I'm in the middle of my OIC process and the waiting is brutal!!! Submitted everything 5 months ago and still showing as "pending" whenever I check the status online. Does anyone know if calling actually speeds anything up?

I went through the OIC process last year and it was one of the most stressful but ultimately rewarding experiences dealing with the IRS. My situation was similar to yours - owed about $38,000 due to business failure and medical issues. A few key things I learned: First, be absolutely honest and thorough with your financial documentation. The IRS will verify everything, and any inconsistencies will delay or kill your application. Second, don't underestimate how long it takes - mine took 14 months from start to finish, with multiple requests for additional paperwork. I did use a tax professional for the initial application, which cost me $3,500, but it was worth it for the peace of mind. They helped me calculate a realistic offer amount ($11,200 for my $38,000 debt) and made sure all the forms were filled out correctly. One thing nobody tells you - during the application process, the IRS stops collection activities, which was a huge relief. No more threatening letters or calls. Just be prepared for the emotional rollercoaster of waiting months without updates. The acceptance letter arriving was one of the best days of my life. Don't give up hope - if your financial situation truly warrants it, the program can work. Just be patient and meticulous with your paperwork.

One thing to keep in mind that hasn't been mentioned yet - if you're planning to do this kind of conversion again in the future, consider the timing more strategically. The IRS has specific rules about how long you need to live in a property as your primary residence to qualify for the Section 121 exclusion (up to $500K gain tax-free for married couples) when you eventually sell. Since you only lived there for 3 months before converting to rental use, you likely won't qualify for this exclusion. But if you had lived there for at least 2 out of the last 5 years before selling, you could potentially get some significant tax benefits on the sale. For your current situation though, definitely keep all those renovation receipts organized by date and make sure you have clear documentation of when the property transitioned from personal to rental use. Consider setting up a separate folder or digital system just for this property's tax documents - you'll need them for years to come for depreciation calculations and eventually when you sell.

This is a really comprehensive discussion! As someone who's been through a similar conversion process, I want to emphasize one practical tip that saved me a lot of headaches: create a detailed spreadsheet right now with three columns - "Expense Description", "Date", "Amount", and "Category" (Personal Use vs Rental Use vs Post-Conversion). Go through all your receipts and categorize everything based on when it was purchased relative to your move-out date and when you started marketing the property. This will make your tax preparation much easier and provide clear documentation if you're ever audited. Also, don't forget about the smaller expenses that add up - things like cleaning supplies, light bulbs, basic maintenance items purchased after you moved out but before tenants moved in. These are often overlooked but can be immediately deductible as repairs/maintenance expenses. One last thing - if you're doing your own taxes, consider getting at least a consultation with a CPA who specializes in rental properties for this first year. The conversion from personal residence to rental property has some unique complexities that are worth getting right from the start. The consultation fee will likely pay for itself in properly maximized deductions and avoided mistakes.

I went through a hardship withdrawal two years ago when my husband was out of work for seven months. Here's what I wish someone had told me beforehand: First, make absolutely sure you've exhausted other options. I should have looked into my company's employee assistance program - they offered emergency loans with much better terms than I realized. Also check if your state has any hardship programs or if you qualify for unemployment benefits if you haven't already. Second, the process took longer than expected. From application to getting the money was about 3 weeks for me, so don't count on this being a quick fix if you're facing immediate deadlines like foreclosure. The tax hit was brutal - I withdrew $12,000 and only netted about $8,400 after taxes and penalties. But honestly, it kept us in our house and gave us breathing room to get back on our feet. Sometimes you have to make the best of a bad situation. One thing that helped was immediately increasing my 401k contribution percentage once we recovered financially. I bumped it up by 2% to try to make up for some of the lost time. It's not perfect, but it's better than nothing. Don't let people shame you for considering this - these accounts exist for emergencies, and it sounds like you're in a legitimate one. Just make sure you're making an informed decision with all the facts.

I've been following this thread and wanted to add something that hasn't been mentioned yet - the psychological aspect of taking a hardship withdrawal. When I had to do one three years ago during my divorce, I felt like I was "stealing from my future self" and it created a lot of guilt and anxiety. What helped me was reframing it: this wasn't a failure, it was using a tool that exists for exactly these situations. Your 401k is part of your overall financial safety net, and sometimes you need to use that safety net to prevent a much worse outcome. Also, consider the alternative costs. If you don't take the withdrawal and end up missing mortgage payments, defaulting on loans, or going into high-interest debt, those consequences could be far worse than the taxes and penalties. I ran the numbers on what would happen if I let things spiral versus taking the withdrawal, and the withdrawal was clearly the better choice. One practical tip: if you do move forward, consider having extra taxes withheld from the distribution beyond the mandatory 20%. I had them withhold 30% total to avoid owing money at tax time. It meant less cash upfront, but no nasty surprises in April. You're dealing with a tough situation, but you're being smart by researching thoroughly before deciding. That alone tells me you'll make the right choice for your family's circumstances.

Hey quick question - if my wife was unemployed most of year but did some freelance work making like $600 total, do we still need to report that? It was just cash for helping a friend with their website. No 1099 or anything.

I went through this exact situation two years ago when my husband was laid off in September. Here's what I learned that might help ease your stress: Filing jointly is definitely still the way to go - you'll get the full married filing jointly standard deduction and it's much simpler than filing separately. Your husband doesn't need any special paperwork proving he was unemployed. Just file your W-2 as normal and leave his income section blank. One thing to watch out for - if your husband received ANY unemployment benefits, even for a short period, he should have received a 1099-G form that you'll need to include. Those benefits are taxable income. Also, if he's been job searching, keep track of any job search expenses (resume services, travel for interviews, etc.) as some of those might be deductible. The reduced household income might actually work in your favor for certain credits like the Earned Income Credit if you have kids, or other income-based credits you might not have qualified for before when both of you were working. Don't stress too much about filing early - take your time to make sure you have everything right. The refund will come either way!

Make sure you're calculating your SEP contribution correctly! It's not 20% of your gross business income, but rather about 20% of your net self-employment income AFTER deducting half of your self-employment tax. This tripped me up my first year. If your side hustle brings in $27k revenue but you have $7k in legitimate business expenses, your net profit is $20k. Then you have to account for self-employment tax in the calculation. There are calculators online that can help with the exact math.

This is a great question that I see come up a lot! The short answer is yes - you can absolutely contribute to a SEP IRA even with a maxed out employer 401k, since they're treated as completely separate retirement plans. One thing to keep in mind is that you'll need to make sure you're tracking your self-employment income and expenses carefully throughout the year. The SEP contribution is based on your net self-employment income, so good record-keeping will help you maximize your contribution when tax time comes. Also consider opening the SEP IRA sooner rather than later, even if you don't contribute right away. Some brokerages have account minimums or waiting periods, and you want to have it ready when you're ready to make your contribution for the tax year. The tax benefits are definitely worth it - you're essentially getting a deduction that reduces both your regular income tax and your self-employment tax burden from the business income.