lack thereof). On Form 2441, there's a checkbox specifically for situations where you requested but couldn't obtain the provider's taxpayer identification number. Check that box and attach a brief explanation of your attempts to get the information. Your Venmo records are excellent documentation. For the cash payments, create a simple log showing dates and amounts that align with your agreed-upon weekly rate. The IRS understands that some childcare payments are made in cash. One thing to consider: if she's being paid $385/week by you and likely similar amounts by other families, she could owe substantial back taxes. The IRS has ways of cross-referencing childcare providers when multiple families claim the same person. You're not responsible for her tax compliance - focus on claiming what you're legally entitled to. I'd also start quietly looking for backup childcare options now, just in case this relationship becomes untenable after tax season.