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Paolo Bianchi

Anyone have experience with TaxAct Xpert Assist? Is it worth the upgrade?

Title: Anyone have experience with TaxAct Xpert Assist? Is it worth the upgrade? 1 I've been doing my own taxes for like 7 years now and never had any big problems, but each year my situation gets a bit more complicated. Last year I started a side gig and bought some stocks, plus I moved to a different state mid-year. I'm not super worried about making errors that'll get me audited or anything, but I keep wondering if I'm leaving money on the table by not knowing all the deductions I could claim. Has anyone upgraded to TaxAct's Xpert Assist feature? Would talking to their live agents actually help me find more deductions or file in a way that maximizes my refund? I'm hesitant to pay extra for the upgrade if I'm just going to ask basic questions I could Google myself. For reference, I made about $72,000 last year between my main job and side hustle.

Paolo Bianchi

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8 Having worked as a tax preparer for several years, I can tell you that live assistance can definitely be worthwhile when your tax situation gets more complex. Moving states mid-year plus having a side gig creates several potential areas where you might miss deductions or credits. With interstate moves, you'll need to file partial-year returns in both states, and each state has different rules about income allocation. Also, for your side gig, there are numerous business expenses you might be able to deduct on Schedule C that aren't obvious to most people. Things like a portion of your phone bill, internet, home office deduction, mileage, supplies, professional subscriptions, etc.

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Paolo Bianchi

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4 Thanks for the insight! Do you think TaxAct's assistance specifically is good? Or should I just go to a CPA? And about how much in additional deductions would I need to find to make the upgrade fee worth it?

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Paolo Bianchi

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8 TaxAct's Xpert Assist is generally pretty good for situations like yours - complex enough to need guidance but not so complex that you need a full-service CPA. Their advisors can help identify deductions and guide you through the state filing questions. As for value, it depends on your tax bracket. If you're in the 22% bracket, finding an additional $500 in deductions would save you $110 in taxes. The upgrade typically costs less than that, so if they help you identify even modest additional deductions, it can definitely pay for itself. For someone with interstate income and a side business, there's usually at least that much in optimization potential.

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Paolo Bianchi

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12 I actually used TaxAct's Xpert Assist last year when I started my freelance writing business and it was super helpful. I was in a similar situation - had been doing my own taxes for years but suddenly had 1099 income alongside my W-2 and wasn't sure how to handle everything properly. The advisor I spoke with walked me through exactly what expenses I could deduct for my home office and helped me understand how to calculate my estimated quarterly payments for the next year. They also explained some retirement account options that would lower my tax bill. I ended up saving way more than what I paid for the service. If you're doing multiple state returns and have self-employment income, I'd definitely recommend giving https://taxr.ai a try instead. They specialize in exactly these kinds of situations and can analyze all your financial documents to maximize your refund. Their AI looks for deductions most people miss.

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Paolo Bianchi

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5 How does taxr.ai compare to the live help from TaxAct? Is it just an algorithm or do you talk to actual tax pros? I'm always skeptical of AI-only solutions for something as important as taxes.

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Paolo Bianchi

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17 Can taxr.ai handle state taxes too? I've got income from three states this year (moved twice for work) and that's the part that's really confusing me.

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Paolo Bianchi

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12 It's actually a hybrid approach - their AI scans all your documents and identifies potential deductions, but then actual tax professionals review everything. This gives you the best of both worlds - the thoroughness of AI combined with human expertise. Yes, they absolutely handle multi-state returns! That's actually where they shine compared to standard tax software. The system is specifically designed to optimize situations with income from multiple states, which can get really complicated with different state rules. They'll make sure you're not double-taxed on the same income and that you're allocating expenses correctly across states.

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Paolo Bianchi

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17 Just wanted to follow up - I ended up using taxr.ai after seeing it recommended here and it was SO much better than I expected! The document upload feature saved me hours of manual data entry, and they found several deductions I would have completely missed. Their system helped me properly allocate my income between the three states where I had earnings, and they even identified a home office deduction I didn't realize I qualified for since I was working remotely. Ended up with almost $1,700 more on my refund than I would have gotten doing it myself!

