


Ask the community...
Does anyone know if I need to sell my investments in the traditional IRA before converting to Roth? Or can I just transfer the shares directly?
You can transfer the shares directly! It's called an "in-kind" conversion. No need to sell and rebuy, which is actually better because you don't miss any market movements between selling and rebuying. The value of the shares on the conversion date is what matters for tax purposes.
Madison, I went through this exact same situation last year! The key thing to understand is that you can't just convert the $7,000 you contributed this year due to the pro-rata rule that Julian explained perfectly. Since you have $55k in pre-tax funds plus your $7k contribution (total ~$62k), any conversion will be mostly taxable. If you convert $7,000, roughly $6,113 would be taxable income based on the pro-rata calculation ($55k รท $62k ร $7,000). My advice: if your employer's 401(k) accepts IRA rollovers, consider rolling your existing $55k pre-tax balance into your 401(k) first. This would leave only your non-deductible $7k contribution in the IRA, which you could then convert to Roth with minimal tax consequences (only on any gains since contribution). Also, don't forget to file Form 8606 to report your non-deductible contribution - this is crucial for establishing your basis. For future years, consider making the non-deductible contribution and converting immediately to minimize gains and keep the process clean.
This is really helpful advice! I'm in a similar situation with existing pre-tax IRA funds and was wondering about the 401(k) rollover option. Do you know if there are any restrictions on rolling IRA funds into a 401(k)? Like does it have to be from a previous employer's 401(k) originally, or can any traditional IRA funds be rolled in? Also, are there any timing considerations I should be aware of when doing the IRA-to-401(k) rollover before the backdoor Roth conversion?
Has anyone successfully contested an assessment without professional help? Tax attorneys want $300/hr in my area and that seems excessive for what might be a simple error.
I successfully contested a $1,750 assessment last year by myself. The key was super detailed documentation. I created a spreadsheet showing exactly where each piece of income appeared on my return with line numbers and attached copies of all relevant forms. Made it impossible for them to claim I hadn't reported something.
Rachel, I completely understand your panic - I went through something very similar two years ago. Here's what worked for me: First, don't let the 30-day deadline stress you out too much, but definitely don't ignore it either. You have options within that timeframe. Since you mentioned you have confirmation numbers from when you e-filed, that's actually great documentation. Pull up your actual filed return (not just your copy) from the state's website if they have an online portal. Sometimes there are discrepancies between what you think you filed and what actually got processed. The key is to be methodical: 1) Get the specific details about which 1099 they claim is missing (call them), 2) Match that against your records and filed return, 3) Prepare a clear, documented response showing either that you did report it or explaining why their information is incorrect. I was able to resolve mine with a detailed letter and supporting documents - no attorney needed. The assessment was completely dropped once I showed them their error. Don't let them intimidate you into paying money you don't owe!
My accountant told me to track the gift card spending separately. If I use the gift card for more business expenses, those are still deductible. If I use it for personal stuff, then it's basically taxable income. So the real question is how you use the gift card afterward!
That doesn't sound right at all. The tax treatment of the initial transaction wouldn't change based on how you use the gift card later. The issue is that you're only paying net cost for the education, regardless of how you use the rebated amount.
As someone who works in tax preparation, I've seen this exact situation come up frequently with clients. The consensus from tax professionals is clear: you can only deduct the net amount you actually paid for the education itself. The IRS Publication 529 (Miscellaneous Deductions) specifically addresses this type of situation. When you receive a rebate, refund, or other recovery for an expense you deducted in a prior year, it generally reduces the amount you can deduct. In this case, since you're receiving the gift card immediately with the purchase, you should treat it as a purchase price reduction from the start. What's particularly concerning about these arrangements is that they seem designed to exploit the employer reimbursement system. Your employer reimburses the full $1,295 tax-free, but you're effectively receiving $650+ in personal benefits. This could potentially trigger additional tax consequences if the IRS determines that portion of the reimbursement should be treated as taxable income to you. My advice: document everything carefully, only deduct the net educational cost, and be prepared to explain the arrangement if questioned. The "substance over form" doctrine will definitely apply here if audited.
