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23 Has anyone used TurboTax or H&R Block software for this type of situation? Do they have good guidance for vacant rental properties or do I need to talk to an actual tax professional?
11 I used TurboTax last year for a similar situation. It asks good questions about when you started treating the property as a rental, but it didn't give very clear guidance on the "actively renting but vacant" scenario. I ended up calling their tax pro help line (extra fee) to confirm I was doing it right.
I went through something very similar with my rental property last year. One thing I learned is that you should keep really detailed records of everything - realtor communications, showing schedules, advertising receipts, maintenance done to prepare for rentals, etc. The IRS wants to see that you're genuinely trying to rent it out, not just claiming rental deductions on a vacant property. Also, don't forget about depreciation! Once you convert to rental use, you can start depreciating the property even if it's vacant. The depreciation basis is usually the lower of your original cost basis or the fair market value when you converted it to rental use. This can be a significant deduction that people sometimes miss. One last tip - consider getting a property management company involved if you haven't already. Even if they don't find tenants immediately, having professional management can strengthen your case that this is a legitimate rental business activity rather than just holding onto a property you can't sell.
Has anyone figured out how to efficiently import historical data from UltraTax to CCH Axcess? We've got about 200 business clients and manually reentering prior year data seems incredibly inefficient.
Your firm's IT department or CCH implementation team should be handling this! There's a data conversion utility specifically for TR to CCH migrations. It won't be perfect (plan for about 80-85% accuracy), but it's way better than manual entry. Push back on management if they're expecting you to do this manually.
Thanks for the heads up! I just spoke with our IT department and apparently they are planning to use the conversion utility, but hadn't communicated that to our team yet. They're going to run a test batch next week. Much relieved I won't have to do all this manually. Appreciate the advice to push back - I was just accepting it as part of the merger pain.
Going through a similar transition myself right now! One thing that really helped me was creating a comparison spreadsheet mapping the key functions between UltraTax and CCH Axcess. For multi-state returns, I found that CCH's state selection interface is actually more streamlined once you get used to it - instead of having separate screens for each state like in UltraTax, everything flows through the main return with state-specific worksheets. A couple of practical tips: First, spend time in the CCH Axcess demo environment before working on live client files. Second, for Caseware integration, make sure you understand how the trial balance imports work - it's quite different from the Thomson Reuters flow. The working papers sync much better once you get the mapping right. Also, don't hesitate to use CCH's screen sharing support sessions. They're more helpful than the generic training modules for learning the nuances of complex returns. Good luck with the transition!
That's really helpful advice about the demo environment! I hadn't thought about practicing there first before touching actual client files. Quick question - when you mention the trial balance import mapping being different, are you referring to the chart of accounts structure or something else? We have some clients with pretty customized GL accounts and I'm worried about how those will translate over from our current Thomson Reuters setup.
Does anyone know if tax advocate services are free? I'm in the same situation. Filed in March. Still waiting. Getting worried. Will they charge me? How long does it take to get help?
TAS is def free! I used them last yr when my refund was MIA for 4+ months. Just had to fill out Form 911 (weird name lol) and provide proof of hardship. Took about 3 wks to get assigned to someone but then things moved pretty quick after that. Just FYI they might ask for bank statements or bills to prove ur facing financial difficulties. Anyone else have faster results w/ them?
When I was in a similar situation to yours last tax season, I had to wait about 4 weeks just to get assigned to a TAS caseworker, compared to my friend in another state who got one in just 7 days. Seems like response times vary dramatically by location and how busy they are. Given we're now in September and approaching their busy season for year-end issues, I'd recommend submitting your request urgently if you're experiencing any financial hardship - don't wait another day!
I went through almost the exact same situation last year - filed in February, got the runaround from phone reps, and didn't see my refund until November. What finally worked for me was getting my congressional representative involved. I called their local office and spoke to their constituent services team. They have a direct line to the IRS and can actually get real answers instead of the generic "it's processing" response. Within two weeks of contacting them, I had a caseworker assigned and my refund was released. Don't feel bad about using this option - you've paid your taxes and followed all the rules, so you deserve proper service. Most representatives' offices handle these requests regularly and they're usually very helpful with IRS issues.
