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This might be kind of obvious but have you thought about just having your roommate open a regular bank account? Most online banks now have no-fee accounts with free ATM withdrawals. That would eliminate this whole issue entirely since he wouldn't need to route money through you. If health issues make getting to a bank difficult, many banks now offer completely remote account opening. Might be simpler than dealing with potential tax headaches.
Some people can't open regular bank accounts due to ChexSystems records or past banking issues. Also, many online banks still require an initial deposit from an existing bank account, creating a catch-22. Not everything that seems obvious is actually accessible to everyone.
Has anyone had experience with actually getting audited over this kind of situation? I've been worried about the same thing - my sister sends me her half of our parents' birthday gifts through Venmo and it adds up to a few thousand per year. Wondering if the IRS really goes after small personal transfers or if they're more focused on actual businesses trying to hide income.
My cousin works for the IRS (not speaking officially of course) and says they generally don't have the resources to go after small personal transfers unless there's a clear pattern of business activity. They're looking for people running side hustles and not reporting the income, not people splitting bills or helping family members. Document everything just in case, but don't lose sleep over it.
Something nobody's mentioned yet is that your state laws might affect your decision too. In some states, joint tenancy for unmarried couples has different legal implications than others. My partner and I went with tenancy in common (65/35 split based on our income difference) and it's worked well for us tax-wise. We found that documenting EVERYTHING was key - we have a separate joint account just for house expenses that we each contribute to based on our ownership percentages. Makes tax time so much easier because we have clear records of who paid what.
How did you handle bigger home repairs or improvements? Did you split those based on ownership percentage too? We're having trouble figuring out how to track all this stuff for taxes.
For major home repairs and improvements, we do split those according to our ownership percentages (65/35). We track everything in a shared spreadsheet and keep all receipts. For tax purposes, most home improvements aren't immediately deductible but get added to your cost basis, which reduces any potential capital gains tax when you sell. The only exception is if you're making energy-efficient improvements that qualify for tax credits - in that case, we each claim the percentage of the credit that matches our ownership split. Our separate contributions to the joint house account are clearly documented with memo lines specifying what they're for, which makes everything traceable if we ever got audited.
Doesn't this all become moot if you're taking the standard deduction anyway? With the current standard deduction being so high ($13,850 for single filers in 2023), most people aren't itemizing anymore, right? So would the mortgage interest and property tax deductions even matter?
Not necessarily! Even with the higher standard deduction, there are still cases where itemizing makes sense, especially in high tax areas or with expensive homes. For my partner and I, one of us itemizes while the other takes the standard deduction. Also, some states allow you to itemize on your state return even if you take the standard deduction federally, so the property tax and mortgage interest can still save you money at the state level. Definitely worth running the numbers both ways!
Thanks for clarifying! I hadn't considered the state tax angle at all. We're in California which has high property taxes, so I guess that could push one or both of us over the threshold for itemizing. And it's a good point about one person itemizing and one taking standard - I hadn't thought about us doing different approaches.
Have you looked into whether your state has any paid family leave programs? Some states offer short-term disability or family leave insurance that can provide partial income during maternity leave. Even in states without dedicated programs, you might qualify for temporary disability benefits for the recovery period after childbirth (usually 6-8 weeks). Also, make sure you understand your FMLA rights. If your company has at least 50 employees, you're entitled to 12 weeks of unpaid leave with job protection. Though with only 12 employees, your company might be too small to qualify.
Thanks for this suggestion! Unfortunately my state doesn't have paid family leave, and my company is definitely too small for FMLA (we only have 12 employees). I did check into short-term disability but was told I would have needed to enroll before becoming pregnant. It's frustrating how few options there are for maternity leave in small businesses.
That's really tough. Another option might be to negotiate a flexible arrangement with your employer that doesn't involve unemployment fraud. Maybe you could work reduced hours remotely during part of your leave, use any accumulated PTO, or spread a reduced salary over a longer period. Many small businesses work out these kinds of arrangements. Remember that while what they're suggesting might seem helpful, they're asking you to take all the risk. If unemployment investigates (which they often do), you'd be the one who filled out a fraudulent application, not your employer.
