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Ask the community...

  • DO post questions about your issues.
  • DO answer questions and support each other.
  • DO post tips & tricks to help folks.
  • DO NOT post call problems here - there is a support tab at the top for that :)

Zara Ahmed

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Has anyone else noticed that tax software seems to be getting buggier every year? I used to never have these problems, but the last 3 years I've had weird glitches with multiple platforms. Is it just me???

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Luca Conti

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Not just you. I think they keep adding "features" every year without properly testing them. I've gone back to using a simple paid preparer because I was tired of dealing with software issues. Sometimes old school is better!

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I've definitely noticed this too! I think part of the problem is that they're trying to compete with each other by adding more automated features like document importing, but they're not giving enough time to properly test these systems before tax season hits. When millions of people are all trying to file at once, even small bugs become major headaches. That's probably exactly what happened with the H&R Block import issue that started this whole thread.

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Emma Thompson

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I went through something very similar last year! You're absolutely right that you can switch to any other tax software since H&R Block never actually transmitted your return to the IRS. I ended up using FreeTaxUSA after my initial software had issues, and it worked perfectly. One tip that saved me a lot of headache - before you start with the new software, gather all your original tax documents (W-2s, 1099s, etc.) and enter everything manually instead of using any import features. Yes, it takes a bit longer, but after dealing with one import glitch, I didn't want to risk another one. Plus, manually entering gives you a chance to double-check all your numbers. The IRS won't have any record of your attempted filing with H&R Block, so you're completely in the clear to file fresh with whoever you choose. Good luck!

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Avery Davis

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Thanks for the advice about manual entry! I'm definitely leaning toward doing that now after all these software horror stories. Better to spend an extra 30 minutes entering everything by hand than deal with another rejection. Did you find FreeTaxUSA's interface pretty straightforward for manual entry? I've never used them before but I'm considering them as an option since everyone seems to mention TurboTax and I want to try something different.

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Has anyone used TurboTax for this situation? I'm in a similar spot with increasing income and decreasing refunds and wondering if the software can help me understand what's happening.

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I use TurboTax every year and they do have a W-4 calculator tool that can help you figure out the right withholding. It's not as detailed as some dedicated withholding calculators, but it gets the job done. After you finish your return, it usually asks if you want to adjust your withholding for next year based on this year's results.

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I've been through this exact same situation and it can be really frustrating! What you're experiencing is completely normal tax behavior, but I know it doesn't feel that way when you're used to getting larger refunds. Here's the key thing to understand: your refund isn't actually "shrinking" - what's happening is that you're getting your money throughout the year in your paychecks instead of as one lump sum refund. When you claim your children on your W4, you're essentially telling your employer "I have dependents, so withhold less tax from each paycheck because my final tax liability will be lower." The periods where they stopped withholding federal taxes entirely likely happened because your W4 indicated you'd have little to no tax liability based on your dependents and income at that time. But as your annual income grew, you ended up owing more than initially calculated. Here's what I'd recommend: use the IRS withholding calculator on their website (it's free!) to figure out exactly how much should be withheld based on your current income and family situation. You can then adjust your W4 accordingly - whether you want smaller paychecks with a bigger refund, or keep things as they are with more money in each paycheck. Remember, ideally you want to break even or get a small refund - that means you kept your money working for you all year instead of giving the government an interest-free loan!

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This is really helpful! I just want to make sure I understand - when you say "break even or get a small refund," what's considered "small"? Is getting back $4,000 like the original poster still too much, or is that in the right range? I'm trying to figure out if I should adjust my own withholding.

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Quick tip from someone who got audited: the IRS specifically flagged my high meal expenses compared to my business revenue. Now I follow the 5 W's rule - document Who, What, Where, When, and Why on every receipt. I snap a pic with my phone and use the notes feature to add this info right away.

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Charlie Yang

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What app do you use for tracking this stuff? Been using just the regular notes app but wondering if there's something better.

