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Don't forget about state tax implications! My accountant reminded me that some states have different rules about deducting these seller financing expenses than the federal government does. In my state, I was able to deduct the loan origination fees against my state income even though they weren't deductible on my federal return due to the suspension of miscellaneous itemized deductions. Check your state's specific rules or talk to a local tax professional.
Great question about the tax software! Most mainstream tax programs like TurboTax, TaxAct, and H&R Block do handle basic state conformity differences automatically, but they often miss the nuanced situations like seller financing expenses. For example, my state (California) doesn't conform to the federal suspension of miscellaneous itemized deductions, so I was able to deduct my loan setup costs on my state return even though they weren't deductible federally. However, my tax software initially missed this and I had to manually override it. I'd recommend checking your state's department of revenue website or publication on itemized deductions. Look specifically for any mentions of "federal conformity" or "miscellaneous itemized deductions." If your state doesn't conform to the federal suspension (like California, New York, and several others), you may be able to deduct those amortized loan origination costs on your state return. Also keep in mind that some states treat interest income differently than the federal government, which could affect how you report the offsetting servicing fee deductions.
This is really helpful information about state tax differences! I'm dealing with a seller financing situation myself and hadn't even thought about checking state-specific rules. Quick question - when you say you had to "manually override" your tax software, does that mean you just entered the deduction on a different line, or did you have to file an amended state return? I want to make sure I handle this correctly from the start rather than having to fix it later. Also, for states that don't conform to the federal suspension, do you still need to amortize those loan origination costs over the loan term, or can you deduct the full amount in the first year on the state return?
Quick question for anyone who's handled seller financing before - which tax software best handles reporting these kinds of transactions? I used TurboTax last year but I'm not sure if it will properly guide me through the amortization of the upfront fees and the correct placement of the monthly servicing costs.
I've done seller financing for several properties and found that H&R Block's premium version handled it better than TurboTax. It specifically asked about loan origination costs and gave clear guidance on amortizing them over the loan term. It also had a specific section for investment expenses related to interest income.
Based on my experience with a similar situation, you're definitely on the right track thinking these costs are deductible. I sold a rental property to my nephew using seller financing last year and faced the exact same question about those third-party service fees. Here's what I learned: The upfront setup fee gets treated like points on a mortgage - you amortize it over the 30-year loan term. So if you paid $3,000 upfront, you'd deduct $100 per year ($3,000 รท 30 years). The monthly servicing fees are fully deductible each year as investment expenses since they're directly related to earning your interest income. Since your property transitioned from personal residence to rental before the sale, make sure you're also prepared for the depreciation recapture on the rental portion when you file. The seller financing doesn't change how you report the actual property sale - that's separate from the loan arrangement. I'd recommend keeping very detailed records of all these third-party fees and clearly separating them from any closing costs related to the actual property transfer. The IRS likes to see clean documentation when it comes to related-party transactions, especially with the "arm's length" requirement you mentioned.
Diego, this backwards date jump is actually pretty normal during processing! I've seen it happen with my returns multiple times over the years. The "as of" date basically shows when the IRS system last updated your account, and it can bounce around while they're working through different stages of review. Since you mentioned you drive for Uber, they might just be cross-referencing your 1099s or doing routine verification on gig income - totally standard stuff. I wouldn't stress about it. Keep an eye on your transcript for any new transaction codes, but the date jumping backwards by itself isn't a red flag. Usually means they're just working through their normal process!
@Jayden Hill Thanks for the reassurance! That makes total sense about the gig income verification. I was wondering if it had something to do with my Uber 1099s since those can be tricky sometimes. Good to know this is just part of their normal process and not something I need to panic about. Really appreciate everyone jumping in to explain this - definitely helps calm the nerves when you see weird stuff happening with your refund! ๐
Hey Diego! I've been dealing with IRS transcripts for my small business for about 8 years now, and this backwards date thing used to freak me out too until I learned what was actually happening. Think of the "as of" date like a processing checkpoint - it's not necessarily chronological. When it goes backwards, it usually means they're pulling your return back to an earlier stage for additional review or verification. For gig workers like yourself, this is super common because the IRS often does extra checks on 1099 income to make sure everything matches up with what companies reported. The good news is that in my experience, when they do this kind of verification, it actually tends to speed things up once they're done because they've already thoroughly reviewed everything. I'd expect to see movement on your transcript within the next 1-2 weeks. Just keep checking weekly (not daily - that'll drive you nuts) and look for any new transaction codes that pop up!
@Fatima Al-Hashemi This is really helpful context! I m'actually going through something similar right now - my as of date jumped from 3/5 back to 2/20 and I ve'been checking daily like you said not to do ๐ It s'good to know that the backwards jump for gig income verification might actually speed things up in the end. I drive for DoorDash and was worried they found some discrepancy with my 1099s. Your explanation about it being like a processing checkpoint makes way more sense than thinking the IRS has a time machine! Definitely going to try to limit myself to weekly checks now instead of obsessing over it every day.
Has anyone used Cash App Tax for self-employment income? I do freelance graphic design and the self-employment taxes always confuse me.
I used it for my consulting side gig last year. It walks you through the Schedule C stuff pretty well. Just make sure you have good records of all your business expenses because that's where you can save a lot on taxes. It prompted me to consider deductions I hadn't even thought about like a portion of my internet bill and cell phone since I use them for work.
I've been using Cash App Tax for the past two years and it's been solid for my situation. I have W-2 income plus some contractor work (1099s), and it handled everything without issues. The interface is clean and asks the right questions to make sure you don't miss anything important. One thing I really appreciate is that it doesn't try to upsell you at every step like some other tax software does. It's genuinely free for federal and state filing, which saved me around $120 compared to what I was paying before. The only downside I've found is that customer support can be slow if you run into problems, but for straightforward tax situations like yours, you probably won't need to contact them. I'd say give it a try - worst case scenario, you can always switch to a professional if you get stuck partway through.
That's really helpful to know about the no upselling aspect! I hate when tax software tries to push premium features you don't need. Quick question - does Cash App Tax handle estimated tax payments if you need to make quarterly payments for next year? Or do you have to figure that out separately?
Giovanni Ricci
chime user here - filed 1/19, accepted same day, refund hit my account 1/24! no credits or anything complicated tho
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Yuki Yamamoto
โขur so lucky! manifesting this energy rn ๐
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Fiona Gallagher
Also using Chime for my refund this year! Filed on 1/28 and got accepted the same day. My transcript updated yesterday showing a DDD of 2/14, so fingers crossed Chime releases it a day or two early like they usually do. The IRS website says to expect 21 days for most returns, but simple returns without credits typically process much faster. Good luck everyone! ๐ค
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