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Why were my 2022-2023 taxes so much worse as a self-employed person?

I need some genuine insight here about my tax situation. Had a conversation with friends recently about why my taxes were so much higher in 2022 and 2023, but everyone just started blaming political figures instead of giving real answers. I'm trying to understand what actually happened from a tax perspective. I've been self-employed since 2009 and have consistently increased my profits each year. Up until 2022-2023, I never had issues covering my quarterly estimated payments - I'd just write the checks without even checking my balance because I knew the money would be there. But these last two tax years hit me HARD. For the first time since starting my business, I didn't have enough in my business checking to comfortably cover both my year-end payment and 1st quarterly payment. What's weird is I'm doing roughly the same amount of business as before, but after expenses, the money just isn't stretching as far for tax payments. I'm in the process of switching to an S-Corp structure which I think will help, but I'm curious if others experienced similar issues in 2022-2023. I've talked to other self-employed friends, including a developer who said he was completely shocked by his 2023 tax bill and thought his accountant made a mistake. But it's hard to separate legitimate tax concerns from political opinions. I'm not looking to blame any political party or candidate - just trying to understand if this is a common experience for self-employed people at my income level during those specific years or if there were actual tax changes that caused this spike. Can anyone point me to legitimate information about what might have happened?

One major factor I haven't seen mentioned yet is the inflation adjustment to tax brackets. In 2022-2023, inflation was running hot, but the IRS bracket adjustments are based on earlier data. So even though your nominal income went up, your real purchasing power might not have increased proportionally. This phenomenon is called "bracket creep" and it can definitely make your tax bill feel higher even when tax laws haven't changed. Also, if you received any forgiveness of PPP loans in earlier years, that created an artificially lower tax situation that has now normalized, making the current tax environment feel more painful by comparison.

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Can you explain bracket creep more simply? I kinda get it but not really. Does this mean we should expect the same thing to happen for 2024 taxes?

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Bracket creep happens when inflation pushes your income into higher tax brackets, even though your actual purchasing power hasn't increased. For example, if you made $100,000 in 2021 and $108,000 in 2022 (an 8% increase), you might think you're 8% richer. But if inflation was also 8%, your real purchasing power stayed the same - yet you might be paying taxes at a higher rate because you crossed into a higher bracket. For 2024, the brackets were adjusted by 7.1% for inflation, which is pretty substantial. This should help reduce bracket creep compared to 2022-2023. However, if your income grows faster than that adjustment, you could still experience some bracket creep effect. The key is to look at your effective tax rate (total tax divided by total income) rather than just the dollar amount to see if you're truly paying a higher percentage.

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Sayid Hassan

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Has anyone else noticed that the cost of health insurance premiums for self-employed people went way up in 2022 and 2023? That might also be contributing to the cash flow crunch. I know my premiums went up about 23% over those two years, which ate into my available funds even though it's technically deductible.

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Rachel Tao

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Absolutely this! My health insurance premiums jumped by almost 30% between 2021 and 2023. And while yes, we can deduct them, that deduction only helps on income tax, not self-employment tax. So we're still paying 15.3% SE tax on money that immediately goes out the door to health insurance.

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One thing nobody's mentioned yet - did either of you have any side income or freelance work that wasn't having taxes withheld? Even a small amount of 1099 income can result in a surprisingly large tax bill because you're paying both the employee and employer portions of FICA taxes (an extra 7.65%). Also, check if your employer changed payroll providers. My company switched last year and something got messed up in the transition, resulting in significantly lower withholding for several pay periods before it was caught.

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Actually, I did start doing some consulting work on the side that brought in about $14k. I made quarterly estimated tax payments, but I'm wondering if I underestimated how much I needed to pay. How do you calculate the right amount for side income?

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That side income is almost certainly a big contributor to your surprise tax bill! For side income, you generally need to pay: - Your regular income tax rate on the earnings (likely 22% or 24% at your income level) - Self-employment tax of 15.3% (this covers both employee and employer portions of Social Security and Medicare) So for $14k in consulting income, you'd need to set aside roughly 37-40% for taxes, which would be about $5,200 just from that side income. If your quarterly payments were significantly less than this, that could explain a big chunk of what you owe. Many people underestimate how much to set aside for self-employment income, especially the first year they have it. For next year, aim to set aside at least 35-40% of any consulting income for taxes, or use the IRS Form 1040-ES worksheet to calculate more precisely.

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Jamal Carter

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Has anyone actually compared 2023 vs 2024 tax brackets? They were adjusted for inflation but the withholding tables that employers use don't always perfectly match your actual tax situation, especially with two high incomes. Also check if either of you maxed out Social Security tax at different times. If one of you hit the SS wage cap earlier in the year, you'd see more take-home pay for those months but it wouldn't change your total tax liability.

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Mei Liu

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This happened to my spouse and me. Once I hit the Social Security cap around October, my paychecks got bigger but no additional tax was withheld to account for our combined income putting us in a higher bracket. It was like getting a raise but without proper tax withholding. Maybe check if that happened?

