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One thing nobody's mentioned - make sure you're using the CORRECT 2020 tax forms! Don't just download current forms from the IRS website. You need the actual 2020 versions since tax laws change every year. You can find prior year forms here: https://www.irs.gov/forms-instructions (just search for the form number and select 2020 from the dropdown).
Thanks for mentioning this! I almost made that exact mistake. Do you know if tax software like TurboTax or H&R Block still offer access to prepare 2020 returns or am I stuck doing the paper forms at this point?
Most tax software still allows you to prepare 2020 returns, but you'll likely need to purchase their software rather than using their free online versions which typically only support the current tax year plus maybe one year back. TurboTax, H&R Block, and TaxAct all offer desktop or downloadable software for prior years. However, you'll still need to print and mail the return - electronic filing is generally not available for returns from 2020 at this point in 2024.
Don't forget that if you're filing a 2020 return now, any stimulus payments you received for that tax year need to be accounted for correctly on the return! The first two stimulus payments were tied to 2020 taxes (the $1,200 CARES Act payment and the $600 December 2020 payment). If you didn't receive these payments back then, you can claim them as the Recovery Rebate Credit on your 2020 return. But if you did receive them, you need to indicate that so you don't accidentally claim them again.
This is important! I messed this up on my late-filed return and it delayed my processing by months because the IRS had to manually review and adjust it.
One thing I haven't seen mentioned - make sure you understand the difference between your RSUs vesting and any selling that might have happened automatically. Many companies have a "sell-to-cover" arrangement where they automatically sell a portion of your vested shares to cover tax withholding. Look at your brokerage statements from when the RSUs vested. It might show that, say, 35% of the shares were sold immediately for tax withholding. If that's the case, your employer should have already withheld taxes on the full $300k value, but you'd only have the remaining 65% of shares in your account.
Not sure if this helps but you can actually see if your employer withheld taxes properly by looking at Box 2 of your W2 (Federal income tax withheld). If they included the $300k RSUs in Box 1 (Wages) but didn't withhold enough taxes on them, that's why you're seeing a large tax bill now. Unfortunately, you can't override the W2 income amount in TurboTax because that's what's reported to the IRS. The W2 is correct in including the RSUs as income. Your only options are: 1. Pay the tax you owe on that income now 2. Set up an IRS payment plan if you can't pay it all at once 3. If you believe the W2 is actually incorrect (not just inconvenient), contact your employer for a corrected W2
Always request a transcript of your account directly from the IRS before assuming payments have been "lost." You can get this online by setting up an account at irs.gov or by filing Form 4506-T. This will show all payments received and credited to your account. In your case, both payments should show up on the transcript. The IRS will eventually figure out the overpayment and either refund it or apply it to next year, but you can expedite this by filing Form 843 (Claim for Refund) along with proof of both payments. Include copies of both canceled checks or bank statements showing the withdrawals.
Does this work for state tax overpayments too? I overpaid New York state by about $3k and wondering if there's an equivalent process.
For New York State overpayments, the process is different. You'll need to contact the NYS Department of Taxation and Finance directly. They don't have a direct equivalent to the IRS transcript system, but you can request an account statement by calling 518-457-5181. For a $3k overpayment to NYS, you should file Form DTF-973 "Request for Refund of Overpayment or Credit Balance." Include all documentation showing both payments (bank statements, canceled checks, confirmation numbers). New York is generally faster than the IRS in processing these requests - typically 4-6 weeks rather than 8-12 weeks.
Isn't there a way to prevent this from happening in the first place? My CPA always sends me a detailed "action required" email before submitting any payments. I have to explicitly approve any payments through a secure portal. I thought this was standard practice?
That's how my accountant works too. We get a secure message that says "APPROVAL REQUIRED" in the subject line with a breakdown of what's owed and a checkbox to authorize payment. Nothing happens automatically.
