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One thing nobody's mentioned yet - make sure you're keeping detailed records of who you talk to at the IRS, dates of all your submissions, and certified mail receipts if possible. I went through something similar in 2022 and even after they acknowledged my documentation was correct, I still got a collections notice months later. Having all my records organized saved me because I could immediately reference the previous conversation and case number, which helped the next rep locate the notes on my account. Also take screenshots of any online account updates showing they received your forms.
Thanks for this advice. I've been keeping everything in a folder but haven't been writing down details of phone calls. Did you use any particular system to track everything? I'm worried they'll "lose" my 4852 form somehow.
I just created a simple spreadsheet with columns for date, time, representative name/ID number, what was discussed, and any confirmation/case numbers provided. After every interaction, I'd immediately update it while the details were fresh. For documents, I always send everything certified mail with return receipt. It costs a bit more but gives you proof they received it with the exact date. I also learned to send a cover letter with every submission that clearly states what forms are enclosed and references any previous correspondence. This creates a paper trail that's invaluable if they misplace something.
Did you check if your IRA custodian has corrected the original reporting error? Sometimes they'll issue a corrected 1099-R that can help resolve these issues without you having to do all the work.
Remember that when you sell a rental property, you'll be dealing with three potential types of taxes: 1. Depreciation recapture (taxed at 25% for most people) 2. Long-term capital gains if you owned it over a year (0%, 15%, or 20% depending on income) 3. Net Investment Income Tax of 3.8% if your income is high enough Make sure your software accounts for all three. It's not just about the sale price vs. purchase price - it's about adjusted basis, which includes purchase price + improvements - depreciation taken.
Does it matter how long the property was a rental vs a primary residence? I lived in mine for 2 years, then rented it out for 5 before selling.
That's a great question! If you lived in the property for at least 2 of the 5 years before selling, you may qualify for a partial exclusion of gain under the primary residence rules (up to $250k single/$500k married). For the period it was a rental, you'll still face depreciation recapture on the depreciation you claimed or should have claimed. The IRS has a specific calculation for properties that were both primary residences and rentals. You'll allocate the gain between the periods, and only the rental period portion is fully taxable (minus any qualified exclusion). IRS Publication 523 covers this in detail.
Has anyone actually used the "installment sale" method for selling a rental? My accountant mentioned it could spread out my tax hit over several years if the buyer is making payments to me instead of paying the full amount upfront.
I used the installment method when I sold my duplex last year. Basically, you only pay taxes on the portion of the profit you receive each year. BUT - and this is a big but - you still have to pay all the depreciation recapture tax in the year of sale, regardless of how much money you actually received. Only the capital gains portion gets spread out.
I think people are overlooking a major red flag here. If they're claiming they can save you $45k on taxes when you're expecting to pay $60k, that implies they're suggesting extremely aggressive deductions that could trigger an audit. A legitimate tax preparer might be able to save you some money with proper planning, but a 75% reduction in tax liability for a straightforward situation like yours is suspicious. They're either: 1) Lying about how much they can save you to justify their absurd fee 2) Planning to use questionable or potentially illegal methods Either way, stay far away from them. A good CPA should charge you $1-3k max for your situation.
So true. My dad got sucked into one of these "we'll save you thousands" schemes a few years ago and ended up getting audited. Cost him way more in the long run with penalties and interest, not to mention the stress.
Absolutely - these aggressive tax schemes often lead to audits, and the companies that promote them typically don't offer audit protection (or if they do, the fine print makes it nearly worthless). Most legitimate CPAs approach tax planning conservatively, focusing on documented deductions that clearly follow tax code. The aftermath of an audit can be financially devastating. Beyond the immediate penalties and interest, there's often a cascade effect where the IRS expands the audit to previous tax years if they find significant issues. Then you're dealing with multiple years of amended returns, additional penalties, and potentially having to pay for professional representation during the audit process.
Has anyone used H&R Block for a 1099 situation? My wife is also an independent contractor and I'm wondering if they're any good for that or if we need a CPA?
I wouldn't recommend H&R Block for 1099 income, especially at your combined income level. Most of their preparers aren't CPAs and have minimal training for complex situations. They're fine for very simple W-2 only returns, but with 1099 income and significant deductions, you'll want someone more specialized.
Thanks for the advice. Do you think I need someone local or would an online CPA service work just as well? Our situation seems pretty similar to the original poster - wife has 1099 income, I'm W-2, and we have a mortgage.
The comments about software vs CPAs made me wonder - does anyone have recommendations for the best tax software for someone with a relatively basic 1040 but with some stock trades? I used FreeTaxUSA last year but wasn't super impressed with how it handled my investments.
I'm a licensed CPA and I'll tell you the honest truth - if your return is truly simple (just W-2s and standard deduction), there's not much value we can add beyond what tax software provides. We mainly help people with: 1) Complex situations like business income, rental properties, investments 2) Tax planning throughout the year (not just filing) 3) Representation if you get audited 4) Peace of mind knowing a professional reviewed everything Most of our clients have complexities beyond a basic 1040. For simple returns, you're probably fine with software. But be honest about how "simple" your taxes really are. Many people think their return is simple when it actually has complications they're overlooking.
Ellie Lopez
Another important consideration with MFS vs standard deduction - if you itemize and claim the mortgage interest/property tax while your spouse is forced to itemize with minimal deductions, remember you can still split certain deductions. For example, in my state (CA), we can split the state income tax paid between spouses when filing MFS. My wife took the mortgage interest ($11K), and I took most of our state income tax deduction ($9K) so we both benefited from itemizing.
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Chad Winthrope
ā¢That's interesting - I thought state income taxes were allocated based on who paid them? Like if it came out of your paycheck, it's your deduction. Can you really just decide how to split them?
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Ellie Lopez
ā¢You're right that generally withholding is tied to each spouse's earnings. What I was referring to is that in community property states like California, income (and the taxes paid on that income) is considered equally owned by both spouses regardless of who earned it. So in states like CA, WA, TX, etc., you have more flexibility in how certain deductions are allocated when filing MFS. But you're absolutely correct that in non-community property states, you can only deduct the state taxes you personally paid.
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Paige Cantoni
Don't forget about the SALT cap when doing these calculations! State and Local Tax deductions (including property tax) are limited to $10,000 total ($5,000 for MFS). So if your property taxes are $3,700, you can only deduct an additional $1,300 in state income taxes when on MFS before hitting that cap.
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Kylo Ren
ā¢This is a hugely important point that a lot of people miss. I live in NJ where property taxes alone can exceed the SALT cap, so the mortgage interest deduction becomes the main factor in whether itemizing makes sense.
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Nina Fitzgerald
ā¢Is the SALT cap different for MFJ vs MFS? Like if we file jointly do we get the full $10k, but separately we each only get $5k?
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