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For your original question, if price is your main concern, I've seen TurboTax Deluxe CD/download on sale at Costco for around $40-45 (vs. $60+ retail). Just be aware the CD/download versions are different from the online versions - they're a one-time purchase rather than the online subscription. Also, one trick I've learned: start with TurboTax Free Edition online first, enter all your basic info, then if you need to upgrade for investments, sometimes they'll offer you a discounted upgrade rather than paying full price right away.
Thanks! Is there any difference feature-wise between the download version and online version if I go with Deluxe? Also, do you know if the download version includes a state filing or is that extra?
The download version and online version have essentially the same features for each tier, but the pricing structure is different. The download is a one-time purchase that you install on your computer, while the online version is a subscription service. Most people find the online version more convenient, but the download can be cheaper. State filing is almost always an additional cost regardless of which version you choose. The download versions typically charge around $40 per state, which is separate from the federal filing cost. Some retailers occasionally offer bundle deals that include one state filing, but that's not common - always check the packaging details to confirm what's included.
Just a heads up - if your investments are at all complicated (crypto, multiple brokerages, etc), TurboTax Premier is probably worth the extra money over Deluxe. I tried to save money with Deluxe last year and ended up having to upgrade anyway and paid MORE than if I'd just bought Premier from the start.
I would second this. Premier is only about $20-30 more than Deluxe and well worth it if you have investments. I've used it for years and the investment import feature works much better with Premier than with Deluxe.
Just want to add that your boyfriend should seriously consider getting into compliance ASAP using the IRS Voluntary Disclosure Program. My cousin thought the same "too small to notice" thing until the IRS froze his accounts and garnished his wages - they took 75% of his paycheck! He couldn't even pay rent. The penalties are so much worse when they come to you versus when you go to them voluntarily. The interest compounds daily too, so that debt is just growing every single day he waits.
This is what I'm afraid of! Do they really take that much of your paycheck? We'd be completely screwed if that happened. Do they give any warning before they start garnishing?
Yes, they can take up to 70-80% of your paycheck depending on your filing status and number of dependents. They do send multiple notices before taking action - usually at least 3-4 letters demanding payment or response. The problem is many people ignore these notices hoping they'll just go away, which only makes things worse. The garnishment itself comes with very little warning once they've sent all required notices. My cousin had received several letters over 6-8 months but ignored them all. Then suddenly his employer notified him that they received a garnishment order, and his next check was drastically reduced.
One thing nobody's mentioned yet is state taxes. If he's not filing federal, he's probably not filing state either. Some states are WAY more aggressive than the IRS about collections. My brother ignored California state taxes for just 2 years and they suspended his driver's license and professional license. Couldn't legally drive or work in his field until he set up a payment plan.
Exactly this. I work in construction too and my state's contractor licensing board suspended my license for unfiled state taxes. Lost my ability to legally work for 3 months while straightening it out. My advice - file back taxes even if you can't pay them all at once. The failure-to-file penalties are much worse than failure-to-pay.
Former tax preparer here. The difference between royalties and other income isn't just about tax rates - it's also about proper reporting. Royalties go on Schedule E while other income goes on Schedule 1. The IRS matching system will see the corrected 1099-MISC reporting other income, but your return showing royalties. This discrepancy could trigger a notice. Even if the tax amount is identical, I always recommend filing an amendment (Form 1040-X) when there's a correction that changes which form or schedule the income should be reported on. It's better to spend the time fixing it now than dealing with potential notices later.
That makes sense, thank you. If I file an amendment, will I likely get my refund delayed? I haven't received it yet and I'm a bit worried that filing an amendment might further complicate things.
Filing an amendment shouldn't affect your original refund - those are processed separately. Your original return will continue processing as normal, and you'll receive that refund based on the original timeline. The amendment is processed separately and typically takes longer (up to 16 weeks currently). Since your amendment won't change the total tax due (assuming the only change is moving the same amount from royalties to other income), you won't have any additional payment to make or receive. The amendment is just to correct the reporting location of the income.
Make sure to use the right forms when you file your amendment! Found this out the hard way last year when I had to amend because of a corrected 1099. You need Form 1040-X plus any schedules that are changing (in your case probably Schedule E and Schedule 1).
If you use tax software, it's way easier. Just go back into whatever program you used, tell it you need to amend, and it will create all the right forms for you. TurboTax, H&R Block, and most others handle amendments pretty well.
