Don't forget to double check that your name is EXACTLY the same on your tax return as it is with Social Security. Even small differences (like a hyphen) between your SS card and how you file can cause matching problems. The IRS matches against SS records, not just against what your broker has.

I went through this exact same situation last year with backup withholding due to a name mismatch issue. The stress of not being able to see those funds anywhere was terrible! One thing that really helped me was keeping detailed records of EVERYTHING - screenshots of my brokerage account showing the withholding, copies of all communications with my broker, and the corrected W-9 form I submitted. When I finally got my 1099-B in January, I made sure to file my taxes immediately to get that refund processed. The other advice I'd give is to set up direct deposit for your tax refund if you haven't already. With that much backup withholding, you're looking at a substantial refund, and direct deposit gets it to you much faster than waiting for a paper check. I got my $3,200 refund in about 10 days after e-filing. Also, even though others have mentioned you can skip quarterly payments, I'd recommend running the numbers yourself or with a tax professional to make absolutely sure. Better to be conservative than get hit with penalties later!

For what it's worth, I report everything regardless of the amount. $74 is so small it won't impact your overall tax situation much, but it does give you the opportunity to deduct mileage and other expenses related to that gig work. If you drove more than about 120 miles for those deliveries, you could actually show a loss on your Schedule C (using the standard mileage deduction of $0.625/mile for 2022), which could slightly reduce your overall tax bill.

Just an FYI - If you plan to do more gig work in the future, it's good practice to start tracking everything properly now, even for small amounts. Get a mileage tracking app, keep receipts for any expenses, and set aside about 25-30% for taxes. That way when you make more than $600 and DO get a 1099, you're already in the habit of doing things correctly.

Be careful... a friend of mine ignored a missing W-2 and got a CP2000 notice from the IRS about 8 months later. They calculated what he owed PLUS interest AND a 20% accuracy penalty. Ended up being WAY more expensive than just filing the amendment would have been. Just pay your tax guy or use one of the options others suggested. Not worth the stress of waiting for the IRS to catch it.

You absolutely need to file that amendment - don't even think about ignoring it! The IRS gets copies of all W-2s directly from employers, so they WILL catch this discrepancy eventually. It's not a matter of if, but when. I work in tax preparation and see this situation all the time. When clients try to "wait it out," they almost always end up paying more in penalties and interest than they would have spent on just filing the amendment properly. The IRS has automated systems that match W-2s to tax returns, and a $2,800 discrepancy will definitely trigger a notice. Here's what you need to know: File Form 1040-X as soon as possible. You'll likely owe additional tax on that $2,800 (probably around $300-600 depending on your tax bracket), plus you'll need to pay back part of your refund. But if you file the amendment before the IRS catches it, you'll avoid the hefty accuracy-related penalties that can be 20% of the underpayment. If $175 seems steep for your tax preparer, you can definitely do this yourself or use some of the tools others mentioned. The 1040-X form has pretty clear instructions, and since you're just adding income, it's relatively straightforward. Don't let the cost of fixing it now turn into a much bigger problem later!

One thing nobody has mentioned - leasing might be a better option if you plan to upgrade vehicles frequently. No depreciation recapture to worry about since you never owned the asset. Plus you can still deduct the lease payments as a business expense.

Something to consider that might help with your planning - the recapture calculation gets more complex if you use the vehicle for both business and personal use. If your heavy-duty truck is used 80% for business and 20% personal, only the business portion of the depreciation is subject to recapture rules. Also, keep detailed records of your business mileage and usage from day one. The IRS can challenge your depreciation deductions if you can't prove the business use percentage, which would affect both your original deduction and any recapture calculations later. One more tip: if you're considering the trade-in route, get multiple appraisals for the fair market value before making the deal. Dealerships sometimes manipulate trade-in values to make deals look better, but the IRS will use actual fair market value for recapture calculations, not whatever number appears on the dealer paperwork.

If you want to verify your employer contributions are correct, check your annual 401k statement from the plan administrator. Mine shows both my contributions and my employer match clearly broken down by pay period. Way easier than trying to find it on tax forms since it's not reported there!

This is exactly what I was worried about when I started my 401k last year! I kept checking my W-2 over and over thinking HR had made a mistake. What helped me feel confident everything was correct was logging into my 401k provider's website and downloading the year-end summary. It clearly showed my $2,200 in contributions and my employer's $1,800 match, which matched what I calculated from my pay stubs. The summary also breaks down when each contribution was made, so you can cross-reference it with your paychecks if you want to be extra sure. Your numbers look totally normal - that $1,640.80 employer match on your $1,970.14 contribution suggests a pretty good matching formula from your employer!