Don't forget that the IRS generally only resorts to levies after multiple notices over MANY months or even years. The collection process typically goes: notice of tax due → demand for payment → notice of intent to levy → actual levy. Each step usually has months between them with multiple letters. If you're at the "intent to levy" stage, you've likely received at least 3-4 notices already. They don't just suddenly decide to take your money. This is why ignoring those initial letters is so dangerous - by the time they're threatening levies, you've already missed several opportunities to resolve it more easily. This isn't meant to make anyone feel bad, just to emphasize that responding to the very first notice is ALWAYS the best approach.

I'm in a similar situation and just want to share what I learned from calling the IRS directly after getting my Notice of Intent to Levy. The 30-day deadline is real and starts from the date on the notice, not when you receive it. What surprised me was that the IRS agent actually walked me through several options I didn't know existed. Beyond the standard payment plan, they mentioned "partial payment installment agreements" for people who can't pay the full amount, and something called "Currently Not Collectible" status if you're facing genuine financial hardship. The key thing I learned is that ANY formal response within those 30 days - even just calling to discuss options - can pause the collection process while they review your situation. Don't wait until day 29 like I almost did. The earlier you respond, the more options you typically have available. Also, if you do set up a payment plan, make sure to ask for written confirmation that the levy process has been stopped. Get everything in writing!

I actually worked for one of these "tax resolution" companies for 3 months before quitting in disgust. The $9,500 quote is their standard starting point for 6+ years of returns, regardless of complexity. They're trained to scare people about IRS enforcement and push financing options that end up costing even more with interest. Your neighbor should look for an Enrolled Agent (EA) who specializes in back taxes. They typically charge $200-350 per back year for simple returns, and they're specifically licensed by the IRS to handle tax matters. The good news is the IRS is generally reasonable about payment plans. Once the returns are filed, your neighbor can likely set up a monthly payment plan with the IRS directly - often with much lower payments than what these resolution companies try to finance.

That $9,500 quote is absolutely predatory! I've been helping people with tax issues for years, and this is unfortunately a common scam targeting people who are already stressed about their situation. For straightforward 1099 income with minimal deductions, your neighbor should expect to pay around $200-400 per year for professional preparation. Even accounting for some complications with back taxes, the total should be nowhere near $9,500 - more like $1,500-3,000 maximum. Here's what I'd recommend: Tell your neighbor to hang up on these cold-callers immediately. Instead, he should contact the local IRS Taxpayer Advocate Service (it's free) or find a local Enrolled Agent through the IRS directory. Many EAs offer free initial consultations and can provide realistic cost estimates. The financing offer is another huge red flag - they're trying to lock him into payments for overpriced services. The IRS itself offers very reasonable payment plans once returns are filed, often with much lower monthly payments than what these companies are pushing. Your neighbor is lucky to have someone looking out for him. These companies specifically target older adults and people who are intimidated by tax issues.

Quick question - does anyone know if hiring a tax attorney is actually worth it for this size penalty (around $7,800 total)? I'm dealing with something similar and trying to decide if I should just set up a payment plan and move on, or if fighting the penalty might save enough to justify attorney fees.

I'm sorry you're going through this - dealing with IRS penalties can be incredibly stressful. One thing I haven't seen mentioned yet is the possibility of an Offer in Compromise (OIC) if you're truly unable to pay the full amount. While it's not easy to qualify for, the IRS will sometimes accept less than what you owe if paying the full amount would create a financial hardship. You'd need to demonstrate that paying the penalty would prevent you from meeting basic living expenses. The IRS looks at your income, expenses, assets, and ability to pay when considering an OIC. It's definitely worth discussing with your tax attorney when you meet with them. Also, make sure to request penalty and interest abatement in writing, even if you end up setting up a payment plan. Sometimes the IRS will consider abating interest that accrued while they were processing your abatement request, especially if there were delays on their end. Document everything - every phone call, every piece of correspondence. If you do end up working with the IRS directly, always follow up phone conversations with a written summary sent to them confirming what was discussed. This creates a paper trail that can be helpful if there are any disputes later about what was agreed upon.

One more thing to consider - if either of you have student loans, filing jointly might affect income-based repayment plans since they'll look at your combined income. Something to think about if she's got loans and is on an IBR plan.

Just wanted to add something that might help with your decision-making process. Since you mentioned using TurboTax before, you'll find that most tax software (including TurboTax) will actually run calculations for both filing jointly and separately, then recommend whichever saves you more money. In your case, with your $58k income and her $9.2k income, filing jointly will almost certainly be better because: 1. You'll get the higher standard deduction ($29,200 vs $14,600 each if filing separately) 2. Your combined income will likely keep you in lower tax brackets overall 3. You'll have access to more credits and deductions that phase out for separate filers The "dependent" confusion is totally understandable - it's one of the most common misconceptions for newlyweds. The tax code treats marriage as creating a partnership, not a dependency relationship. You're both equal partners in the return, even if one person earns significantly more. Good luck with your first married filing! The software will walk you through everything step by step.

5 Has anyone actually compared standard mileage vs MACRS over a 5 year period? I'm curious what the total deduction difference would be over the typical ownership period of a vehicle.

This is really helpful analysis! I'm in a similar situation with high business mileage and was leaning toward MACRS thinking it would automatically be better. Your 5-year comparison is eye-opening - I never thought to calculate the total deductions over the full ownership period. One thing I'm still confused about though - if I choose standard mileage this year, am I locked into that method for the life of the vehicle? Or can I switch to actual expenses with MACRS in future years if my situation changes (like if maintenance costs spike or I start driving fewer business miles)? Also, does the standard mileage rate typically increase each year with inflation? I'm wondering if that factors into the long-term calculation at all.