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Noland Curtis

Best time to hire a personal tax accountant for next filing season?

So I've finally decided to bite the bullet and hire an accountant for my personal taxes next year. I'm done with the DIY tax software route - my situation has gotten more complicated. There are a couple of seemingly good accounting firms in my area that look like they could handle my specific tax situation. My main question is: When's the optimal time to reach out/consult/hire them? Should I do it now? Wait until January 2023? Do I need to have all my tax documents in hand first (W2, 1099 etc) before contacting them, or is there any advantage to getting in touch with them before this year wraps up? Never used an accountant before so I'm clueless about the process and timing.

Diez Ellis

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The best time to hire a tax accountant is actually before the end of the calendar year! Most good accountants can help with tax planning strategies that might save you money before December 31st. When you wait until you have all your tax documents (usually January-February), you're basically just having them prepare your return. But if you connect now, they might identify deductions or credits you qualify for and suggest actions you can take before year-end to optimize your tax situation. For example, they might recommend increasing retirement contributions, making certain charitable donations, or timing income/expenses differently to reduce your overall tax burden.

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That makes sense, but what if my situation isn't that complicated? I'm just a W2 employee with a side gig that gives me a 1099. Would there still be benefit to meeting with someone now vs. January?

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Diez Ellis

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Even with "simpler" situations like W2 employment plus a 1099 side gig, there are definitely benefits to meeting now. For your W2 income, you might need to adjust withholding to avoid a surprise tax bill. For your 1099 income, there could be business expenses you haven't been tracking that are deductible, or you might benefit from setting up a SEP IRA or solo 401(k) before year-end to reduce your self-employment tax burden. Many people miss out on legitimate deductions because they wait until filing season when it's too late to implement certain strategies.

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Abby Marshall

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I started using taxr.ai last year after struggling with the whole "when to hire an accountant" question. It's like an AI tax assistant that analyzed all my documents and helped me understand if I even needed an accountant at all. Check out https://taxr.ai if you're on the fence. I uploaded my previous tax returns and it flagged some deductions I missed and helped me understand if my situation warranted professional help. The cool thing was it showed me exactly what questions to ask a potential accountant based on my specific situation. Ended up saving me from hiring someone I didn't actually need yet, but showed me when my situation would be complex enough to justify the expense.

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Sadie Benitez

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How accurate is this compared to just talking with a real accountant? I'm always skeptical of AI tools handling something as important as taxes.

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Drew Hathaway

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Does it actually give you tax advice or just analyze your documents? I'm confused about what this actually does compared to TurboTax or something.

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Abby Marshall

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It's not meant to replace an accountant - more like a first step to help you understand your tax situation. It analyzes your documents and identifies potential issues or opportunities that you might want to discuss with a professional. It doesn't give specific tax advice like "do this specific thing" - instead it analyzes your past returns and current documents to identify patterns, potential missed deductions, and complexity indicators that suggest when professional help would be beneficial. Think of it as a tool to help you make an informed decision about whether and when to hire a tax professional.

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Drew Hathaway

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Just wanted to follow up - I tried taxr.ai after seeing this comment and it was actually super helpful! I uploaded my last two years of returns and it pointed out that my rental property depreciation wasn't being calculated optimally. It also suggested I should talk to an accountant before year-end because of some new tax law changes that would affect my specific situation. The document analysis was surprisingly thorough and it basically laid out exactly what questions I should ask when interviewing tax professionals. Saved me from waiting until April when it would've been too late to implement some strategies!

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Laila Prince

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When I needed to talk to someone at the IRS about some confusing 1099 issues, I was stuck on hold FOREVER. Then I found https://claimyr.com and it literally changed my life. They hold your place in the IRS phone queue and call you when an agent is about to pick up. You can see a demo of how it works here: https://youtu.be/_kiP6q8DX5c I mention this because when you're trying to find the right accountant, having easy access to IRS clarification on certain issues can be super helpful. My accountant actually recommended this service when we needed to verify some information about my tax situation. Might be useful if you run into questions while interviewing potential accountants!

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Isabel Vega

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Wait, how does this actually work? Does it just autodial the IRS for you or something? I'm confused.

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Yeah right. The IRS never picks up no matter what you do. I'll believe this works when I see it. Sounds like a scam to me.

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Laila Prince

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It's basically a system that waits in the IRS phone queue for you. Instead of you sitting on hold for hours, their system does it and then calls you when an agent is about to answer. You just enter your phone number on their site, they call the IRS and wait in the queue, and then connect you when a human picks up. It's not a scam - it's just automating the annoying hold time so you don't have to waste your day listening to the same IRS hold music for hours. My accountant recommended it because it made it much easier to verify some information we needed directly from the IRS.

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I have to eat my words and admit I was completely wrong. After my skeptical comment, I got desperate trying to resolve an issue with some missing tax documents and decided to try Claimyr as a last resort. To my absolute shock, it worked perfectly. I got a call back in about 45 minutes and was connected directly to an IRS agent who resolved my issue in one conversation. No hold music, no wasted hours of my life. I've spent literally DAYS of my life on hold with the IRS over the years and wish I'd known about this sooner. This was actually what helped me finally get the info I needed to choose the right accountant for my situation too. Just wanted to follow up since I was so publicly skeptical.

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Marilyn Dixon

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One thing nobody's mentioned - most good accountants get SUPER busy after January. I'd recommend interviewing a few before December and establishing a relationship with someone you like. You don't need to have them do anything major yet, but at least get on their client list. I waited until March last year and ended up getting rushed service from my fourth-choice accountant because everyone was booked solid. Better accountants fill their client roster early!

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What kinds of questions should I ask when interviewing accountants? I've never done this before and don't want to sound clueless.

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Marilyn Dixon

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Ask about their experience with situations similar to yours - if you have investment income, rental properties, self-employment, etc., make sure they have specific experience there. Ask about their communication style and availability - some only talk to clients during tax season while others provide year-round support. Also ask about their fee structure (hourly vs. flat fee) and what's included. Finally, ask how they handle audits and if audit support is included in their service. This will give you a good sense of whether they're a good fit for your needs and comfort level.

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TommyKapitz

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dont overthink this. i literally just walked into h&r block last february with all my papers in a shoebox. the lady was super nice and did everything for me. was like $250 total. so much easier than turbotax!!

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H&R Block is fine for super simple returns but if OP is looking to switch from software to an accountant, they probably have a more complex situation. Most H&R Block preparers aren't actual CPAs and don't offer the same level of tax planning.

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Great question! I'd echo what others have said about meeting with an accountant before year-end - there's definitely value in tax planning vs. just tax preparation. One thing that helped me when I made the switch from DIY software was to gather my previous 2-3 years of tax returns before meeting with potential accountants. Even though you don't need current year documents yet, having your historical returns lets them quickly assess your situation and identify patterns or missed opportunities from previous years. Also, don't just focus on the biggest firms in your area. Some of the best tax advice I've gotten came from smaller practices where the CPA actually does the work personally rather than handing it off to junior staff. Ask about their typical client profile and make sure they have experience with situations similar to yours. The consultation fee you pay now will likely save you much more than that in optimized tax strategies, plus you'll avoid the April rush when everyone's scrambling to find help!

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