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I've been dealing with this exact same confusion as a freelance graphic designer! One thing that really helped me was creating a simple spreadsheet template for meal tracking. I include columns for date, amount, location, who I was with, business purpose, and a photo of the receipt. My accountant told me the biggest mistake people make is not being specific enough about the business purpose. Instead of writing "client meeting," I write "discussed Q1 marketing campaign with ABC Company - reviewed design concepts and timeline." The IRS wants to see that actual business was conducted, not just that you happened to eat with someone. Also learned the hard way that coffee meetings count too if you're discussing business! I was missing out on deducting all those Starbucks meetings with potential clients. Just make sure you're consistent with your documentation from day one.

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TommyKapitz

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This spreadsheet approach sounds really smart! I'm just starting out with my own small business and have been throwing receipts in a shoebox like an amateur. Do you have a template you'd be willing to share? Also, how do you handle situations where you're grabbing coffee with someone but the business discussion is pretty informal - like when you're just getting to know a potential client? I'm never sure if those count or if there has to be a specific project being discussed.

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Tami Morgan

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I went through something similar when I had to backfile my 2019 taxes last year. One thing that really helped me was checking with my bank statements from 2018 - if you had direct deposit, you can often figure out your net pay amounts and work backwards. What I did was look at my December 2018 bank deposits and compare them to my gross wages on the IRS transcript. The difference between gross and net pay includes all withholdings - federal taxes, state taxes, FICA, and any other deductions like health insurance or 401k contributions. If you can find your final paystub from 2018 or even your January 2019 paystub (which often shows year-end totals), that would be ideal. But the bank statement method can at least give you a reality check on whether any estimates you get seem reasonable. Also, don't forget that your state might have had different withholding rules in 2018 compared to now - some states changed their tax laws after the federal tax reform that year. So if you do use estimation methods, make sure you're using 2018 tax tables and rates, not current ones.

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Marilyn Dixon

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That's a brilliant approach using bank statements to work backwards! I never thought about using the direct deposit amounts to figure out the withholdings. I definitely have my bank statements from 2018 saved digitally, so I can try that method. Your point about using 2018 tax tables instead of current ones is really important too - I would have definitely made that mistake and used today's rates. Do you know if the IRS or state tax websites keep archived tax tables from previous years? I want to make sure I'm getting the right withholding percentages for that tax year. The paystub idea is great too. I'm pretty sure my January 2019 paystub would have shown the year-end totals for 2018. I need to dig through my old files this weekend and see what I can find. Thanks for all these practical suggestions!

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Omar Fawaz

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I actually work in payroll and can share some insights that might help! One thing that often trips people up is that state withholding amounts can vary significantly based on when during the year you started or stopped working with an employer, even if your annual income was similar to other years. If you do end up having to estimate your state withholding, here's a more precise method: Look at your federal transcript to see exactly when your W-2 wages were earned throughout 2018 (the IRS transcript sometimes shows quarterly breakdowns). Then use your state's 2018 withholding tables with your actual filing status and allowances from that year. Also, many people don't realize that if you moved between states during 2018 or worked for multiple employers in different states, you might have state withholding from more than one state. Your IRS transcript won't show this breakdown, but it's something to consider when doing your calculations. One more tip - if you end up contacting your former employer and they're still in business, ask specifically for your "annual wage and tax statement" rather than just asking for your W-2. Sometimes HR departments have different filing systems, and using the official terminology can help them locate your records more quickly.

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I worked as a TurboTax Live Full Service Expert - my honest take on who should use it

