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Libby Hassan

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As a fellow freelancer who went through this exact struggle, I can't recommend enough that you set up quarterly estimated tax payments if you haven't already - it makes SEP IRA planning so much easier! When you're paying estimated taxes quarterly, you get a much clearer picture of your actual net self-employment earnings throughout the year. I use a simple tracking spreadsheet where I log my income and expenses monthly, then calculate my running SEP IRA contribution limit. This helps me make smaller contributions throughout the year instead of scrambling at tax time. The key insight that helped me was realizing that your SEP IRA contribution is essentially an additional business deduction that reduces your taxable income. One thing to watch out for with variable income - don't max out your contributions early in the year based on a good quarter, because if your income drops later you might exceed the limits. I learned this the hard way and had to deal with excess contribution penalties. Better to contribute conservatively throughout the year and make a final catch-up contribution after you know your actual annual numbers.

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This is such great advice! I'm new to freelancing and had no idea about the quarterly estimated tax payment strategy. Can you share more details about how you set up your tracking spreadsheet? I'm especially interested in how you calculate the "running SEP IRA contribution limit" - do you update it every month based on your year-to-date income? And what happens if you realize mid-year that you've contributed too much - is there a way to fix that without penalties?

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I've been dealing with this same issue for years as a self-employed consultant! One approach that's worked really well for me is using TurboTax's self-employed version - not just for filing taxes, but their mid-year planning tools are fantastic for SEP IRA calculations. The key thing I learned is to be conservative with your projections when income varies month to month. I typically calculate my SEP contribution limit based on 80-90% of what I think my annual income will be, then make a final "true-up" contribution in the following tax year once I know my exact numbers. Also, don't forget that if you have any employees (even part-time), you'll need to contribute the same percentage for them as you do for yourself - this caught me off guard my first year. The SEP IRA rules require equal treatment for all eligible employees. For tracking throughout the year, I just keep a simple spreadsheet with monthly income/expenses and recalculate my projected contribution limit each quarter. It's not perfect but keeps me in the ballpark without overthinking it.

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Aidan Percy

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Great point about the employee contribution requirement! I had no idea about that rule. Quick question - what counts as an "eligible employee" for SEP IRA purposes? I occasionally hire contractors to help with projects but they're all 1099s. Do I need to worry about this, or is it only for actual W-2 employees? Also, when you say "true-up" contribution in the following tax year, you mean you can still contribute to the previous year's SEP IRA after December 31st as long as it's before the tax deadline?

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Chloe Martin

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2 Has anyone used H&R Block for S-corp returns? They quoted me $350 which is cheaper than both options the original poster mentioned.

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I can help clarify the extension process for S-corps since someone asked about it. You can file Form 7004 to get an automatic 6-month extension, which pushes the deadline from March 15th to September 15th. However, this is only an extension to FILE, not to pay any taxes owed. The key thing with S-corps is that even if you had losses like the original poster, you still need to file the return by March 15th (or September 15th with extension) because the K-1s that flow to your personal return are needed for your April 15th personal filing deadline. Also regarding H&R Block - I've seen mixed results with their S-corp preparation. Their seasonal preparers often lack the specialized S-corp knowledge that dedicated business tax professionals have. For a simple first-year return with losses, they might be fine, but make sure whoever prepares it understands S-corp basis rules and proper documentation requirements for future years.

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Jason Brewer

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This is really helpful information about the extension process! I had no idea about the March 15th deadline difference. One follow-up question - if I file the extension but then realize I need to make estimated tax payments for next year, how does that timing work with S-corps? Do I need to make those payments by the original March deadline or can they wait until I actually file in September?

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As a newcomer to this community who just received my 2024 W2 with XXX-XX-4758 format, I can't thank everyone enough for this incredibly comprehensive discussion! I was genuinely panicked when I opened my W2 this afternoon and saw the masked SSN - I actually called my mom thinking there might be identity theft involved before I thought to search online. Reading through all these experiences has been such a relief! My employer uses UKG (formerly Ultimate Software) for payroll, and this is apparently their first year implementing the SSN masking feature. It's really reassuring to see this pattern across so many different payroll systems - it clearly shows this is a legitimate industry-wide security improvement rather than isolated incidents. What I find most helpful is understanding that this change actually protects us in situations where W2s might be lost, stolen, or accidentally seen by others. As someone who's had mail stolen from my apartment complex before, I actually appreciate that my employer is taking these extra security steps. The fact that the IRS actively encourages this practice makes it even more reassuring. The professional confirmation from the tax preparer earlier in this thread was particularly valuable - knowing that the IRS systems will handle all the matching automatically using the unmasked copies they receive directly from employers means I can file with complete confidence. Thank you to this amazing community for turning what started as a moment of panic into a great learning experience about improved tax document security practices!

