So I was in your exact position last year driving for multiple 1099 contracts. Here's what I learned about the vehicle expenses specifically since you mentioned doing a lot of driving: With an LLC/S-Corp, you have two options for vehicle expenses: 1. Actual expenses: track all gas, maintenance, insurance, depreciation, etc. 2. Standard mileage rate: use the IRS rate (65.5 cents per mile for 2023) The standard rate is usually better for high-mileage newer vehicles. If you're driving 20k+ business miles per year, that's a $13,000+ deduction just from mileage! Either way, you need a mileage log. I use MileIQ app but there are tons of options.

I'd suggest being really careful about that $13k shortfall you discovered - that's a significant gap that could lead to penalties and interest if not addressed quickly. You might want to make an estimated tax payment ASAP for Q4 if you haven't already. Regarding the LLC/S-Corp decision, at $150k income it's definitely worth considering, but don't rush into it without understanding all the implications. The tax savings can be substantial (potentially $5k-10k annually), but there are ongoing compliance costs and responsibilities. One thing that might help: since you're already tracking business miles for your driving, make sure you're maximizing that deduction regardless of your entity structure. With significant business driving, you could easily have $10k+ in vehicle-related deductions alone. For the rental property, your colleague is probably right - most people don't need a separate LLC just for one rental from a tax perspective. The liability protection aspect is separate from taxes though. Given your tight cash flow situation ($105k needed for expenses), I'd recommend getting a proper analysis done before making any entity changes. The "reasonable salary" requirement for S-Corps could impact your cash flow planning significantly.

Form 3176C is basically the IRS saying "hold up, we need to double-check some stuff before we send your refund." It's not necessarily bad news - just means they want to verify income, dependents, or other info on your return. The waiting sucks but it's pretty routine. Just respond quickly with whatever docs they're asking for and you should be good to go!

I went through this exact same thing last year with Form 3176C! The worst part is definitely the waiting, but here's what helped me: respond ASAP with all the requested documents, send everything certified mail so you have proof they received it, and don't panic if you don't hear back right away. The IRS moves slow but they will eventually process it. My refund came through after about 10 weeks once I sent in the verification docs. Hang in there!

I went through this exact situation last month! The 3176C letter definitely looks scary but it's really just a standard identity verification. I'd recommend trying the online route first at IDverify.irs.gov - it's way faster than calling and you don't have to deal with hold times. The whole process took me maybe 15 minutes once I had my documents together. You'll need your Social Security card, driver's license, and your prior year tax return. After I completed verification, it took about 8 weeks to get my refund, which honestly wasn't as bad as I expected based on some of the horror stories I'd read online. The key is just getting the verification done ASAP - don't put it off!

I just went through this verification process a couple weeks ago and wanted to share my experience! The 3176C form definitely caught me off guard at first, but it's actually pretty manageable. I chose to do the phone verification route since I wasn't sure about uploading documents online. The wait time was about 45 minutes (called around 10am on a Tuesday), but once I got through, the agent was really helpful and walked me through everything step by step. They asked for basic info like my SSN, filing status, and a few numbers from my previous year's return. The whole call took maybe 20 minutes once connected. Now I'm in the waiting phase - they said 6-9 weeks typically but could be faster. Just wanted to let you know there's light at the end of the tunnel! The verification itself isn't as complicated as the letter makes it seem.

Something nobody has mentioned yet - if you're selling products you make yourself, make sure you understand your state's rules about operating a business from a residential apartment. Some landlords and local zoning laws might have restrictions, especially if you're working with chemicals or having customers come to your place. I learned this the hard way when my landlord found out about my small bakery operation!

Great advice from everyone! I just wanted to add one more thing that helped me when I started claiming my home office deduction - keep a simple log or calendar showing what business activities you do in that space. Since you mentioned you use the bedroom for making products, packaging orders, and handling business admin, documenting this regular use can be really helpful if you're ever questioned. I keep a basic monthly log showing "product creation," "order fulfillment," "bookkeeping," etc. for the days I work in my home office. Also, since you're using H&R Block software, they should have good guidance on Form 8829 if you decide to go with the actual expense method rather than the simplified method. The software usually walks you through the calculations pretty well. Just make sure you're consistent with whatever percentage you choose - if you say 25% for rent, use 25% for utilities, internet, etc.

Has anyone tried both TurboTax and H&R Block online to compare the results? Sometimes I get different amounts from different software.

I'd definitely recommend trying both the taxr.ai suggestion from @Connor Murphy and comparing results across multiple tax software platforms before you finalize anything. A swing from getting $2,800 back to owing federal taxes is a huge red flag that something's not right with your current filing. Also, make sure you're entering ALL your tax documents correctly - sometimes people forget about interest statements from banks, unemployment compensation from earlier in the year, or even small 1099s from freelance work. Even a small missed document can throw off your entire calculation. Before paying any service fees, try the IRS Free File program (https://www.irs.gov/filing/free-file-do-your-federal-taxes-for-free) which gives you access to brand-name software for free if you qualify. At minimum, it'll give you another data point to compare against your current results.