Thats a really good point I hadn't considered. Did you end up getting special business insurance for your vehicle or is there some kind of rider they add to a personal policy?

I ended up getting what they call a "business use endorsement" added to my personal auto policy. It increased my premium by about 15%, but it properly covers me when I'm driving for business purposes. Some insurance companies offer specific business auto policies, but those are usually more appropriate for companies with multiple vehicles or employees driving for the business. For a sole proprietor like me who uses the same vehicle for both business and personal use, the endorsement was the more cost-effective option. Definitely worth calling your insurance agent to discuss your specific situation.

Is it better then to start using it for business immediately after purchase? Or does that create other issues? My accountant has me totally confused about this whole topic.

Thanks for the warning about the wait time! I just want to make sure - does filing an amendment increase my chances of getting audited? I've heard mixed things about this and it makes me nervous about filing one.

Filing an amendment doesn't inherently increase your audit risk. Amendments are actually quite common - millions are filed every year. What might increase scrutiny is the nature of what you're amending. Something simple like claiming a credit you qualified for but forgot is pretty straightforward. The IRS is more likely to look closely if there are dramatic changes to income or if you're suddenly claiming unusual deductions that weren't on your original return. For something like EITC that you legitimately qualify for, just make sure you have documentation of your income and meet all eligibility requirements.

I second FreeTaxUSA! It's what I've used for the past 3 years and it hasn't missed any credits I'm eligible for. It asks very specific questions about EITC. Plus it lets you go back and review every form before submitting so you can double-check everything.

That's a really good point I hadn't considered! My personal laptop is already showing signs of wear after 2 years of full-time work use. Before, I could use some of that monthly stipend toward eventually replacing it, but now that would just come from my regular (taxed) salary. Did your company require any specific documentation when you brought this up to them? I'd like to approach my manager about this but want to be prepared.

I simply put together a basic spreadsheet showing the average lifespan of a decent laptop (3-4 years), the cost of a business-grade laptop ($1200-1500), and calculated the monthly depreciation. I also included estimates for printer replacement, external monitors, and other peripherals. When presented with the actual numbers, they saw it made more sense to establish a separate equipment refresh program rather than expecting employees to handle it from regular salary. They now offer a $1500 tech stipend every 3 years that doesn't affect our regular compensation.

Were there any other benefits affected by this change? When our company did this, we discovered that because our base salary was higher, our 401k match increased slightly (since it was a percentage of salary). That helped offset a tiny bit of the tax hit.

Can CPAs help with issues from prior year returns? I think I messed up my 1099-MISC reporting for a rental in 2023 and I'm worried about an audit.

Yes, CPAs can absolutely help with prior year issues. They can prepare amended returns (Form 1040-X) to correct mistakes from previous filings. For your 1099-MISC situation, they could review what you submitted and determine if an amendment is necessary. Many CPAs also offer audit representation if the IRS does question your return. Having someone who understands the tax code represent you during an audit can be extremely valuable, especially for rental property issues which tend to be scrutinized more closely.

I thought moving expenses weren't deductible anymore after the tax law changes? Was this for a military move or something special?

That's exactly how I discovered this issue in the first place! The mortgage officer asked for my W-2s and when I explained the situation, she was the one who told me it sounded like misclassification. Do you think having it corrected now will help my application, or is the damage already done for this year's income?

Getting it corrected now can definitely still help your application. If your employer reclassifies you properly and issues corrected tax documents, we can use that as your current income verification. Most importantly, make sure you get documentation of the correction process and explanation of the situation. Ask your employer to provide a letter explaining the misclassification was their error and stating your correct employment status and income. Also helpful: having proper W-2s issued for previous periods if possible. This documentation will help your underwriter make a case for using your income without requiring the typical 2-year self-employment history that would normally apply to 1099 income.

This! I was misclassified for 2 years and after getting it corrected, received almost $4k in backpay just from the employer portion of taxes they should have been paying all along. The Department of Labor can also get involved if your employer refuses to correct the situation. Don't let them take advantage of you!