Omg I have been through this EXACT thing! My boss suggested the same "unemployment trick" with my maternity leave last year. I almost went along with it bc I was desperate for income during my leave. Thank goodness I talked to my uncle who works in HR first! He explained that this is 100% fraud and I could end up having to repay all benefits plus penalties, get disqualified from future unemployment when I might really need it, and potentially even face criminal charges in extreme cases.
Something important that hasn't been mentioned yet - make sure you FILE your 2022 return on time even if you can't pay the full amount owed! The penalty for not filing is much higher than the penalty for not paying. Also, when you call to modify your payment plan, ask specifically if you qualify for the "One-Time Skip" provision that can reinstate your original agreement without counting as a full default on your record. Not all agents know about this option, but it can make a difference for future interactions with the IRS.
Thanks for this advice! I was so focused on the payment aspect that I wasn't thinking clearly about filing on time. Do you know approximately how long after filing it takes for the new tax debt to show up in their system? And is there any advantage to e-filing versus paper filing in this situation?
E-filing is definitely the way to go in your situation. When you e-file, the new tax assessment typically appears in the IRS system within 2-3 weeks, compared to 6-8 weeks or longer for paper filing. That faster processing gives you the advantage of being able to address the modification sooner. As for the "One-Time Skip" provision, it's technically called a Reinstatement and is available if you haven't defaulted on an installment agreement in the past 12 months. Not all phone representatives are familiar with it, so you might need to politely ask to speak with someone in the collections department who can help with reinstating a defaulted installment agreement.
Just wanted to share that depending on your total tax debt amount, another option is to request what's called a "tiered" installment agreement from the IRS. I had a similar situation last year, and the IRS set me up with a plan where I paid a higher amount for the first 12 months to clear the newer tax debt, then my payment dropped down to the original amount for the remainder of the older debt. The benefit was that it looked like one continuous agreement rather than a defaulted one that got modified. Might be worth asking about when you call!
Alberto Souchard
Just want to add some practical advice from someone who's worked as a tax preparer. When you're filing back taxes: 1. Start with the most recent year (2024) and work backward, since the most recent year is most important to get current. 2. If you're owed refunds, you only have 3 years to claim them, so file 2022-2024 ASAP. 3. File all years separately - don't combine multiple years on one return. 4. Be prepared for paper filing for older years as electronic filing is only available for the current and previous two tax years. 5. It's often worth paying a professional for at least a consultation to make sure you're not missing anything. Also, the penalty for failing to file is usually worse than failing to pay, so getting those returns filed, even if you can't pay right away, is crucial!
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Katherine Shultz
ā¢Is there a statute of limitations on back taxes? Like, if they haven't contacted me about unfiled taxes from 10 years ago, am I in the clear?
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Alberto Souchard
ā¢There's no statute of limitations for unfiled tax returns - the IRS can come after you at any time for returns that were never filed. However, once you do file, the general statute of limitations is 3 years for the IRS to audit or assess additional taxes (this extends to 6 years if you underreported your income by more than 25%). For refunds, you only have 3 years from the original due date to claim them. After that time passes, you lose the refund forever, even if you were owed money. That's why it's important to file, even years later - at minimum to start the statute of limitations clock and potentially claim refunds that aren't yet time-barred.
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Marcus Marsh
Has anyone used a paid tax preparer to file back taxes? I'm wondering if it's worth the cost or if I should just use tax software. I'm in a similar boat (3 unfiled years) but my situation is complicated because I had some 1099 income and worked in two different states.
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Hailey O'Leary
ā¢I used H&R Block for 4 years of back taxes and it was SO expensive - like $350 per year! In retrospect I should've just used software. Especially since they made a mistake on one of my returns that I had to fix anyway. Just make sure whatever you use has the right forms for your situation.
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