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Quick tip for anyone doing backdoor Roth conversions: Convert IMMEDIATELY after contributing to minimize any gains in the traditional IRA. I literally do the conversion the same day or next day after the contribution. The reason is that any earnings that happen between contribution and conversion are taxable in the year of conversion. By converting immediately, you'll have minimal or zero earnings to report, making your tax situation much simpler.
Does this actually work with most brokerages? When I tried doing this with Vanguard, they made me wait for the contribution to "settle" before converting, which took like 7 business days.
@Giovanni Greco Yes, most brokerages do have settlement periods that can complicate immediate conversions. With Fidelity, I ve'found that if you contribute via wire transfer or existing cash in your account, you can often convert the same day. ACH transfers typically require 3-5 business days to settle. Some brokerages like Schwab allow you to initiate the conversion while the contribution is still settling, and they ll'execute it automatically once funds are available. Check with your specific brokerage about their settlement policies - it varies quite a bit between firms. Even if you have to wait a week, any earnings are usually minimal we (re'talking maybe a few dollars on a $6,000 contribution ,)so don t'stress too much about perfect timing. The key is just not letting months go by between contribution and conversion.
One thing to keep in mind when filing your 2023 Form 8606 is that you'll need to report your contribution on Line 1 (nondeductible contributions for 2023) and Line 14 (your total basis in traditional IRAs). Since this is your first backdoor Roth and you had no prior IRA balance, your basis will simply be the $6,500 you contributed. When you file your 2024 return next year, you'll report the conversion on Part II of Form 8606. The good news is that since you converted immediately after contributing, you should have little to no taxable income from the conversion - just make sure to report any small earnings that may have occurred between contribution and conversion. Also, double-check that your IRA custodian sends you the correct tax forms. You should receive a Form 5498 showing your 2023 contribution and a Form 1099-R showing your 2024 conversion. Keep these with your tax records since they support your Form 8606 filings.
This is exactly the detailed breakdown I needed! Quick question - you mentioned checking that the IRA custodian sends the correct tax forms. Should I expect to receive the Form 5498 for my 2023 contribution soon, or does that typically come later in the year? I want to make sure I have all the documentation before I file my return this weekend. Also, when I do get the Form 1099-R next year for the conversion, will it show the full $6,500 as a distribution even though it was immediately converted to Roth? I want to make sure I understand what to expect so I don't panic when I see that form.
Just to add some clarity since there still seems to be confusion: Form 1096 = A transmittal form (cover sheet) that businesses use when sending copies of information returns (like 1099s) to the IRS. You only need this if you paid contractors and need to report those payments. Schedule C = The form self-employed people use to report business income and claim expenses. This is part of your personal tax return. If you're self-employed and trying to deduct expenses, you need Schedule C, not Form 1096. TurboTax definitely handles Schedule C - it's one of the most common forms for self-employed individuals.
So if I'm a freelancer and I get 1099s from my clients, I don't need to worry about Form 1096 at all, right? I just report the income on Schedule C?
That's exactly right! When you're the contractor receiving 1099s, you just report that income on your Schedule C. You can also deduct your eligible business expenses on that same form. The 1096 is only for people on the other side of the transaction - the businesses that paid you and issued those 1099s. They use the 1096 as a cover sheet when sending copies of your 1099 to the IRS. As the recipient of 1099s, you never need to worry about Form 1096.
TurboTax actually has a good system for handling self-employment income and expenses. When you start the process, make sure you indicate that you have self-employment income. It will then guide you through the Schedule C section where you can enter all your business income and expenses. If you're not seeing this section, you might need to upgrade to the Self-Employed version of TurboTax. The basic versions don't always include Schedule C preparation.
Is the Self-Employed version worth the extra cost though? I've heard mixed things.
Quick question - has anyone used Free File Fillable Forms for dealing with 1099-R from life insurance? My tax software keeps crashing when I try to enter mine and I'm thinking of just doing it manually.
I used Free File Fillable Forms last year for a similar situation. It works fine, but you need to make sure you correctly report the 1099-R on both Form 1040 and complete Form 8606 if any portion was non-taxable. The system doesn't guide you through it like commercial software does.
