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Does anyone know if TaxSlayer Pro is any good? It's way cheaper than the others mentioned and I'm on a tight budget starting out. Also wondering about liability - should I make friends/family sign something saying they're responsible for providing accurate info?
I used TaxSlayer Pro last year and it was decent for basic returns but struggled with some business stuff. If you're doing Schedule C, rental properties, etc. I'd say go with Drake instead. And YES get them to sign something! I made a simple one-page letter stating they provided all info and reviewed the return before filing.
Thanks, that's really helpful! I think I'll invest in Drake then since I know my cousin's business return will be complicated. Good call on the liability letter too - I hadn't thought about that but it makes total sense to protect myself.
Great discussion here! As someone who went through this exact situation a few years ago, I'd add a couple things. First, definitely get that PTIN - it's free and protects you legally. Second, consider getting Enrolled Agent (EA) credentials if you plan to do this regularly. It's not required for basic prep work, but gives you more credibility and allows you to represent clients before the IRS if issues come up. For software, I started with Drake Basic and it was perfect for handling the mix of personal, rental, and small business returns you're describing. The learning curve isn't too bad coming from an accounting background. Also, don't forget to track your own expenses for this side work - software costs, continuing education, office supplies, etc. are all deductible if you're doing this as a business activity (which the IRS might consider it to be given the service trades you mentioned). One last tip: set clear boundaries early about what you will and won't do. I learned the hard way that once you help someone, they expect you to be their permanent tax person and answer questions year-round!
Doesn't this all become moot if you're taking the standard deduction anyway? With the current standard deduction being so high ($13,850 for single filers in 2023), most people aren't itemizing anymore, right? So would the mortgage interest and property tax deductions even matter?
Not necessarily! Even with the higher standard deduction, there are still cases where itemizing makes sense, especially in high tax areas or with expensive homes. For my partner and I, one of us itemizes while the other takes the standard deduction. Also, some states allow you to itemize on your state return even if you take the standard deduction federally, so the property tax and mortgage interest can still save you money at the state level. Definitely worth running the numbers both ways!
Thanks for clarifying! I hadn't considered the state tax angle at all. We're in California which has high property taxes, so I guess that could push one or both of us over the threshold for itemizing. And it's a good point about one person itemizing and one taking standard - I hadn't thought about us doing different approaches.
Congrats on your upcoming closing! As someone who went through this exact decision last year, I'd strongly recommend tenancy in common for your situation. Even though you're splitting everything 50/50 now, TIC gives you flexibility if your financial situations change down the road. One thing that really helped us was setting up a separate joint account just for house-related expenses (mortgage, property taxes, insurance, repairs) where we each contribute our percentage monthly. This makes tracking everything for taxes super clean and eliminates any confusion about who paid what. Since you both make similar incomes around $85k, you'll want to run the numbers on whether either of you will be itemizing deductions. With a $430k house, your property taxes and mortgage interest combined might push at least one of you over the standard deduction threshold, especially if you're in a higher tax state. Even if only one of you itemizes, you can still both benefit from the deductions based on your ownership percentages and actual payments. The two-week timeline is tight, but your title company should be able to handle the TIC paperwork without any issues. Just make sure to specify the exact ownership percentages you want on the deed!
This is really helpful advice about setting up the separate joint account! I'm curious though - when you say "contribute your percentage monthly," do you mean you each put in exactly your ownership percentage of all house expenses? Like if one person owns 60% they pay 60% of everything? Or do you split some things equally regardless of ownership percentage? We're trying to figure out the fairest way to handle this since we're both contributing equally to the down payment but might want different ownership splits later.
Has anyone run into issues with employees who moved further away after going remote? We have some team members who relocated to rural areas 60+ miles from our client base after we went fully remote. When they come in for client meetings, they're claiming much higher mileage than when they lived closer to the metro area.
This is a great question that many remote-first companies are grappling with! Based on everything discussed here, it sounds like you're actually handling this correctly already. When employees work from home 100% of the time and don't have a regular office they report to, their home becomes their established workplace for tax purposes. The key factors that support your current approach: - Your team is truly 100% remote (no physical office they report to) - Travel from home to client sites constitutes business travel, not commuting - Reimbursing at the standard IRS rate keeps it non-taxable for employees A few recommendations to strengthen your compliance: 1. Update your employee handbook/agreements to explicitly designate home as the official workplace 2. Implement stronger documentation requirements (business purpose, exact addresses, odometer readings) 3. Ensure you're following accountable plan rules (timely submission, business connection, excess repayment) The fact that you don't have a brick-and-mortar office actually makes this cleaner from a tax perspective - there's no ambiguity about where employees' "regular workplace" is located. Keep doing what you're doing, just tighten up the documentation!
This is really helpful advice! I'm curious about the documentation requirements you mentioned - what specific details should we be requiring beyond just mileage amounts? We currently have employees submit expense reports with total miles and client names, but it sounds like we might need more detailed tracking. Also, regarding the accountable plan rules - what constitutes "timely submission"? We currently require expense reports within 30 days of the trip. Is that sufficient, or should we be more strict about timing?
