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I'm gonna go against the grain here. I also have a cross-state tax situation (PA resident working in NY) and I did go to a tax pro last year after using software for years. They caught something software never did - I was eligible for a local tax credit related to my city taxes that the software never asked about. Got me an extra $600! Software is fine for most people but sometimes a human looking at your specific situation can spot things the automated questionnaires miss. Just don't go to one of those seasonal pop-up places with minimally trained staff. Find an enrolled agent or CPA who does taxes year-round.
Do you think the $600 was worth the fee you paid to the tax pro? I'm wondering about the cost-benefit analysis. Also, now that you know about that credit, couldn't you just claim it yourself using software in future years?
Totally worth it - I paid $220 for the service, so I came out $380 ahead. And yes, now that I know about the credit, I can claim it myself going forward. I actually went back to software this year and made sure to look for that specific credit. I think seeing a pro once every few years as a "check-up" is a good strategy. Then you can self-file in between knowing you're doing it right. Tax laws also change pretty frequently, so it's good to get a professional review periodically.
One thing nobody's mentioned - if your income is under $73,000 you can use the IRS Free File program to file federal taxes for free. And many of those services include free state filing too. No point paying for software or a tax pro if you qualify for free filing with a simple return!
Something else to consider - if you're selling high end furniture and cabinetry, make sure you understand each state's rules on installation. In some states, if you're providing installation services along with the physical products, the whole transaction might be treated differently for sales tax purposes. For example, in my state, if more than 50% of a transaction is for installation labor, the entire sale might be classified as a service rather than a product sale. This completely changes the tax treatment.
Oh this is a great point I hadn't even considered! I do arrange installation through subcontractors for about 60% of my projects. Would that still count as me providing installation services even though I'm subcontracting it out? Or does it matter that I'm including it as one bill to the client?
Generally what matters is how you present it to the client. If you're billing the client for a single transaction that includes both products and installation (even if subcontracted), most states will look at the entire transaction as a whole when determining tax treatment. If you separately state the charges on the invoice, some states will allow you to collect tax only on the product portion. But this varies dramatically by state. In some states like California, even separated charges might be considered part of a "bundled transaction" if they're part of the same project.
Don't forget about local sales taxes too! I made this mistake when I started selling to clients in Colorado. The state threshold was fine, but I didn't realize that home rule cities there have their own separate sales tax systems. I had a Denver client who was technically below the state threshold, but Denver requires separate registration and collection. Cost me a $500 penalty to learn that lesson!
Yep, Colorado is especially bad with this! Almost 100 different local tax jurisdictions, many with their own rules. Louisiana is another nightmare state for local taxes. That's why I ended up using a sales tax compliance service rather than trying to figure it all out myself.
Something important to consider: did you make any significant improvements to the property during the time you owned it? Things like a new roof, HVAC system, kitchen remodel, etc. can be added to your cost basis, which might reduce your tax bill. Your tax preparer should have asked about this, but sometimes they don't think to if you don't bring it up. Capital improvements are different from repairs - improvements add value to the property or extend its life, while repairs just maintain it. Also double-check that the original purchase price and the portion allocated to the building (vs. land) are correct. A higher allocation to the building actually helps in this situation because it means more depreciation during ownership but less gain on sale.
Thank you for this suggestion! We did replace the roof about 7 years ago (around $11,000) and installed central air conditioning (about $8,500) about 5 years ago. We also replaced all the windows about 9 years ago for around $6,500. I don't think our tax person asked about any of this specifically. Would these count as improvements that could help reduce our tax bill? And if so, do we need receipts or some kind of proof, because honestly I'm not sure if we kept all of that paperwork.
