This is a really common confusion for new independent contractors! You're absolutely right to question it, but here's the deal: when you're self-employed (which is what a 1099 means), ALL payments from your client - including reimbursements - get reported as income on the 1099. This might seem unfair, but it actually works in your favor. Here's why: You get to deduct your actual business mileage on Schedule C at the IRS standard rate (67 cents per mile for 2024). So if you drove 18,000 business miles, that's a $12,060 deduction! Since your reimbursement was only $10,800, you'll actually get to deduct MORE than what was included in your income. Don't ask for a corrected 1099 - that's not how it works for contractors. Just report the full income amount and then claim your mileage deduction. Make sure you have good records of your business trips (dates, destinations, business purpose, and mileage). A simple mileage log or phone app works fine. The key is understanding that as a contractor, you report ALL income and then deduct ALL legitimate business expenses. In your case, this should actually reduce your tax bill compared to what you're expecting!

Great thread everyone! As someone who's been doing contract work for a few years, I want to emphasize something that might not be obvious to newcomers: keep your mileage log updated throughout the year, not just at tax time. I learned this the hard way my first year when I tried to reconstruct 12 months of business driving from memory and old calendar entries. Now I use a simple smartphone app that tracks my trips automatically, but even a basic notebook works fine as long as you're consistent. Also, don't forget that your business mileage includes trips to pick up supplies, meet clients, travel between job sites, and even trips to the bank to deposit checks or the post office to mail invoices. It all adds up! The key is that it has to be for business purposes - your regular commute to a main office location doesn't count, but travel between different client locations during the day does. One last tip: if you're driving a lot for work like the OP, consider setting aside money quarterly for estimated taxes. That 1099 income without withholding can create a big tax bill in April, but the mileage deduction will definitely help reduce what you owe.

Great question! I went through this exact same decision last year when starting my consulting business. Here's what I learned: A tax strategist is worth it if you're dealing with complex situations or significant income. For a small side business, I'd suggest starting with what others mentioned - ask your current CPA about proactive planning services first. Many CPAs can handle basic business tax strategy but just don't offer it unless you ask. However, if your CPA seems reactive only or doesn't have experience with your specific business type, a strategist could be valuable. The key is finding one who specializes in small businesses and e-commerce if that's your field. I'd recommend getting quotes from both - ask your CPA what they'd charge for quarterly planning sessions, and get a consultation with a tax strategist to see what they'd recommend. Compare the potential savings each claims they can achieve versus their costs. One thing to consider: as your business grows, your needs will change. Starting with enhanced services from your existing CPA might be the smart move initially, then upgrading to a specialist later if the business takes off.

I've been working as a tax professional for over 8 years, and I can tell you that the distinction between CPAs and tax strategists isn't always clear-cut. Many CPAs do provide strategic planning services, but you're right that some focus primarily on compliance and preparation. The real value of strategic tax planning becomes apparent when you're making major financial decisions - like starting a business, changing entity structures, or planning large purchases. For your e-commerce venture, there are several areas where proactive planning could save you money: timing of inventory purchases for tax purposes, setting up proper business entity structure from day one, maximizing home office deductions, and planning for when you might need to transition from sole proprietorship to an LLC or S-Corp. Before hiring a separate strategist, I'd echo what others said about talking to your current CPA first. Ask specifically: "What proactive tax planning services do you offer for new business owners?" and "Can you help us structure our business to minimize taxes as we grow?" If they seem uncertain or just offer basic compliance advice, then it might be time to look elsewhere. A good rule of thumb: if your combined household income plus expected business profit will exceed $100k, strategic planning usually pays for itself. Below that threshold, focus on the basics first - proper record keeping, understanding deductions, and quarterly estimated payments.

17 Another option is to file electronically through a tax professional. Some EAs and CPAs can e-file returns from the previous three tax years through professional software. This might save you time and reduce processing errors compared to paper filing. I did this for my 2021 and 2022 returns last month, and my refund for 2022 was deposited within 3 weeks. The professional I worked with charged about $200 per year, but the speed and accuracy were worth it to me.

8 Just a heads up - make sure you're including ALL the required forms and schedules with each return. I mailed my 2020 and 2021 returns last year and my 2020 got rejected because I forgot to include one of my W-2 forms. The whole thing got sent back to me weeks later and I had to restart the process. So frustrating! Double and triple check everything before sealing those envelopes!

Came across this thread while researching my own bonus tax issue. One important point I haven't seen mentioned yet: if your employer doesn't fix this and you end up having to file with the incorrect 1099-NEC, you can still avoid some of the self-employment tax hit by filling out Schedule SE correctly. You should also file Form 8919 as someone mentioned earlier. This alerts the IRS that you believe the income should have been reported as wages. The misclassification should not ultimately cost you money, though it is definitely a headache to handle.

This is a really common issue that many employees face, especially with larger bonuses. You're absolutely right to question this - a promotion bonus from your employer should definitely be reported on your W-2, not a 1099-NEC. The key test is your employment relationship. Since you've been with the company for 8 years and this bonus is part of your promotion package, you're clearly an employee receiving employee compensation. The IRS considers bonuses, including annual and performance bonuses, as supplemental wages that should be subject to regular payroll withholding. I'd suggest documenting everything about your promotion (emails, offer letters, etc.) that shows this bonus is part of your employee compensation package. When you speak with HR, emphasize that this appears to be a payroll coding error since your previous smaller bonuses were correctly handled on your W-2. If they resist fixing it, you have options including Form 8919 to report it correctly on your return, but it's much cleaner if they just issue a corrected W-2 and cancel the 1099-NEC. Don't let them convince you this is "standard practice" - employee bonuses belong on W-2s, period.

Just to add another option - you might consider having your higher-earning partner claim one child and file as HOH, while you claim the other child, also filing as HOH. This way, both of you get some tax benefits. This only works if you can legitimately maintain two separate households though, which doesn't sound like your situation. If you all live together in one home, only one person can claim HOH status. The other must file as Single. Also, with your business income at $27k, you'd probably benefit more from claiming both kids for EITC purposes. That credit phases out at higher incomes, so your partner wouldn't benefit from it anyway.

As someone who went through a similar situation a few years ago, I can confirm what others have said - you'll want to claim both children and file as Head of Household, while your partner files as Single. The key thing to remember is that the IRS cares about who actually has custody and provides care for the children, not just who earns more money. Since you're the primary caregiver and have lower income, you'll maximize your household's overall tax benefits by claiming both kids. You'll be eligible for the full Child Tax Credit (up to $2,000 per child) and potentially significant EITC benefits with your $27k income. Your partner, making $120k, would phase out of most child-related credits anyway due to income limits. By filing as Single without dependents, they avoid any complications while you capture all the available credits. Just make sure you keep good records showing that the children lived with you for more than half the year and that you provided more than half of each child's support - even if your partner contributes more to overall household expenses, the IRS looks at support provided specifically to each child.