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Amaya Watson

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Welcome to the community, Zoe! Your experience with UKG (formerly Ultimate Software) is a great addition to our growing list of payroll systems implementing this security measure. I completely understand that initial panic - the XXX-XX-4758 format can definitely be alarming when you've never seen it before! It's really smart that you thought to search online before letting the worry escalate further. Your situation with having mail stolen from your apartment complex actually makes this security feature even more valuable - you're absolutely right to appreciate that your employer is taking proactive steps to protect your personal information in case your W2 gets into the wrong hands. What's particularly encouraging about your post is how you've recognized this as a positive development rather than just accepting it as "fine." The fact that we now have confirmation across ADP, Paychex, QuickBooks, BambooHR, Workday, Ceridian Dayforce, and UKG really demonstrates this is becoming the universal standard for protecting sensitive information on employee tax documents. Thanks for adding your UKG experience to this valuable discussion - it helps confirm that this security improvement is truly comprehensive across the payroll industry!

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Grace Patel

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As a newcomer to this community who just received my 2024 W2 with XXX-XX-3829 format, I want to add my voice to this incredibly helpful discussion! I was initially quite alarmed when I saw the masked SSN this morning - I've been filing my own taxes for about 8 years and had never encountered this before. My employer uses Sage Payroll, and this is their first year implementing SSN masking. After reading through everyone's experiences here, I'm now completely reassured that this is a legitimate and actually beneficial security practice. It's amazing to see how many different payroll systems have adopted this change - the list keeps growing with each person who shares their experience! What really resonates with me is how this thread has helped shift my perspective from concern to appreciation. Instead of worrying about whether my W2 is valid, I now understand that my employer is taking proactive steps to protect my personal information. Given how much identity theft happens these days, having that extra layer of protection on documents that get mailed out makes perfect sense. The confirmation from the tax preparer earlier in this discussion was particularly reassuring - knowing that the IRS not only accepts this format but actually encourages it really puts any filing concerns to rest. It's clear that the masked format only affects the employee copy while all the official processing copies retain the complete SSN for proper matching. Thank you to everyone who has shared their experiences and knowledge in this thread - this community is such a valuable resource for understanding these important changes in tax document practices!

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Filed February 2024: Transcript Shows "Unable to Process" Error and Identity Theft Hotline Referral After 9 Months

Filed my taxes back in February and still nothing. The Where's My Refund tool just says processing and my transcripts haven't updated in weeks. Called the IRS multiple times but just get the run around. Starting to lose my mind here. Today I tried again to get my transcript and received this message from the IRS website: "Internal Revenue Service United States Department of the Treasury MEMPHIS, TN 37501-1498 Tracking ID: 106980631803 Date of Issue: 11-23-2024 Information About the Request We Received Why We're Contacting You We're contacting you to report on the status of the request we received. Information About the Status of The Request On November 23, 2024, you submitted a request for information We apologize for the inconvenience, but we are not able to process the requested tax year at this time. Please note: Transcript requests for other tax years may be available. You or your representative can contact the Identity Theft Toll-free at 800-908-4490 for any tax year that is not available." I've never gotten an error like this before. What does "not able to process the requested tax year at this time" even mean? Is this related to my refund delay? I'm especially concerned about the mention of the "Identity Theft Toll-free" number - does this mean they suspect identity theft with my return? Has anyone else gotten this message when trying to access their transcripts? I'm really worried now. Not only am I not getting my refund after 9+ months, but now I can't even see my transcript information. Anyone else dealing with this or know what's actually going on? Should I call that 800-908-4490 number?

Zadie Patel

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I had a similar transcript error last year and it turned out my return was stuck in an automated review queue. The identity theft hotline mention doesn't always mean fraud - sometimes it's just the system's way of routing you to the right department when there are verification issues. Definitely call that number, but be prepared for long hold times. In my case, they were able to manually push my return through after verifying some basic info. Hope this helps and you get your refund soon!

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This is super helpful, thank you! I was honestly freaking out when I saw that identity theft hotline mentioned. Your experience gives me some hope that it might just be a verification thing rather than actual fraud. Did they ask you for specific documents when you called, or was it mostly just confirming basic info like SSN and filing details? Also, how long were the hold times when you called? Trying to mentally prepare myself for what sounds like it's going to be a marathon phone session šŸ˜…

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Luis Johnson

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I went through something very similar last year! That "unable to process" message with the identity theft hotline reference had me panicking too, but it turned out to be much less scary than it sounds. In my case, my return had been flagged for manual review because of some inconsistencies in my W-2 reporting (my employer had made a small error). The system couldn't generate my transcript because there was a hold on my account, not because of actual identity theft. When I called that 800-908-4490 number, they were able to see exactly what was going on and walked me through the next steps. The hold times were brutal (like 2+ hours), but the rep was actually helpful once I got through. They had me fax some additional documentation and my refund was released about 3 weeks later. Definitely call that number - the uncertainty is worse than knowing what's actually happening!