Yes, all of those would absolutely count as capital improvements that increase your cost basis! The roof, HVAC, and windows are all classic examples of capital improvements rather than repairs. Even without receipts, you can still claim these improvements, though documentation is preferred. If you don't have receipts, try to gather whatever evidence you can - canceled checks, credit card statements, emails with contractors, or even photos showing the before and after. You could also get estimates from contractors showing what similar work would have cost in those years as supporting evidence. These improvements total around $26,000, which could significantly reduce your tax bill. Definitely bring this information to your tax preparer right away or consider getting a second opinion from a CPA who specializes in real estate taxation.
You mentioned your wife had a $130k equity line but the house was only purchased for $83k originally. Was part of that loan used for improvements on the property? If so, that would increase your cost basis and potentially lower your tax bill. Also, don't forget selling costs like realtor commissions, title insurance, legal fees, etc. - those all reduce your net proceeds for tax purposes.
This is an important point - loan amount doesn't impact basis, but if the loan proceeds were used for property improvements, those DO increase basis. I made this mistake on my first rental and it cost me thousands.
Just adding another perspective - I'm also a limited partner in several syndications and have gone through multiple 1031 exchanges. Make sure you verify that your capital account and tax basis are correctly tracked between the old and new partnerships. In one case, our syndication didn't properly track suspended passive losses through the exchange, which caused issues for several investors. Your tax basis doesn't just disappear in the exchange - it transfers to the new property (adjusted for any recognized gain).
How do you track this yourself? My syndicator doesn't provide any details beyond the K-1 and when I asked about my carryover basis after our 1031, they just said "talk to your CPA." But my CPA wants documentation from THEM about how they calculated everything.
You need to maintain your own parallel records. Start with your original capital contribution, then add income reported on K-1s each year and subtract losses and distributions. This is your "outside basis" tracking. When the 1031 exchange happens, this basis should transfer to your interest in the new property, with adjustments if there was any boot or mortgage relief that triggered gain recognition. If your syndicator won't provide the calculations, you can derive them by comparing the final K-1 from the old partnership with the initial K-1 from the new one. The capital account sections should show how your investment transferred.
Has anyone had issues with state taxes after a 1031 exchange? My federal return was fine, but I got hit with a surprise tax bill from California even though the replacement property was in Texas. Apparently not all states follow the federal 1031 rules if property moves out of state.
Kiara Greene
One thing nobody's mentioned yet - the Child Tax Credit might be affecting your withholding calculations. If your dependents are under 17, the system assumes you'll get that credit and reduces withholding accordingly. But with your combined income from two jobs, you might be in the phase-out range where you don't get the full credit. Also check if both employers are using the newest W-4 form (no allowances) or the old one. That can cause confusion too.
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Elin Robinson
ā¢My kids are 12 and 15, so they qualify for the Child Tax Credit. Would that really reduce my withholding to zero though? And yes, both employers use the new W-4 form (the one without allowances).
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Kiara Greene
ā¢The Child Tax Credit could significantly reduce withholding but shouldn't take it all the way to zero, especially with your combined income. The credit is worth up to $2,000 per qualifying child, but that's spread across your entire tax year. With the new W-4 form, the issue is almost certainly that neither employer knows about your other job. When you earn $1,750 bi-weekly from one job, that's about $45,500 annually - and a single taxpayer with two dependents making that amount would have very little federal tax liability after standard deduction and child tax credits. Same with your second job at $54,600 annually. But when combined ($100,100), you're in a higher tax bracket and the calculations completely change. This is exactly why the W-4 has that multiple jobs section that needs to be completed.
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Evelyn Kelly
Something similar happened to me! Check if you accidentally checked the box that says "Multiple Jobs or Spouse Works" on BOTH W-4 forms. You're only supposed to check it on ONE form, usually the higher-paying job. If you check it on both, they both reduce the withholding assuming the other job is withholding more.
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Paloma Clark
ā¢This happened to my brother too. If you check that box on both forms, each employer thinks the other one is handling most of the withholding. It's counterintuitive but checking that box actually LOWERS the withholding from that job because it assumes withholding is happening elsewhere.
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