As someone who's been through this exact situation, I'd strongly recommend getting some concrete numbers before making that truck purchase. With your $67k in 1099 income and that $16k annual tax hit, you're definitely in a position where smart vehicle deductions could make a real difference. Here's what I'd suggest: before you buy, calculate both scenarios with actual numbers. For the depreciation route on a $55k truck (assuming 80% business use), you're looking at potentially deducting around $44k in year one with Section 179. At your tax bracket, that could save you roughly $10-12k in taxes the first year alone. But here's the catch - you mentioned you're conservative with deductions and that's smart. Make sure you can genuinely justify that 80% business use percentage, because the IRS will want to see detailed records. If your actual business use is more like 60%, then your deduction drops accordingly. Also consider the cash flow impact. That truck payment might be $800-1000/month, but if you're saving $10k+ in taxes year one, it changes the math significantly. Just remember those big first-year savings mean smaller deductions in future years. Have you considered leasing instead? Sometimes the deduction structure works out better for contractors, especially if you like updating equipment regularly.

The 70% business use sounds much more realistic and defensible than 80%, especially if you're planning weekend personal use. The IRS loves to audit vehicle deductions, so being conservative here is smart. For leasing vs buying: With a lease, you deduct the business percentage of your monthly lease payments instead of taking depreciation. So if you lease for $600/month and use it 70% for business, you'd deduct $420/month ($5,040/year). The advantage is consistent annual deductions and no depreciation recapture issues if you switch vehicles. The downside is you don't own anything at the end, and there can be mileage restrictions that might not work for your equipment hauling needs. For your situation with lumpy 1099 income, the big first-year depreciation write-off might be more valuable since it hits that $16k tax bill hard right away. Just make sure you're prepared for smaller deductions in years 2-5. One more thing - since you're hauling heavy equipment, make sure whatever truck you get has the payload capacity you actually need. Don't let the tax tail wag the business dog. A truck that can't properly handle your work loads isn't worth any tax savings.

This thread has been incredibly helpful! I'm in a similar situation as Pedro but from the contractor side - I received both a 1099-K from Stripe and a 1099-NEC from my client for the same payments in 2024. What I found particularly useful from this discussion is understanding that this isn't necessarily a mistake, but rather an overlap in reporting requirements. Jake's explanation about ACH through Stripe creating this "middle ground" really clarified things for me. For other contractors dealing with this, I'd recommend keeping a spreadsheet that matches your invoices to both the 1099-K transactions and 1099-NEC amounts. This way you have clear documentation showing they represent the same income streams. I also plan to reach out to my clients proactively (like Dylan suggested) to discuss payment methods for 2025 to avoid this confusion next year. One question I still have: if I'm working with multiple clients who all pay through different platforms (some via Stripe, others through Square, etc.), should I expect to potentially receive multiple 1099-Ks plus individual 1099-NECs? The record-keeping is going to get complex pretty quickly.

As someone who recently went through this exact situation, I can confirm that what everyone is saying here is correct - you absolutely did the right thing by issuing the 1099-NEC even though Stripe issued a 1099-K. This is one of those unfortunate gaps in the current tax reporting system. What I learned from my CPA is that the IRS recognizes this overlap exists and has built-in systems to detect when the same income might be reported on multiple forms. The key is proper documentation - both you and your contractor should keep records showing that these represent the same payments, not additional income. For 2025, I'd suggest having a conversation with your contractors about payment preferences. Some of mine actually preferred switching to direct ACH transfers from my business account to avoid the 1099-K complexity altogether. Others were fine with the dual reporting as long as I gave them a heads up about what to expect. One tip that helped me: I now include a brief note on my 1099-NEC transmittals explaining that the contractor may also receive a 1099-K from the payment processor for the same amounts. It saves confusion and shows you're being proactive about compliance. Your contractor will probably appreciate the transparency!

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.

Hey Isabella! I was in the exact same boat last year with my Uber Eats and DoorDash income. The good news is you don't need to stress about separating tips from base pay - they're all treated as self-employment income on your taxes. Here's what I learned: Your entire 1099-K amount ($24,680) goes on Schedule C as gross receipts. The IRS doesn't care how much was tips versus base pay because you're an independent contractor, not an employee. What REALLY matters is tracking your business expenses to offset that income. I saved over $3,000 in taxes by properly deducting: - Mileage (this is huge - 67 cents per business mile for 2024) - Phone bill percentage used for work - Hot bags, car phone mounts, etc. - Car maintenance and repairs - Even a portion of car insurance For mileage, if you didn't track everything, try using your delivery history to estimate. Count your total deliveries and multiply by average miles per delivery (usually 3-5 miles depending on your area). TurboTax will walk you through Schedule C step by step when you select "self-employment income." Don't overthink the tip separation - focus on maximizing your legitimate business deductions instead!

Isabella, I totally get the panic about that 1099-K amount! I went through the same thing my first year doing gig work. Everyone here is right - you don't need to separate tips from base pay for tax purposes since you're an independent contractor. One thing that might help ease your mind: that $24,680 is your GROSS income, not what you'll actually pay taxes on. After you deduct business expenses on Schedule C, your taxable income will be much lower. Since you mentioned using TurboTax, here's a tip that saved me tons of time: When you get to the self-employment section, TurboTax will ask about your business expenses in plain English. It'll specifically ask about vehicle expenses, and you can choose between actual expenses or the standard mileage deduction (usually better for gig workers). Don't forget about smaller expenses that add up: insulated bags, phone chargers, even hand sanitizer you bought for deliveries. Keep receipts going forward, but for this year, try to estimate what you spent on delivery-related items. The key is being reasonable and honest about your deductions. The IRS expects gig workers to have these types of expenses, so don't be afraid to claim legitimate business costs that helped you earn that income!

Great question about DIY crawl space encapsulation! I just finished a similar project last month and can confirm you can absolutely claim the tax credits for materials even with DIY installation. The key is making sure your materials qualify - not all vapor barriers and insulation automatically qualify for the credits. A few things I learned during my project: 1. Keep ALL receipts and product documentation 2. Make sure the insulation has proper R-value ratings that meet current energy codes 3. Some vapor barriers qualify if they're part of an integrated insulation system, others don't 4. The 30% credit applies to qualifying materials up to the annual limit One gotcha I discovered - if you're doing this primarily for moisture control rather than energy efficiency, some materials might not qualify. The IRS focuses on the energy efficiency aspect for the credit. But since you mentioned energy efficiency as a goal, you should be good! Your $1,400 in materials could potentially get you around $420 back (30% of qualifying costs), which makes the DIY route even more attractive compared to those $5K contractor quotes. Just document everything well in case of an audit later.

One thing I haven't seen mentioned yet is that you'll want to check if your state offers additional energy efficiency rebates or credits on top of the federal ones. I did a similar DIY crawl space project in Virginia last year and discovered our state utility company offered rebates for certain insulation materials that stacked with the federal tax credit. Also, since you're doing this as a DIY project, consider getting an energy audit done before you start (some utilities offer free ones). The auditor can help identify exactly which materials and approaches will give you the best energy efficiency improvements for your specific situation. Plus, having that documentation can be helpful if you ever get questioned about the energy efficiency purpose of your improvements. The combination of federal tax credits, potential state rebates, and the DIY savings versus contractor quotes can really add up. In my case, the total savings made it almost a no-brainer decision to do it ourselves!