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I'm dealing with a similar situation and wanted to share what I learned from my tax preparer. The key thing to remember is that RSUs and SSARs are handled differently for tax purposes, but both should already be included in your Box 1 wages. For your specific situation with the $7,500 SSAR sale, you absolutely need to find the original exercise documentation to determine your cost basis. This is critical because without it, you might end up paying taxes twice - once when the SSARs were exercised (already included in a previous year's W2) and again when you report the sale. A few places to check for this information: 1. Your company's equity portal (Fidelity NetBenefits, E*TRADE, etc.) 2. Email confirmations from when you exercised the SSARs 3. Previous year tax documents if you exercised them recently 4. Contact your HR department - they should have records of all equity transactions Don't guess at the cost basis or leave it blank on Form 8949. The IRS will assume zero basis if you don't provide it, which could result in paying tax on the full $7,500 sale amount even though you already paid income tax when the SSARs were exercised.

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This is exactly the kind of detailed guidance I was hoping to find! I'm new to dealing with equity compensation and had no idea about the double taxation risk. Your point about the IRS assuming zero basis is particularly scary - that could result in a huge tax bill. I'm going to check all those sources you mentioned, starting with my company's equity portal. I think I remember getting some emails when I first started receiving stock grants, but I probably deleted them thinking they weren't important. Lesson learned about keeping all tax-related documents! One quick question - if I find the exercise documentation but it's from multiple different exercise dates, how do I figure out which specific shares I sold? Do I need to use FIFO (first in, first out) or can I choose which lots to report?

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Great question about lot identification! You typically have a choice between FIFO (first in, first out), LIFO (last in, first out), or specific identification if you can document which exact shares you sold. Most brokerages default to FIFO unless you specify otherwise. The key is being consistent and having documentation to support your choice. If your brokerage statement shows specific lot information (like "sold 100 shares from 03/15/2022 grant"), use that. Otherwise, FIFO is the safest approach since it's the default method. Your cost basis will be the exercise price per share (from your SSAR exercise confirmation) multiplied by the number of shares sold. Make sure to keep all your exercise confirmations - you'll need them not just for this year's taxes but potentially for future sales too. Also, check if your company's equity portal has a "tax center" or "cost basis" section. Many of the major administrators (Fidelity, E*TRADE, Morgan Stanley) now provide downloadable reports that show exactly what basis to report for each sale, which makes filing much easier.

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Kara Yoshida

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I went through this exact same confusion with RSUs and SSARs last year, so I totally understand the frustration! Here's what I learned that might help: The Box 14 amounts on your W2 are indeed already included in your Box 1 income - they're just there for informational purposes to help you understand what types of compensation you received. So you don't need to report the $4,050 RSU or $19,250 SSAR amounts separately as additional income. For the $7,500 SSAR sale, you absolutely need to find your original exercise documentation to determine the cost basis. Without it, you'll likely overpay taxes since the IRS will assume zero basis if you don't provide proper documentation. A few tips from my experience: - Check your company's stock plan website (like Fidelity NetBenefits or E*TRADE) - they usually have a "Tax Documents" or "Cost Basis" section - Search your email for confirmations from when you exercised the SSARs - Contact your company's stock plan administrator directly - they're required to maintain these records The key thing to remember is that you already paid income tax on these SSARs when they were exercised (they would have appeared in a previous year's W2), so you only owe capital gains tax on any appreciation from the exercise date to the sale date. Don't leave the cost basis blank on Form 8949 - it could cost you thousands in unnecessary taxes!

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Yara Haddad

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This is incredibly helpful - thank you for breaking it down so clearly! I'm new to this community and dealing with my first year of stock compensation, so posts like this are a lifesaver. I had no idea that leaving the cost basis blank could result in the IRS assuming zero basis. That's terrifying! I'm definitely going to dig through my emails and check our company's stock portal immediately. One thing I'm curious about - you mentioned that SSARs would have appeared in a previous year's W2 when exercised. How can I tell which year that was if I can't remember when I exercised them? Should I be looking through old W2s to try to match up the amounts, or is there an easier way to figure out the timeline? Also, does anyone know if there's a statute of limitations on requesting these records from the stock plan administrator? I'm worried that if the exercise was several years ago, they might not still have the documentation.

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