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I'm a bookkeeper for several small businesses, and I see this 1099-NEC issue from the other side all the time. Sometimes the error happens because the accounting software counts all invoices created during the year, not just the ones that were paid. Another possibility: did you have any expenses that the client reimbursed you for? Some clients incorrectly include expense reimbursements in 1099 totals, which they shouldn't if those were legitimate business expense reimbursements. I'd suggest checking your invoices against the client's records. It might be that they're counting an invoice you sent in December that didn't actually get paid until January 2025, which would belong on next year's 1099.

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OMG you might be onto something with the reimbursements! I did have about $1,500 in travel expenses that they reimbursed me for when I had to fly to their headquarters for a big project. I didn't count those as income in my records because they were just covering my costs. Is that what's causing the discrepancy?

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That's almost certainly the issue then! The $1,500 in reimbursed expenses plus your $7,830 in actual income equals $9,330, which is very close to the $9,450 they reported (the remaining $120 difference could be a calculation error or another small reimbursement you're forgetting). Reimbursed expenses should NOT be included on your 1099-NEC if they were legitimate business expenses. The client should issue a corrected 1099-NEC showing only the $7,830 in actual service income. If they included the reimbursements, they're reporting it incorrectly. Take this explanation to your client and specifically point out that expense reimbursements shouldn't be on the 1099-NEC. Many small businesses don't realize this and their accountants might not catch it if they're just given total payment figures.

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Question about this situation - I have the opposite problem. My client UNDER-reported on my 1099-NEC by about $2,000. Should I just report my actual higher income on my Schedule C and not worry about getting a corrected 1099? Seems like paying more tax than the 1099 shows wouldn't trigger any IRS concerns?

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You're right that reporting MORE income than what's on your 1099-NEC won't trigger IRS concerns - they're generally more worried about underreporting. However, for your own protection and record-keeping, it's still best to request a corrected 1099-NEC that accurately reflects what you were paid. The reason is that your client is likely taking a tax deduction for what they paid you. If their records show they paid you $2,000 more than what they reported on your 1099-NEC, that discrepancy could potentially cause problems for them in an audit, which could circle back to questions about your income.

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Thanks for the advice! I'll reach out to them and request a corrected form. They've been pretty disorganized with their accounting (they're a startup) so I'm not surprised there was an error. Better to get everything aligned properly.

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For future reference, whenever you make IRS payments, always keep confirmation numbers and screenshots of the payments. I had a similar issue last year where my online account and paper notice showed different amounts. When I finally got through to an IRS rep, having those confirmation numbers ready made the process much smoother. The agent was able to trace the payments immediately and confirm they were applied correctly.

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Chloe Green

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Thanks for the advice! I did save my confirmation numbers from all three payments. Do you think I should call them now or wait for the online system to update after my last payment processes?

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I would wait at least 14 days after your last payment for the system to update completely. If you still see a discrepancy after that, then call them with all your confirmation numbers ready. Most of these timing issues resolve themselves within two weeks. The IRS is notorious for sending out notices that are already outdated by the time you receive them. The online account is generally more current than any paper notice.

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This is why I always mail a check instead of using Direct Pay. When you mail a check, the postmark date is considered your payment date even if it takes them weeks to process it. With electronic payments, there can be weird delays in how they apply them.

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Natalie Wang

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That's not actually good advice. Electronic payments through Direct Pay give you an immediate confirmation number and are generally credited to your account much faster than checks. The benefit of the postmark date only matters if you're cutting it close to a deadline.

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CosmicCadet

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Another option nobody's mentioned yet - you can also use the IRS Free File Fillable Forms to file an amended return if you don't want to pay TurboTax fees. It's more manual but completely free. You'll need to: 1. Download your original return from TurboTax for reference 2. Go to the IRS website and search for Free File Fillable Forms 3. Fill out Form 1040-X and include the corrected information with your 1099-G 4. Submit electronically (they now accept e-filed amended returns) The downside is you have to figure out all the calculations yourself, but if you're comfortable with basic math and following instructions, you can save the amendment fee.

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Thanks for this suggestion! Do you know if the Free File Fillable Forms are user-friendly for someone who doesn't have much experience with tax forms? I'm a bit worried I'll mess something up if I try to do it all manually.

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CosmicCadet

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The interface is definitely not as user-friendly as TurboTax. It's basically just the actual tax forms in electronic format with minimal guidance. There are some basic calculations built in, but it won't walk you through what to enter or provide explanations like commercial tax software does. If you're including something straightforward like a single 1099-G, it might be manageable. You'd essentially be copying most information from your original return and just adding the additional income. The key is to take your time and double-check everything. The IRS instructions for Form 1040-X are actually pretty detailed if you follow them carefully.

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Chloe Harris

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Just to add one more option - if your 1099-G is for unemployment benefits from 2023, make absolutely sure you need to amend before going through all this trouble. There was a recent IRS announcement about unemployment tax treatment for 2023 that might affect whether you need to include this income at all.

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Wait, are you saying some unemployment benefits might not be taxable for 2023? I thought that was only a 2020 thing during the height of COVID. Can you provide more details on this announcement?

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