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Ask the community...

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If they're paying you commission, you're almost certainly a contractor not an employee. My advice: put aside about 25-30% of whatever you make from this gig for taxes. Better to have too much saved than not enough! Also, get a separate credit card just for any expenses related to this teaching job. Makes it WAY easier to track deductions at tax time. I learned this the hard way after my first year of freelancing!

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Aria Khan

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Is it really 25-30%? That seems so high! Does that include state taxes too or just federal?

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That includes both federal and state, which is why it's on the higher side. Federal self-employment tax alone is 15.3% (that covers Social Security and Medicare - you pay both halves when self-employed), plus your regular income tax rate on top of that. The exact amount depends on your total income and state, but 25-30% is a safe estimate for most people. If you end up setting aside too much, hey - that's a nice little bonus for yourself after filing! Much better than scrambling to find money you've already spent when you realize you owe more than expected.

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Everett Tutum

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Just double checking... if they're treating you as a contractor, you need to report this on Schedule C, not as regular W-2 wages, right? I made this mistake my first year with a side gig and had to file an amended return.

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You're exactly right. Contractor income goes on Schedule C, not as W-2 wages. This is important because Schedule C is where you can deduct your business expenses to reduce your taxable income.

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Have you received any letters from the IRS requesting additional information? Sometimes they need verification for the dependent claims, especially if this is your first year claiming them or if someone else might have also claimed them (like an ex-spouse). Check your mail carefully!

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Taylor To

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I haven't received any letters yet. I've claimed both kids for the past 3 years, so it's not a new situation. Their mom and I have a formal agreement about who claims which child each year, so there shouldn't be any conflict there. Should I still be checking for mail from the IRS, or would they have contacted me by now if that was the issue?

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If you've claimed the same children for multiple years without issues, it's less likely to be a verification problem. However, the IRS sometimes sends letters requesting information 4-6 weeks after filing, so it could still arrive. Mail from the IRS can also sometimes look like regular mail or get lost, so it's always good to check carefully. But honestly, at this point it sounds more like normal processing delays rather than an information request problem. The IRS processing times really have been significantly longer this year for returns with dependents.

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Adrian Connor

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Anyone know if the PATH Act is still delaying refunds with child credits? I remember a few years ago they wouldn't issue refunds before mid-February for anyone claiming certain credits.

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Aisha Jackson

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The PATH Act is still in effect, but since the original poster filed on March 5th, that wouldn't be causing their delay. The PATH Act prevents the IRS from issuing refunds before mid-February for returns claiming EITC or the Additional Child Tax Credit, but once we're past that date, it shouldn't be a factor anymore.

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Adrian Connor

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Thanks for clarifying! I wasn't sure if they had extended those delays or if it was still just the mid-February cutoff. Makes sense that it wouldn't affect March filers.

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Has anyone tried the IRS Direct Pay option online instead of mailing checks? I just did this for my quarterly payment and got an immediate confirmation number. Seems way less stressful than worrying about mail delivery.

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Paolo Conti

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I use Direct Pay all the time and its SO much better. You get instant confirmation and can print a receipt. Plus you can schedule payments in advance. No more certified mail costs or wondering if your check is lost! They even send a confirmation email.

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Dylan Cooper

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I'm definitely going to use Direct Pay next time. This stress isn't worth it. Can you set it up to make quarterly estimated payments automatically, or do you have to manually make each payment?

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Amina Diallo

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Wait, did you make sure to write your SSN and tax year on the memo line of the check? And did you include a payment voucher? If not, the IRS might not know where to apply the payment and it could take even longer to process. This happened to my uncle and it was a nightmare getting it straightened out.

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Dylan Cooper

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Oh no, I didn't include a payment voucher! I did write my SSN and "2024 taxes" on the memo line though. Will this cause problems? Is there anything I can do now that it's already mailed?

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Sofia Ramirez

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As long as you wrote your SSN and tax year on the memo line, you should be fine. The payment voucher (Form 1040-V) helps streamline processing, but it's not absolutely required if you've included identifying information on the check itself. If you're concerned, you can always call the IRS after about 21 days to confirm they received and properly applied your payment. Having your SSN on the check is the most important part, which you did right!

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Can you actually go to jail for not paying back taxes? Help needed urgently

So I have this close friend who's been living basically off the grid for almost 20 years because they're terrified of getting arrested for unpaid taxes. Everything started with a nasty divorce back in the early 2000s where their ex took everything - sold all their stuff, kept the house, the whole nightmare. My friend didn't fight it because they had to move out of state and couldn't afford the legal battle. Here's the problem - they owed around $15k-25k in taxes at that time, and in the divorce settlement, the tax debt was supposedly split, but my friend never paid their portion. I honestly don't know all the details of what happened. The truly sad part is my friend has been living in extreme poverty for two decades, only doing cash jobs for family and friends, essentially homeless at times, all because they're convinced they'll be immediately arrested if they get a legitimate job where the IRS can find them. I'm trying to help them get out of this terrible situation so they can finally get stable employment and health insurance (which they desperately need). They're having severe chest pains lately and I'm worried about their health, but they refuse to apply for jobs because they're certain they'll be hauled off to jail over these back taxes. I keep telling them the government would more likely garnish wages rather than throw them in prison (since how would the IRS get paid if everyone's in jail?), but they won't listen. With penalties and interest, I imagine the amount owed is much higher now, though since they've had no reportable income, maybe there haven't been additional taxes accruing? Does anyone have advice on how my friend can resolve this situation without facing jail time? Is prison even a real possibility here? And what steps should they take to start addressing this tax debt after all these years?

