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Has anyone here used QuickBooks Self-Employed for tracking mixed income like this? I'm wondering if it's worth the monthly fee or if I should just use a spreadsheet. The tax filing confusion is giving me major anxiety.
I've used it for 2 years and think it's worth it. The receipt scanning feature alone saves me hours of work, and it automatically categorizes most transactions correctly. The mileage tracker is also great if you drive for work. The tax filing integration makes quarterly estimated payments much easier too.
QB Self-Employed is decent but overpriced IMO. Try Wave Accounting - it's free for invoicing and accounting, and handles categorization pretty well. I switched last year and it does 90% of what QB does without the monthly cost.
I'm dealing with a very similar situation as a new freelancer! One thing that helped me was setting up a simple system right away - I opened a separate business checking account and now all client payments go there, while personal reimbursements stay in my personal account. For this tax year though, since everything's already mixed, I'd recommend creating a detailed spreadsheet with columns for: Date, Amount, Source/Description, and Category (Business Income vs Personal). For the reimbursements like your dad's medical expenses, save any text messages or emails that show the context - even something like "Thanks for covering my prescriptions, here's the $200 back" can be helpful documentation. The key thing I learned is that the IRS cares more about you reporting all your actual business income accurately than about minor discrepancies from personal deposits. As long as you can explain what the non-business deposits were for and have some basic records, you should be fine. Don't let the anxiety paralyze you - just be thorough and honest with your reporting.
Dumb question but do personal checks from clients who didn't send 1099s count as "under the table" income? My tax guy said i don't need to report income without a 1099 but that sounds wrong to me.
Your tax guy is 100% wrong and giving you dangerous advice. ALL income must be reported regardless of whether you received a 1099 or not. "Under the table" income is still legally required to be reported on your tax return. The 1099 system exists so the IRS can verify income, but the absence of a 1099 doesn't mean you don't owe taxes on that income. If you're audited and they discover unreported income, you'll face back taxes, penalties, and potentially interest. Your tax preparer is setting you up for serious problems - I'd strongly consider finding a new one who follows the law.
This is exactly the kind of mixed income situation that trips up a lot of freelancers! The good news is that having personal reimbursements mixed with business income in your bank account isn't inherently problematic - you just need to be able to document the difference. Here's what I'd recommend: Create a simple spreadsheet with three columns - Date, Amount, and Type (Business Income vs Personal Reimbursement). Go through your bank statements and categorize each deposit. For the reimbursements like your dad's utility bills or friend payments, keep any supporting documentation (texts, emails, original receipts) that show these were reimbursements rather than income. The IRS cares about accuracy, not perfection in your banking setup. As long as you can substantiate which deposits were actual income versus personal transactions, you'll be fine. That said, definitely consider opening a separate account for future business income - it makes everything so much cleaner come tax time. One last thing - make sure you're setting aside money for quarterly estimated tax payments if you haven't been doing that already. Self-employment tax can be a nasty surprise if you're not prepared!
Has anyone tried just setting up a separate sole proprietorship for the equipment rental part? I'm wondering if I could invoice clients separately - one invoice from my service business and another from an equipment rental business with a different name and EIN.
I tried this approach and it didn't work well. The IRS looks at related activities and may still consider it all one business, especially if the equipment is used in conjunction with your services for the same clients. Also, having two businesses created more paperwork and confusion with my clients who didn't want to deal with multiple invoices and payment processes.
I've been dealing with this exact issue for the past three years as a freelance DP who rents out my RED camera package. What I learned from my CPA is that the key isn't necessarily how your clients issue the 1099s, but how you can substantiate separate business activities. The IRS Publication 535 actually covers this - if your equipment rental is "incidental" to your services (meaning you primarily rent to clients you're also providing services to), then it's all considered one business subject to SE tax. However, if you can show that you have a separate equipment rental business (renting to other operators, production companies you don't work for, etc.), then you might qualify to report that portion on Schedule E. I started tracking every equipment rental separately in QuickBooks and made sure to actively market my gear rental independently. Now about 30% of my equipment income comes from rentals where I'm not providing services, which helps establish it as a separate business activity. The documentation is crucial if you get audited. Your current QuickBooks setup is a good start, but make sure you're also tracking which rentals include your services versus equipment-only rentals. That distinction could save you significant money in self-employment taxes down the road.
This is really helpful advice! I'm new to freelance work and have been wondering about this exact situation. When you say you "actively market your gear rental independently," what does that actually look like? Are you listing on ShareGrid or other platforms, or is it more about having separate marketing materials and contracts for equipment-only rentals? I want to make sure I'm setting up my documentation correctly from the start rather than trying to fix it later.