Have you considered leasing instead of buying? That's what I do for my rental property business, and it eliminates a lot of these complicated depreciation issues. With a lease, you just deduct the business percentage of your payments each year. No worries about basis adjustments, trade-in complications, or depreciation recapture. For vehicles with varying business use like yours (I'm also in the 60-80% range depending on the year), it's much simpler from a tax perspective. Each year stands alone - if you use it 65% for business, you deduct 65% of that year's lease payments. Next year it's 78%? You deduct 78%. The Section 179 benefit of heavy SUVs is nice for immediate deductions, but with current bonus depreciation rules phasing down, that advantage is shrinking anyway.
I've considered leasing, but I typically keep vehicles 5-6 years and put on high mileage (30K+ per year) managing rental properties across a wide area. Doesn't leasing usually end up more expensive with mileage penalties for heavy use like mine? I'm curious how you handle that with your rental business. Does the tax simplification outweigh the potential higher costs?
You're right that high mileage can make leasing less attractive. I typically negotiate high-mileage leases (25K miles/year) upfront, which increases the monthly payment but eliminates surprise penalties later. For my situation with 3 rental properties all within 50 miles, it works out financially. With your usage pattern and keeping vehicles 5-6 years, purchasing probably makes more financial sense despite the tax complications. The tax simplification doesn't outweigh the cost difference in your high-mileage scenario. If you're putting 30K+ miles annually while managing properties "across a wide area," the mileage penalties would likely erase any tax-related benefits from leasing.
Has anyone used a mileage log app to track variable business use? I'm using MileIQ for my rental property vehicle and it's been a game changer for documenting business vs personal use. The IRS agent I spoke with said good documentation is crucial when claiming varying business use percentages year to year.
I use Everlance and it's been awesome. Automatically tracks my trips to rental properties vs personal driving. At tax time, I just export a report showing my business percentage for the year. My accountant said this kind of documentation is exactly what you need if you ever get audited about vehicle expenses with varying business use.
Thanks for the recommendation! Does Everlance let you categorize trips to different properties separately? I need to track which trips go to which rental for our internal accounting, not just the overall business percentage. My current app only tracks business vs personal but doesn't let me sub-categorize the business trips.
Freya Larsen
Have you considered filing under the IRS Voluntary Disclosure Practice? It's designed specifically for situations like yours where taxpayers with unreported income want to come clean. The benefit is that it can help you avoid criminal prosecution and potentially minimize penalties. The key is being proactive before the IRS discovers the issue themselves. Since the owner's daughter is already looking for a CPA, that's a good start. Make sure they're familiar with the voluntary disclosure process. Also, do you have any records at all of how much you were paid over the years? Bank deposits, notes, anything? Reconstructing 13 years of income will be challenging, but having some documentation will help tremendously.
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Amina Diop
ā¢I've never heard of the Voluntary Disclosure Practice before. Is that different from the regular process of just filing late returns? Would I need to do anything special to qualify for that? For records, I have some bank statements showing cash deposits, and I've kept rough notes about my hours and pay rates over the years in various notebooks. Nothing official from the employer though. Would bank statements be enough to show the IRS what I earned?
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Freya Larsen
ā¢The Voluntary Disclosure Practice is more formal than just filing late returns. It involves coming forward to the IRS before they discover the non-compliance, providing complete and truthful disclosure, and cooperating with the IRS to determine the correct tax liability. While it doesn't guarantee immunity from prosecution, historically it has significantly reduced the likelihood of criminal charges in cases of willful non-compliance. Your bank statements showing cash deposits will be extremely helpful. Combined with your notes about hours and pay rates, you actually have more documentation than many people in similar situations. The IRS understands that reconstructing income from years ago is difficult, especially with cash payments. They generally accept reasonable reconstructions based on the best available information. Make sure to be consistent and realistic with your income estimates - sudden unexplained variations might raise questions.
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Omar Hassan
One thing that nobody has mentioned yet - you might qualify for the Earned Income Tax Credit for some of those years. Depending on your income level and whether you had any qualifying children, this could potentially result in refunds for some years even after accounting for the taxes you should have paid. The EITC has a 3-year limitation for claiming refunds, but if you're filing all these past returns anyway, you might as well claim it for the most recent 3 years if you qualify. This could help offset some of what you'll owe for the older years.
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Chloe Taylor
ā¢This is actually a really good point. I worked as a volunteer tax preparer, and many people don't realize that the EITC can result in substantial refunds for lower-income workers. If your annual income was under about $60,000 (varies by year and filing status), it's definitely worth looking into.
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