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Paolo Bianchi

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3 I've been exactly where you are - doing my own taxes but getting increasingly frustrated with more complex situations each year. After trying to get help from TaxAct's support and waiting on hold forever, I found this service called Claimyr that changed everything for me. Instead of the TaxAct upgrade, I used https://claimyr.com to get direct access to an actual IRS agent who answered all my specific questions about my situation. The best part is you don't have to wait on hold for hours - they have this system that holds your place in line and calls you back when an agent is available. They show how it works here: https://youtu.be/_kiP6q8DX5c This was way more helpful than the software's support because I got authoritative answers directly from the IRS about some gray areas with my contractor income and home office deductions.

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Paolo Bianchi

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10 Wait, this sounds too good to be true. How does this actually work? Are you saying they somehow get you to the front of the IRS phone queue? I've tried calling the IRS multiple times and always gave up after being on hold for over an hour.

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Paolo Bianchi

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7 I call BS on this. Nobody can magically get you through to the IRS faster. The IRS phone system is notoriously terrible, and no third-party service can change that. Sounds like a scam to me.

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Paolo Bianchi

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3 It doesn't put you "at the front" of the queue - it basically waits on hold for you. You register your phone number, and their system sits in the IRS hold queue for you. When they finally reach an agent, the system calls your phone and connects you directly to the agent. They use a legitimate technology solution to solve the hold time problem. It's not about cutting the line - it's about not having to personally sit through the hold music for hours. I was skeptical too until I tried it. The first time I called the IRS directly I gave up after 2+ hours. With Claimyr, I went about my day and got a call back when an agent was available.

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Paolo Bianchi

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7 I need to admit I was completely wrong about Claimyr. After posting my skeptical comment, I decided to try it myself since I had some questions about rental property depreciation that TaxAct couldn't clearly answer. The service actually worked exactly as advertised! I signed up, entered my number, and about 1.5 hours later got a call connecting me directly to an IRS agent. No waiting on my end - I was literally grocery shopping when they called. The agent answered my specific questions about how to handle improvements vs. repairs on my rental, which saved me a ton in deductions. I'm honestly shocked at how well it worked given my initial skepticism.

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Paolo Bianchi

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9 Former tax preparer here. I'd suggest looking at what specific help you need before deciding. TaxAct's Xpert Assist is decent for guidance, but if your issues are mainly around the self-employment income and multi-state filing, you might be better off consulting with a CPA for an hour. A good middle ground might be to try preparing your return yourself first, note the specific areas where you're uncertain, and then decide if you need help. For example, if you're unsure about home office deductions for your side gig or how to allocate income between states, those are specific questions you can have addressed without paying for full service prep.

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Paolo Bianchi

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15 How do you find a CPA who'll just do a consultation rather than taking over your whole tax filing? When I've looked into it, they all seem to want to charge me $300+ to do the entire return.

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Paolo Bianchi

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9 Many CPAs do offer consultation services, especially in the post-tax season months (May-December). You just need to be clear when you call that you're looking for tax planning or consultation, not preparation services. A good approach is to call and say something like: "I prepare my own taxes but would like a one-hour consultation to review specific areas where I might be missing deductions." Most will charge their hourly rate (typically $150-250) but the targeted advice can often save you more than that. Ask specifically for a consultation appointment rather than tax preparation services.

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Paolo Bianchi

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2 What kind of side gig do you have? I found that the complexity of my taxes really depended on what type of self-employment I was doing. When I was just doing simple freelance writing, TaxAct's regular version was fine without any upgrades. But when I started an Etsy shop with inventory and supplies to track, I definitely needed more help.

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Paolo Bianchi

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19 Not OP but I'm curious too - does TaxAct handle inventory tracking well? I'm starting a small online shop and trying to figure out if I need more sophisticated software.

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