Thanks for confirming! I'm going to stick with my current accountant then, as that process seems much safer. I think the takeaway here is that we should all clearly establish payment procedures with our tax preparers at the beginning of the engagement, and get it in writing. As tax preparation becomes more digital, these authorization processes need to be more explicit, especially when we're talking about potentially large sums of money being transferred. I'd recommend everyone have a specific conversation about payment authorizations with their accountant before tax season next year.
One thing nobody has mentioned yet - check if your area offers any homeowner exemptions you might qualify for! Many counties have: - Homestead exemptions (for primary residences) - Senior citizen exemptions (if you're over 65) - Veteran exemptions - Disability exemptions We bought in 2022 also and didn't realize we needed to apply for the homestead exemption - it doesn't happen automatically! When we finally applied, it knocked $1500 off our annual bill. Deadlines vary by location but many counties have April 1st deadlines for the following tax year.
I had no idea about these exemptions! We definitely qualify for the homestead one since this is our primary residence. Do these typically have income limits or other requirements? Also, can I apply for 2023 taxes still or would it only affect 2024?
Most homestead exemptions don't have income limits - they simply require that the home is your primary residence (usually you can only claim one homestead exemption in a state). Some states do offer additional income-based exemptions on top of the standard homestead benefit. For 2023 taxes, it depends on your county. Some allow retroactive applications while others don't. Many counties allow you to apply for the current tax year up until their deadline (often in spring). I'd call your assessor's office ASAP and ask if you can still apply for 2023. If not, definitely get your application in for 2024. Even if you've missed the window for this year, getting it set up for next year is still worthwhile - these exemptions typically remain in place automatically for future years once approved.
Has anyone successfully appealed their assessment without using one of these services? I feel like the county is just going to reject whatever I submit cause they want the tax money.
I've done it twice in the last 5 years without any special service. First time I just submitted photos showing problems with my property (cracked foundation, water damage in basement) and they reduced my assessment by 8%. Second time I printed out assessment values for 6 similar homes in my neighborhood that were valued lower, and they reduced mine by 12%. The key is documentation and being polite but persistent. The assessor's office isn't personally trying to get more tax money - they're just following their procedures and often working with outdated or incomplete info. If you provide better data, many will adjust accordingly.
Zoey Bianchi
I actually did exactly what you're considering about 3 years ago with our rental business. We switched from taking mostly W2 to a smaller salary with quarterly distributions. BIG MISTAKE. We got audited the following year, and the IRS determined our W2 salaries were unreasonably low compared to our responsibilities and distributions. They reclassified about 70% of our distributions as wages subject to employment taxes, plus penalties and interest. Our tax bill ended up being much higher than if we'd just maintained appropriate W2 compensation in the first place. Don't get greedy trying to avoid FICA taxes - the IRS has seen every trick in the book with rental businesses.
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Christopher Morgan
ā¢Wow that's scary. What was your W2 to distribution ratio that triggered the audit? Were there any warning signs before they came after you?
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Zoey Bianchi
ā¢We went from 100% W2 to about 25% W2 and 75% distributions, which was way too aggressive. There weren't any specific warning signs before the audit notice arrived. They simply selected our return for examination. During the audit, they looked at our involvement in the business, the services we performed, and comparable salaries in our area for property managers. They determined that our "reasonable" salary should have been around 65-70% of what we were taking out of the business.
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Aurora St.Pierre
Has anyone considered the potential impact on mortgages and loans when switching from W2 to distributions? I made this switch with my property management company and then tried to refinance my primary residence. The bank gave me a MUCH harder time qualifying with distribution income versus W2 income. They wanted 2 years of tax returns showing consistent distributions and still counted it as less reliable than employment income. Just something to consider if you're planning to apply for any financing in the next couple years!
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Grace Johnson
ā¢This is such an important point! I had the same issue when trying to get a construction loan for a new property development. My lender basically ignored my S-Corp distributions as qualifying income and only counted my W2 earnings, which made my debt-to-income ratio look terrible.
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