Mia Alvarez

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Your friend is experiencing a classic case of what we call "shadow living" in financial counseling. The anxiety and fear creates more problems than the original debt. I've worked with many clients in similar situations. The first step is determining if the debt is still legally collectible. As others mentioned, the IRS generally has 10 years to collect from the assessment date. If your friend hasn't been filing taxes or responding to notices, there's a chance the clock has been running this whole time. One important caution: make sure your friend doesn't suddenly file past-due returns without understanding the implications. Filing can sometimes "restart" certain collection timeframes. This is why getting professional advice is crucial. Also, has your friend checked their credit report? Sometimes you can see if there are active tax liens, which would indicate the debt is still being pursued. This might give them a starting point without directly contacting the IRS.

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Ella Thompson

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We actually checked their credit report last week and there's nothing on it about tax liens. Does that mean the debt might be too old to collect? They haven't had any credit cards or loans during this period either, so the report is basically empty.

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Mia Alvarez

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That's actually a potentially good sign. The IRS stopped putting tax liens on credit reports for the most part after 2018, but if this debt was active and being pursued aggressively before then, you might have expected to see something. The empty credit report aligns with their "off the grid" lifestyle, which ironically might have worked in their favor regarding the statute of limitations. However, this is still not conclusive evidence - they need to get their tax transcripts to know for certain what debts might still be collectible.

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Carter Holmes

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Has your friend considered bankruptcy as an option? Some older tax debts can be discharged in bankruptcy if they meet certain criteria: - The taxes are income taxes - The due date for filing the tax return was at least 3 years ago - The tax return was filed at least 2 years ago - The tax assessment was made at least 240 days ago - The taxpayer didn't commit fraud or willful evasion With a 20-year-old tax debt, many of these criteria might already be met. Chapter 7 bankruptcy could potentially wipe out qualifying tax debts completely. Or Chapter 13 could set up an affordable payment plan.

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Sophia Long

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This isn't entirely accurate. If they haven't filed returns for those years, they won't meet the "return filed at least 2 years ago" requirement. The IRS also sometimes files "Substitute for Returns" which don't count as taxpayer-filed returns for bankruptcy purposes. They would need to file proper returns first.

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Carter Holmes

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You're absolutely right about the return filing requirement - I should have been more clear. If your friend hasn't filed returns for those tax years, they would need to file them first and then wait two years before the taxes would be eligible for discharge in bankruptcy. The Substitute for Return point is also important. If the IRS filed these on your friend's behalf, they don't count toward making the tax dischargeable - your friend would need to file their own returns to replace these.

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What you're describing is textbook tax fraud if they're withholding taxes but not remitting them. Here's what I would do: 1. Email the owner outlining EVERYTHING you've discovered. Be factual, not accusatory. Say something like "I've noticed we don't have a state tax ID and our withholding taxes don't appear to be remitted. Can you clarify our process?" Save this email forever. 2. Start looking for another job immediately. When the audit eventually happens (and it WILL happen), you don't want to be there. 3. File Form 3949-A (tax fraud whistleblower form) with the IRS. You might even be eligible for a whistleblower reward if they collect significant taxes. The misclassification of employees as contractors is the cherry on top. This place sounds like a ticking time bomb.

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Is there any protection for whistleblowers in cases like this? I'm worried the owner would know exactly who reported him.

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The IRS treats whistleblower reports as confidential and won't disclose your identity during their investigation. That said, if you're in a small business where you're the only one who knows certain details, the owner might figure it out anyway. That's why I suggested documenting your concerns in an email first and looking for another job before filing. This creates both a paper trail showing you tried to address it internally and gives you an exit strategy. The Form 3949-A can be filed anonymously if you want, though providing your contact info can help if they need clarification on anything.

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NebulaNomad

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The most urgent issue is misclassification. The IRS is really cracking down on this lately. I accidentally misclassified one employee at my small business and ended up with a $17,400 penalty plus back taxes. Someone advised me to file SS-8 forms for the misclassified workers. Can anyone explain if that's something the manager should do or only the workers themselves?

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Javier Garcia

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Form SS-8 (Determination of Worker Status) can be filed by either the worker or the business, but in practice, it's usually filed by workers who believe they've been misclassified. As a manager without ownership, I wouldn't recommend you file these on behalf of others. If workers file SS-8 forms and the IRS determines they were misclassified, the business will need to pay both the employer and employee portions of FICA taxes (the employees can file Form 8919 to only pay their portion of FICA instead of self-employment tax).

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