Non-taxable distributions can still matter in some cases even with $0 in Box 2a. For example, if the money came from a Roth IRA, it could affect your basis calculations for future distributions. Might be worth checking with wherever the money came from to understand exactly what this distribution was.
I went through something very similar with a missed 1099-R from 2022. What really helped me was calling the plan administrator who issued the form - they were able to explain exactly what the distribution was for and confirm that it was indeed non-taxable. In my case, it was also Code E for a direct rollover between retirement accounts. Since Box 2a was $0, there was no tax impact, but I did end up filing an amended return just to be safe. The process was pretty straightforward once I got my tax transcript from the IRS website. One thing to consider: even though there's no immediate tax consequence, having this properly documented could be important for future reference, especially if you have other retirement account transactions. The IRS does match 1099-R forms to returns, so while they might not penalize you for a $0 taxable amount, they could send a notice asking about it. My amended return was processed in about 12 weeks with no issues. If you're really unsure, you could always consult with a tax professional - many will do a quick consultation for situations like this.
This is really helpful advice! I'm curious about the timeline - you mentioned your amended return was processed in 12 weeks. Did you get any confirmation from the IRS during that time, or did you just have to wait and hope everything went through okay? I'm nervous about filing an amendment and then not knowing if it was accepted properly.
Great question! The IRS does provide tracking for amended returns. About 3 weeks after I mailed my 1040-X, I was able to check the status using the "Where's My Amended Return" tool on the IRS website. It shows three stages: received, processing, and completed. I got email notifications at each stage, which was reassuring. The tool also shows if they need any additional information from you. In my case, it went smoothly through all three stages without any requests for more documents. One tip: make sure to keep copies of everything you send, and consider using certified mail if you're mailing the amendment. I also included a brief explanation letter with my 1040-X explaining the situation (missed 1099-R with $0 taxable amount), which I think helped expedite the process.
Aurora Lacasse
Has anyone considered the self-employment tax implications here? If you put the equipment rental on Schedule C, you'll pay an additional 15.3% SE tax on the net income, which you wouldn't pay if it's on Schedule E. This made a HUGE difference in my situation - I had about $20k in equipment rental income, and putting it on Schedule C vs E was about a $3k difference just in SE tax! Something to consider if you're right on the edge between active and passive involvement.
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Grace Lee
ā¢That's a really good point I hadn't even considered! So if I'm understanding correctly, I could potentially save the 15.3% if it qualifies for Schedule E instead of C. But I'm guessing the IRS might question it if I'm clearly running it as an active business with website, maintenance, etc?
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Malik Jackson
ā¢Exactly! You've hit on the key tension here. While the SE tax savings can be substantial (like Aurora mentioned, potentially $3k+ on $20k income), you can't just choose Schedule E to avoid SE tax if your activity clearly meets the criteria for active business involvement. The IRS will look at the substance over form. If you have a website, actively market the equipment, handle maintenance, coordinate deliveries, etc., they'll likely classify it as a trade or business subject to SE tax regardless of which schedule you initially file it on. That said, if your involvement is truly minimal - like you inherited equipment, occasionally rent it out without advertising, and the renter handles pickup/maintenance - then Schedule E might be defensible. But given what you've described (planning regular rentals, website, maintenance), Schedule C seems like the safer position even with the SE tax cost. Better to pay the SE tax upfront than deal with reclassification, penalties, and interest later!
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Liam McConnell
Great discussion here! As someone who went through a similar situation with inherited equipment, I wanted to add a few practical considerations that might help with your decision. One thing I learned the hard way is that if you're planning to rent this equipment regularly (3-4 times monthly as you mentioned), you'll definitely want to look into commercial liability insurance. Your personal or existing business insurance likely won't cover equipment rental activities, and construction equipment carries significant liability risk. Also, since you mentioned the equipment is unrelated to your IT consulting, consider whether mixing it into your existing LLC is the best approach. While you CAN have multiple business activities under one LLC, there are liability and operational reasons why you might want to keep them separate. If someone gets injured using your construction equipment, you don't want that to potentially impact your IT consulting business. From a tax perspective, given your level of planned involvement (website, maintenance, delivery), Schedule C definitely seems appropriate. Just make sure you're prepared for the self-employment tax implications that Aurora mentioned - it's a real cost to factor into your pricing. One last tip: start tracking your time spent on equipment rental activities from day one. The IRS loves documentation about your level of involvement if they ever question your Schedule C classification.
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AstroExplorer
ā¢This is really comprehensive advice, thanks! The liability insurance point is something I definitely hadn't considered but makes total sense with construction equipment. Do you have any recommendations for insurers that specialize in equipment rental coverage? Also, your suggestion about potentially separating the equipment rental into its own LLC is intriguing. Would that complicate the tax filing since I'd then have two single-member LLCs? Or would they both still just flow through to my personal return on separate Schedule Cs? I'm definitely going to start tracking my time involvement from day one - that documentation tip could save me a lot of headaches down the road if the IRS ever questions the classification.
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