One more thing to consider - if you trade in the vehicle instead of selling it outright, you may be able to defer the recapture tax. Section 1031 like-kind exchanges no longer apply to personal property like vehicles (changed with 2017 tax law), but there might be other strategies worth exploring with a tax professional.
That's interesting - so trading in doesn't help avoid recapture anymore? I thought dealerships were still advertising that as a benefit.
Dealerships often confuse or misrepresent the tax implications. You're right to question it. Since the 2017 Tax Cuts and Jobs Act, Section 1031 like-kind exchanges only apply to real property (land, buildings), not personal property like vehicles. When you trade in a vehicle now, it's treated as a sale at fair market value, so any recapture would still apply. Dealerships like to emphasize potential sales tax savings on trade-ins (which is still valid in many states), but that's completely separate from income tax and recapture issues.
This is a great discussion! One key point I'd add is about documentation. Since you mentioned this is for your consulting business, make sure you're keeping detailed records of not just mileage but also how the vehicle is being used for business purposes. The IRS can be pretty strict about heavy vehicle Section 179 deductions, especially for vehicles that could be considered "luxury" like the Hummer EV. They want to see that it's genuinely necessary for your business operations, not just chosen because of the tax benefits. Also, consider the timing of any potential sale carefully. If your business income fluctuates year to year, you might want to time the sale for a year when you're in a lower tax bracket, since that recapture income will be taxed at ordinary rates. The recapture hits all at once in the year of sale, so it could potentially push you into a higher bracket that year. Have you considered whether keeping it as a business asset and taking regular depreciation going forward might make more sense than selling? Sometimes the simplest path is the best one tax-wise.
Hugh Intensity
Does anyone know if the component-based depreciation approach (separating appliances, etc.) creates more audit risk? I've heard mixed things and don't want to push my luck with the IRS.
0 coins
Sophia Gabriel
โขComponent-based depreciation is actually a well-established practice when done correctly. The key is proper documentation and consistency with your approach. If you do a professional cost segregation study, that provides strong support for your position in case of audit. The IRS has specific guidelines (look up IRS Cost Segregation Audit Techniques Guide) that they follow, so as long as your approach aligns with those, your audit risk isn't significantly increased. Just make sure everything is well-documented and you have a rational basis for the classifications you use. It's the aggressive or poorly supported segregations that tend to trigger problems.
0 coins
Hugh Intensity
โขThanks for the clarification! I'll look up that audit guide you mentioned. Good to know that having proper documentation is the key factor rather than the approach itself being risky.
0 coins
Dmitry Volkov
One thing I'd add to this discussion is that you should also consider the Section 199A deduction (QBI deduction) when planning your depreciation strategy. If you're taking large depreciation deductions that reduce your rental income to zero or negative, you might be limiting your ability to claim the 20% QBI deduction on your rental profits. For some investors, it makes sense to take a more moderate approach with bonus depreciation to preserve some rental income that qualifies for the QBI deduction. This is especially relevant if you're planning to hold the property long-term and your rental income would otherwise qualify for the full 20% deduction. It's worth running the numbers both ways - maximum depreciation versus optimizing for QBI - to see which approach gives you the better overall tax benefit. Your tax situation and other income sources will determine the best strategy.
0 coins
Micah Franklin
โขThis is such an important point that often gets overlooked! I'm dealing with this exact situation right now. I was planning to maximize my bonus depreciation to minimize taxes this year, but my CPA pointed out that zeroing out my rental income would eliminate my QBI deduction entirely. For my situation, keeping about $15k in rental income to claim the QBI deduction actually saves me more in taxes than taking the full bonus depreciation. It's definitely worth modeling both scenarios before making the decision. The interplay between these different tax provisions can be pretty complex for real estate investors. @Dmitry Volkov - do you know if there are any good calculators or tools that can help model the QBI vs. depreciation trade-off? I ended up building a spreadsheet but it would be nice to have something more sophisticated.
0 coins