Has anyone compared Free Tax USA to TurboTax for business filers? I've been using TurboTax for years but the price keeps creeping up every year. Now they want $170 just for the basic self-employed version before adding state filing!
Thanks! That's really helpful. Did you find the switch process easy? I'm worried about losing all my previous years' data that's in TurboTax.
The switch was actually pretty straightforward! You can't transfer data between the systems, but honestly I found that was kind of a blessing in disguise - it forced me to review all my business expenses and deductions from scratch, and I actually found some things I'd been missing in previous years. Free Tax USA has a good "prior year comparison" feature where you can reference what you claimed last year while entering your current info. Just keep your prior year return handy as reference. The most time-consuming part was just re-entering my business info and setting up my expense categories again, but that's really a one-time thing. One tip - if you're making the switch, start early in tax season so you're not rushed. But the actual filing process was just as smooth as TurboTax, and the savings were totally worth the minor inconvenience of not having my data auto-imported.
I've been using Free Tax USA for my consulting business for two years now and it's been solid. One thing I'd add to what others have said - if you're worried about making mistakes, their customer support is actually pretty responsive via email. I had questions about how to handle some equipment depreciation and they got back to me within a day with clear guidance. The learning curve isn't too steep if you have your records organized. I keep a simple spreadsheet throughout the year tracking income and expenses by category, so when tax time comes I just reference that while filling out the forms. Takes me about 3 hours total now, compared to the 2-hour meeting + back-and-forth with my old CPA that cost 10x more. One heads up - make sure you understand the difference between business expenses and personal deductions before you start. The software will ask about both, but it's on you to categorize things correctly. When in doubt, err on the conservative side or do a quick Google search about what's deductible for your type of business.
Jackson Carter
As a newcomer to this community, I just want to say thank you all for this incredibly detailed discussion! I'm in the exact same situation with my first paper check refund - my transcript shows 3/17 and I had no clue what that date actually meant. Reading through everyone's experiences has been so helpful in understanding that it's the "issued" date, not the mailing date. Based on all the timelines shared here, it sounds like I should expect my check to be mailed around 3/20-3/21 and arrive sometime between 3/27-4/2. The tip about having the post office hold IRS mail for pickup is genius - I'm definitely calling them tomorrow to set that up. It's honestly frustrating that the IRS doesn't explain this distinction anywhere, but I'm so grateful for communities like this where people share their real experiences. Lesson learned for next year: direct deposit all the way! Thanks again everyone for taking the time to share your knowledge with us newcomers.
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Tyrone Hill
ā¢@Jackson Carter Welcome to the community! I m'also brand new here and just went through this exact same confusion last week. It s'so reassuring to see that this timeline uncertainty is completely normal and not just me being anxious about it! Your estimated dates sound spot-on based on what everyone s'sharing - I had a 3/12 transcript date and my check was actually mailed on 3/15, arriving yesterday 3/21 (.)So your 3/17 date with expected mailing around 3/20-3/21 seems right on track. The post office hold idea is brilliant - wish I had thought of that since I was basically camping by my mailbox for days! Thanks for asking this question, it s'helped so many of us newcomers understand how this whole process actually works behind the scenes.
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Philip Cowan
Welcome to the community! As someone who just went through this same confusion a few weeks ago, I can definitely relate to your frustration. My transcript showed a date of 2/28, and after reading through similar threads here, I learned that this is when the IRS "issues" the refund internally - not when they actually mail it. In my case, the check was mailed on 3/3 (3 business days later) and arrived on 3/10. So from transcript date to receiving it was about 8 business days total. For your 3/15 date, I'd expect the check to be mailed around 3/18-3/19 and arrive sometime between 3/25-3/28. I know the waiting is nerve-wracking, but based on everyone's experiences here, your timeline seems completely normal. Definitely echoing what others have said about direct deposit for next year - it's so much less stressful than this guessing game with paper checks!
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Beth Ford
ā¢@Philip Cowan Thanks for sharing your timeline! It s'so helpful to see actual dates from someone who recently went through this. Your 8 business days total from transcript date to receiving the check gives me a good benchmark to work with. I m'also new to this community and this whole thread has been incredibly educational - I had no idea about the difference between issued "and" mailed "dates." The IRS really should make this clearer! Your estimated timeline for my 3/15 date sounds reasonable, and I m'definitely going to stop obsessively checking my mailbox starting on 3/15 now that I understand it doesn t'actually get mailed until a few days later. Thanks for the welcome and the practical advice about direct deposit - this paper check anxiety is definitely not something I want to repeat next year!
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