I spent the last tax season working as a TurboTax Live Full Service Tax Expert, and I've got to say, the concept is solid. You upload your documents, and someone like me handles everything to deliver your completed return in about a week or so. That said, I've noticed certain people probably shouldn't be using this service. First, elderly folks often struggle with the tech requirements. You need to upload your ID for verification and communicate through the app or program. I had several senior clients who were so uncomfortable with technology that I had to recommend they visit a local tax professional instead. They just couldn't navigate the platform effectively enough to complete the process. Second, if you've got a super basic return - single filing status with one W2, no investments, no rental properties, no carryforward items - why pay for full service? TurboTax was literally designed so people with straightforward situations could file without paying someone like me. It takes me about 5 minutes to do these returns. On the flip side, if your situation is extremely complex with multiple partnerships, several business ventures, complicated foreign investments and similar scenarios, you're probably better off hiring a dedicated tax professional. Even if I can handle it, these complex returns take substantial time that could serve multiple other clients. One last thing worth mentioning - as a credentialed tax professional, I follow strict ethical guidelines. I can't and won't put my name on returns I believe contain fraudulent information. I'm not going to report anyone, but I absolutely reserve the right to decline working on a return that seems questionable. Nothing personal, just professional standards.

Liam Duke

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As a newcomer to this community, I really appreciate this detailed insider perspective! I've been on the fence about whether to upgrade from DIY TurboTax to the Full Service option, and your honest breakdown of who should and shouldn't use it is incredibly valuable. I'm particularly reassured by your comments about the ethical standards and professional credentials. It's good to know there are actual tax professionals with real accountability reviewing these returns, rather than just automated software doing everything. The fact that you can decline questionable returns and have management support for those decisions gives me confidence in the service's integrity. My situation sounds like it fits right in your "sweet spot" - I have W-2 income plus some freelance consulting work that started last year, along with a few investment accounts that always leave me second-guessing myself during tax season. Last year I spent an entire weekend trying to figure out quarterly estimated payments and business expense categories, and I'm still not sure I got everything right. The one-week timeline sounds reasonable for planning purposes, though I'll definitely heed your advice about starting early to avoid peak season delays. Your point about seniors struggling with the technology is also helpful - I was considering recommending this service to my parents, but it sounds like a local face-to-face preparer would be better for them. Thanks for taking the time to share your honest experience from the inside - this kind of real-world insight is exactly what people need to make informed decisions about their tax preparation!

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Welcome to the community! Your situation with W-2 plus freelance consulting and investments is exactly what I had in mind when talking about that complexity sweet spot. You're definitely making the right call considering Full Service - those quarterly estimated payments can be tricky to get right, and business expense categorization has a lot of nuances that aren't immediately obvious when you're new to freelance work. You're absolutely right about your parents - the technology barrier is real for many seniors. The document upload process and app-based communication can be frustrating if you're not comfortable with digital platforms. A local preparer who can sit down with them in person is usually worth the extra cost for that demographic. One thing I'd suggest as you're deciding: if you do go with Full Service this year, really engage with the process when you get your completed return. Ask your assigned expert questions about their decisions, especially around the business deductions and quarterly payment calculations. That way you're not just getting professional results, but also learning how everything works for future reference. The peace of mind factor is huge when you're dealing with business income, since the IRS does tend to scrutinize Schedule C filings more closely. Having a credentialed professional handle everything correctly from the start can save you headaches down the road. Good luck with whatever option you choose - sounds like you're approaching this decision thoughtfully!

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As a newcomer to this community, this is exactly the kind of honest, insider perspective I was looking for! I've been struggling to decide whether to upgrade from regular TurboTax to the Live Full Service option, and your breakdown really clarifies who this service is actually designed for. I'm in that middle complexity zone you described - W-2 income from my day job plus some side consulting work that's grown significantly over the past year, along with a few investment accounts that always leave me second-guessing myself. Last year I spent hours trying to figure out business expense deductions and quarterly estimated payments, and I'm still not confident I categorized everything correctly. Your point about the ethical standards and professional credentials is really reassuring. It's good to know there are actual credentialed tax professionals reviewing these returns who won't compromise their integrity just to complete a filing. That level of professional accountability makes a huge difference compared to relying purely on software algorithms. The one-week timeline sounds reasonable for planning purposes, though I'll definitely take your advice about starting early to avoid peak season delays. I tend to procrastinate on taxes, so knowing I need to submit by late February to guarantee that timeline is helpful for my planning. Thanks for sharing your honest experience from inside the system - this kind of real-world insight from someone who actually worked as a TurboTax Live expert is invaluable for making an informed decision about tax preparation options!

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