I'm dealing with a very similar situation right now with my uncle's policy, and what you're experiencing is unfortunately correct. Those 1099-R forms with code 4D indicate these were qualified retirement plans or annuities with life insurance components, not traditional standalone life insurance policies. The key difference is that with regular life insurance, you'd either receive no tax forms or maybe a 1099-MISC, and the death benefit would be completely tax-free. But when you get a 1099-R, it means the IRS considers this a distribution from a retirement account that happened to have life insurance features. The taxable amounts in box 2a ($16,500 and $39,000) represent portions that were never taxed - likely investment gains or employer contributions that grew tax-deferred. Even though it feels like "life insurance," the IRS treats it as inherited retirement funds. Unfortunately, TurboTax is calculating correctly. You might want to consult with a tax professional to see if there are any strategies to minimize the impact, like income averaging if it qualifies, but the basic tax liability is probably unavoidable. The insurance company rep was technically wrong - they should have clarified the difference between pure life insurance and these hybrid retirement products.
You mentioned this was your father-in-law's policy... was the policy originally in his name with your wife as beneficiary? Or was ownership transferred at some point? My uncle ran into a similar issue where my grandpa had transferred ownership of the policy to him years before death to help with estate planning, and that triggered the "transfer for value" rule someone mentioned above.
I'm so sorry you're dealing with this stress! Based on what others have shared here, it sounds like those accumulated dividends are likely the culprit. Life insurance death benefits are indeed tax-free, but any earnings or dividends that built up over time usually aren't. Here's what I'd recommend doing immediately: 1. Contact the insurance company and ask for all tax documents they should have sent you for 2021, including any 1099s 2. Request a detailed breakdown of exactly what made up that $280k payout 3. Don't panic about owing taxes on the full amount - it's probably just that $37k dividend portion I went through something similar when my mom passed and her whole life policy had accumulated cash value we didn't know about. Once we got the proper documentation from the insurance company, the actual tax owed was much less than what the IRS initially calculated. The key is getting the right forms to show exactly what portion is taxable versus what was the actual death benefit. Also, if you do owe taxes on the dividend portion, you can likely set up a payment plan with the IRS to make it more manageable. You've got this!
Val Rossi
I'm dealing with the exact same situation right now - code 840 appeared on my transcript about 5 days ago and I've been stressed about whether I'll get my refund via direct deposit or if they'll switch to a paper check. Reading through everyone's experiences here has been incredibly reassuring! It sounds like the consensus from multiple people who've actually been through this is that 840 is just a temporary review hold and doesn't change your payment method. I'm particularly relieved to hear from the tax preparer that direct deposit info stays intact during the 840 process. My situation is similar to yours @Naila Gordon - I need this refund for business cash flow and can't afford unexpected delays. Based on all the timelines people have shared (mostly 11-21 days), I'm going to plan for about 3 weeks total and check my transcript daily. Thanks everyone for sharing your real experiences - this community knowledge is so much more helpful than trying to decipher IRS publications on my own!
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Diego Rojas
ā¢@Val Rossi I m'so glad this thread has been helpful for you too! I was in the same boat when I first posted - completely stressed about the timing and whether my direct deposit would still work. Based on everyone s'shared experiences here, it really does seem like we re'dealing with a standard review process rather than anything to worry about. The 3-week planning timeline you mentioned sounds smart based on what others have reported. I m'on day 25 now since I first noticed the 840 code, and while I haven t'seen it change to 846 yet, reading about @Fiona Gallagher s 19-day'experience and @Jasmine Quinn s equipment purchase'situations has given me a lot more confidence. I ve started doing'the once-daily transcript check routine that Jasmine suggested and it s definitely less'stressful than my previous obsessive checking! Fingers crossed we both see movement to 846 soon - keep us posted on your progress!
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Ava Martinez
I went through this exact situation about 8 months ago and wanted to share my experience to hopefully ease some concerns. I had code 840 appear on my transcript after filing my Schedule C return with significant home office and equipment deductions. Like many of you, I was worried about cash flow timing for my business. The 840 stayed on my transcript for exactly 14 days, then switched to 846 on a Tuesday morning, and I had my direct deposit in my business account by Thursday. The key thing that helped me was calling the Taxpayer Advocate Service after about 10 days - they couldn't speed up the process but confirmed my direct deposit info was still valid and that 840 reviews are actually quite common for business returns with larger deductions. One practical tip: I started tracking the cycle dates on my transcript because the IRS typically updates accounts on specific processing days each week. Once you know your cycle, you can focus your daily checks on the days when changes are most likely to occur. This saved me from constantly refreshing and helped manage my stress levels while waiting for resolution.
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