Just a quick tip - make sure you're tracking ALL your expenses related to your 1099 work! That can make a much bigger difference than investment losses. I do similar contract work and track things like: - Home office space - Internet/phone used for work - Computer equipment & software - Professional subscriptions - Mileage for any work travel - Professional development/training These deductions directly reduce your 1099 income before taxes are calculated, so they lower both income tax AND self-employment tax, which is huge!
What's the best app to track all this stuff? I've been trying to save receipts but it's getting messy.
I've had good luck with QuickBooks Self-Employed. It links to your bank account/credit cards and lets you swipe expenses as business or personal. It also has mileage tracking that runs in the background on your phone. There are cheaper options like Stride that are pretty good too. The key is finding something you'll actually use consistently. Even a simple spreadsheet works if you're diligent about updating it. The most important thing is keeping good records in case of an audit, so make sure whatever system you use allows you to store receipt images.
Great thread with lots of helpful advice! I'm also doing 1099 work for the first time this year and had similar questions about capital losses. One thing I want to add - if you're selling stocks at a loss specifically for tax purposes, be careful about the wash sale rule. If you buy back the same stock (or substantially identical securities) within 30 days before or after the sale, the IRS won't allow you to claim the loss for tax purposes. Also, since you mentioned you haven't been withholding taxes from your 1099 income, you might want to consider adjusting your W-2 withholding to cover some of the additional tax burden. You can submit a new W-4 to your employer to have extra taxes withheld from your regular paycheck. This can be easier than making quarterly estimated payments and helps ensure you're covered for the safe harbor rules others mentioned. The business expense tracking advice here is spot on too - those deductions can really add up and reduce both your income tax and self-employment tax burden!
Liv Park
Has anyone used FreeTaxUSA? I switched from TurboTax a couple years ago because of the ridiculous price increases. It only costs like $15 for state filing (federal is free) even with somewhat complex returns. I've been pretty happy with it for my moderately complex situation with some investment income and a small business.
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Leeann Blackstein
ā¢I've used FreeTaxUSA for the last 3 tax seasons and have been really impressed. It handles my rental property and 1099 contractor income without issues. The interface isn't as polished as TurboTax, but the guidance is clear and I've found their help articles more straightforward. Saved me about $120 compared to what TurboTax wanted to charge for the same forms.
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Yuki Watanabe
I've been in a similar situation with H&R Block - the inconsistent quality and slow error corrections are really frustrating. Based on everyone's advice here, I'm leaning toward trying the TurboTax + AI review combination for this year. One thing I'm curious about though - for those who've made the switch from H&R Block to self-filing, how do you handle the confidence factor? I always worry I'm going to miss something important or make a mistake that triggers an audit. The errors from H&R Block were annoying, but at least I felt like someone else was responsible if something went wrong. Also, has anyone dealt with estimated quarterly payments through these online platforms? That's been another headache with H&R Block - they never seem to calculate them correctly for my situation.
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Morgan Washington
ā¢The confidence factor was definitely my biggest concern when I switched from a preparer to self-filing! What helped me was starting with a tax software that has good audit support - both TurboTax and FreeTaxUSA offer audit assistance if you're selected for review. For the confidence piece, I actually keep detailed notes of my decisions and save screenshots of the guidance sections that influenced my choices. That way if questions come up later, I can trace back my reasoning. The AI review tools mentioned earlier (like taxr.ai) also help with that final confidence check. On estimated quarterly payments - TurboTax has been pretty solid for calculating these in my experience. It looks at your previous year and current year projections to suggest payment amounts. I set up automatic payments through EFTPS (the IRS online system) based on TurboTax's calculations and haven't had issues. Much more reliable than what I was getting from storefront preparers who seemed to just guess at the numbers.
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