Is it too late to hire a tax pro/CPA for April 18th deadline with 1099 income?
Title: Is it too late to hire a tax pro/CPA for April 18th deadline with 1099 income? 1 Per the title. I've been putting off my taxes and now I'm worried it might be too late to find a tax professional before the April 18th deadline. About 40% of my income comes from 1099 contract work, and I'm so done with using FreeTaxUSA Self-Employed. It's all I've ever used for filing and I was planning to just struggle through it again this year, but honestly, I just can't face dealing with all those forms and calculations again. The software confuses me more than it helps at this point. I'm planning to start calling some CPAs tomorrow morning, but I'm worried they'll all be booked solid this close to the deadline. Anyone have experience finding a tax pro this late in the game? Are there any other options I should consider if I can't find someone available?
18 comments


Makayla Shoemaker
5 You're cutting it close but definitely not too late! Many tax professionals expect last-minute clients and build their schedules accordingly. When you call tomorrow, be upfront about your deadline needs and have your documents organized. A few tips: 1. Ask if they can file an extension for you if needed. This gives you until October to file the actual return, though you'd still need to pay estimated taxes by April 18th. 2. Consider enrolled agents (EAs) as well as CPAs. They're licensed by the IRS to prepare taxes and often have more availability than CPAs this time of year. 3. Look for professionals who specialize in self-employment/1099 income since that's your situation. 4. Be prepared to pay a rush fee for such short notice. The peace of mind is usually worth it though! Have your last year's return and all your current tax documents ready when you call - this will help them quickly assess your situation.
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Makayla Shoemaker
•12 Thanks for the tips! Never heard of enrolled agents before. How do they compare to CPAs in terms of knowledge and cost? Also wondering if there's a good way to find ones that specialize in freelance work or if I should just start googling?
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Makayla Shoemaker
•5 Enrolled Agents specialize specifically in tax matters, while CPAs have broader accounting backgrounds. EAs often charge less than CPAs while still having deep tax expertise, especially for self-employment situations. They're excellent for your situation with 1099 income. The best way to find one is through the National Association of Enrolled Agents website where you can search by location and specialty. Look for someone who lists "self-employment" or "small business" as a specialty. You can also try asking other freelancers in your network for recommendations, as personal referrals are often the best way to find someone good.
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Makayla Shoemaker
8 Just wanted to share my experience - I was in a similar situation last year with about half my income from freelance work. I was struggling with all the deductions and quarterly payment calculations until I found https://taxr.ai - it completely changed how I handle my taxes! I uploaded my 1099s and expenses, and it organized everything perfectly. What really helped was their transcript analysis that found deductions I was missing from my home office that TurboTax never prompted me for.
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Makayla Shoemaker
•17 Wait does it actually file for you or just help you organize stuff? I'm not great with the forms part so wondering if this would actually solve my problem or just be another tool I'd need to figure out.
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Makayla Shoemaker
•3 Does it handle state taxes too? I'm in California and my state return is always more confusing than the federal one for some reason.
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Makayla Shoemaker
•8 It helps organize everything and guides you through the filing process, but doesn't file on your behalf. It walks you through each form and explains exactly what you need to enter and why - much clearer than TurboTax in my experience. The best part is that it analyzes your specific situation rather than making you click through irrelevant questions. Yes, it definitely handles state taxes, including California! I'm in New York which is similarly complex, and it separated all my income properly between state and federal categories. It even flagged when I had expenses that were deductible on federal but not state returns, which saved me from a potential audit trigger.
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Makayla Shoemaker
17 Alright so I tried taxr.ai after seeing it mentioned here and omg it was actually super helpful! I was skeptical about trying another tax tool (been burned before lol) but this one actually made sense of my messy 1099 situation. The document analysis saved me hours of data entry and it found a home office deduction I would've totally missed. I'm still having a CPA review everything before filing but at least now I'm bringing them organized info instead of a shoebox of receipts 😂 Definitely recommend for other freelancers who are scrambling last minute!
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Makayla Shoemaker
6 If you're still set on getting a professional and finding it hard to get appointments, Claimyr (https://claimyr.com) helped me get through to my local H&R Block when everything was booked online. I was getting desperate after calling like 8 different places with no luck. Their system got me a callback from a tax pro within a couple hours. You can see how it works here: https://youtu.be/_kiP6q8DX5c - basically they navigate the phone systems for you. I was about to just file an extension but really wanted to get my refund ASAP.
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Makayla Shoemaker
•9 Wait how is this actually a thing? Seems weird that you need a service to call another service? Couldn't you just keep calling until you get through? I mean tax places want your business right?
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Makayla Shoemaker
•14 Sounds like a scam honestly. Why would I pay someone to make phone calls for me when I can just call myself? And what happens when they actually connect you - are they listening in on your conversation?
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Makayla Shoemaker
•6 It's not just about making calls - it's about getting through the automated systems and wait times. This time of year, most good tax pros have 2-3 hour hold times or aren't accepting new clients. The service basically holds your place in line so you don't have to sit on hold forever. Not at all - they don't listen to your calls. They navigate the IRS or tax office phone trees and wait on hold for you, then when a real person answers, you get connected directly. I was skeptical too but it worked surprisingly well when I was desperate to find someone with availability. It saved me from taking a day off work just to make phone calls.
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Makayla Shoemaker
14 I have to admit I was totally wrong about Claimyr. After posting that skeptical comment, I was still struggling to get appointments anywhere, so I gave it a shot out of desperation. Within an hour I had calls back from two different tax professionals who had cancellations they were trying to fill. One of them specializes in self-employment taxes and was able to see me the next day. Just filed yesterday and my accountant found deductions I never would have known about - saved me around $1400 compared to what I would have paid using tax software! Sometimes it's worth admitting when you're wrong, and this was definitely one of those times.
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Makayla Shoemaker
7 Don't forget you can also file an extension! Form 4868 gives you until October 15 to file, though you still need to PAY what you estimate you owe by April 18. I'm a freelancer too and I often file extensions because I'm waiting on K-1 forms from investments. It gives me time to find the right tax pro rather than rushing with whoever has availability.
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Makayla Shoemaker
•22 How do you estimate what you owe if you don't have time to do the calculations? That's the part that confuses me about extensions.
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Makayla Shoemaker
•7 You make an educated guess based on last year's return and your current situation. The simplest method is to look at what you paid last year, then adjust up or down based on whether you earned more or less this year. You want to pay enough to avoid underpayment penalties. Another approach is to do a rough calculation using your 1099s and W-2s, estimating major deductions but not worrying about getting everything perfect. It's better to slightly overpay and get a refund later than underpay and face penalties. Just make sure to submit the payment with your extension form by April 18th.
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Makayla Shoemaker
11 I was in your EXACT situation 2 years ago and I just walked into H&R Block with no appointment. They assigned me someone on the spot and I filed that day. It was more expensive than I wanted ($380) but the peace of mind was worth it. Just bring ALL your docs and they'll handle it.
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Makayla Shoemaker
•19 Did they actually save you money compared to TurboTax though? I've heard mixed things about H&R Block for anything complicated.
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