I'm going through something very similar right now with FreeTaxUSA! My state refund came through fine but federal is missing, and when I contacted them, they're acting like I never filed at all. Reading through everyone's experiences here has been incredibly validating - I was starting to think I was losing my mind. The advice about asking specifically for the "transmission team" or "e-file department" is brilliant. I called back after reading QuantumQueen's suggestion and finally got transferred to someone who could actually see technical details. Turns out my federal return had a "validation error" that caused the transmission to fail, but their system never sent me any notification about it! I'm definitely going to file that CFPB complaint that Aisha mentioned - it sounds like that's the magic button to get these companies to actually take responsibility. Has anyone had success getting documentation of exactly WHEN the transmission failed? The technical person I spoke with mentioned an error timestamp but said they couldn't email me that information directly. I feel like having that specific timing would be crucial evidence for the IRS. Thanks to everyone sharing their stories and solutions. It's frustrating that this is such a common issue across different tax software companies, but at least we're not dealing with it alone!

This thread has been incredibly helpful! I'm dealing with a similar issue with TaxSlayer where my federal return seems to have vanished into thin air despite my state return going through perfectly. Reading everyone's experiences confirms this is definitely a systemic problem across the tax software industry. I just wanted to add another resource that helped me - if you're having trouble getting through to the IRS even with the callback services mentioned, try calling their Practitioner Priority Line at 866-860-4259 early in the morning (around 7 AM). You don't need to be a tax professional to use it, and I've found the wait times are much shorter than the main taxpayer line. Also, when you do get through to the IRS, make sure to ask for a "non-filing letter" or documentation that shows no return was received for your tax year. This is official IRS documentation that you can use as evidence with both your tax software company and for penalty abatement purposes. It carries more weight than just verbal confirmation from an IRS agent. The combination of this official IRS documentation plus the transmission error evidence from your tax software company creates a bulletproof case that this was a technical failure, not user error. I'm preparing my CFPB complaint now based on everyone's advice here - fingers crossed it works as well as it did for others!

One thing to consider that hasn't been mentioned yet - if your church is part of a larger denomination, check with their financial office first. Many denominations have established procedures for member loans and may even have template agreements that comply with both IRS requirements and their own governance rules. Also, consider setting up the loan with a nominal interest rate (like 1-2%) instead of zero interest. This can actually simplify things tax-wise since you avoid the imputed interest calculations entirely, and the small amount of interest income is usually manageable. The church can still benefit significantly from below-market rates without triggering the complex IRS rules around gift loans. Make sure you understand your state's usury laws too - some states have minimum interest rate requirements even for loans to nonprofits. Better to be safe and charge a small amount than risk having the loan structure challenged later.

Another consideration worth mentioning - if your church has any pending legal issues or financial disputes, you might want to wait until those are resolved before making the loan. I learned this the hard way when I lent money to a nonprofit that later had creditor issues. Even though my loan was properly documented, it got tied up in their financial restructuring for months. Also, consider whether you want to include a clause allowing you to convert the loan to a donation at any time. This gives you flexibility if the church's situation changes or if you decide you'd rather take the charitable deduction. Just make sure this conversion option is clearly documented in the original agreement so there's no question about your intent with the IRS. One more practical tip - set up a separate savings account just for tracking this loan. Keep all the paperwork together and document any payments or communications about the loan. If you ever need to prove to the IRS that this was a legitimate loan (not a gift), having clean records will save you a lot of headaches.

This thread has been incredibly helpful! I'm in a similar boat managing my grandmother's trust and the complexity around estimated payments has been overwhelming. One thing I learned from my CPA that might help others - if you're dealing with a trust that receives Social Security survivor benefits, those payments are generally not subject to estimated tax requirements since they're typically not taxable income to the trust. However, if the trust has other significant income sources, you still need to calculate estimates on those. Also, for anyone struggling with the EFTPS enrollment timeline, I found that calling the EFTPS customer service line can sometimes expedite the PIN mailing process if you explain that you have an upcoming payment deadline. They were able to rush my PIN delivery when I had a quarterly payment due within the week. Has anyone dealt with estimated tax requirements for trusts that own S-Corp stock? I'm trying to figure out if the pass-through income affects the quarterly payment calculations differently than other types of income.

This has been such a valuable discussion! As someone new to trust administration, I had no idea there were so many nuances to estimated tax payments. One thing I wanted to add that might help other newcomers - don't forget to check if your state has any special trust tax brackets or rates that differ from individual income tax rates. Some states tax trust income at higher rates than individual income, which can significantly impact your estimated payment calculations. Also, I learned that if you're taking over as successor trustee mid-year, you need to be extra careful about estimated payments that may have already been made by the previous trustee. Make sure to get documentation of any payments already made to avoid double-paying or missing required installments. The EFTPS system really does seem like the best route for federal payments - I'm going to start that enrollment process now so I'm ready for next quarter. Thanks to everyone who shared their experiences, especially about the state-by-state differences. This community has been incredibly helpful for navigating what felt like an impossible maze of tax requirements!

I'm in a very similar boat - just finished my RN program last month and my husband has been the primary earner while I was in school! We've been wrestling with the same W-4 questions as I start my first full-time nursing position next week. After reading through all these responses, I feel so much more confident about our plan to keep things simple and not check the multiple jobs box. Like you, we'd much rather overwithhold and get a nice refund than risk owing money. The "forced savings" aspect is actually a huge benefit for us since we're terrible at consistently putting money aside throughout the year. One thing my preceptor mentioned during clinicals is that many new nurses are surprised by how much gets taken out of those first few paychecks between taxes, benefits, and union dues if applicable. She suggested keeping the first three pay stubs to track the withholding patterns, which sounds like great advice based on what others have shared here too. It's so helpful to see that multiple tax professionals in this thread have confirmed this approach is totally legitimate and common. Takes a lot of the anxiety out of starting this new chapter! Good luck with your transition to full-time nursing - we've got this! 🩺

As someone who works in payroll processing, I can confirm everything the tax professionals have shared here is absolutely correct. You are NOT required to check the Multiple Jobs box on your W-4 forms - it's completely optional and designed for people who want more precise withholding throughout the year. Your plan to leave both W-4s unchanged (no box checked, no dependents claimed) is a very common and perfectly legitimate approach that many dual-income couples use. Each employer will calculate withholding as if that job is your only income source, which typically results in overwithholding when you file married filing jointly. This means you'll get that larger refund you're hoping for. One practical tip from the payroll side: when you submit your W-4 for the new nursing position, don't be surprised if HR asks if you're sure you don't want to claim any allowances or check any boxes. They're just trying to be helpful, but you can confidently tell them you prefer the maximum withholding approach for your household's financial planning. Also, keep in mind that you can always submit a new W-4 to your employer if you want to adjust your withholding mid-year based on how things are looking. There's no limit on how many times you can update it, as long as the information is accurate. Congratulations on nearly finishing nursing school! Your conservative approach to tax planning shows great financial responsibility as you enter this new career phase.

Just want to add one more thing that might help others in this situation - when you do file your 2024 taxes with Form 8606 to report the non-deductible contribution, make sure to keep a copy of that return AND the 8606 form in your tax records. You'll need to reference it next year when filing your 2025 taxes to show the IRS your basis calculation for the conversion. I learned this the hard way when I couldn't find my old 8606 and had to reconstruct the numbers. The IRS can get confused about basis if you don't have clean documentation showing the progression from contribution to conversion across tax years.

This is exactly why I always recommend doing backdoor Roth conversions earlier in the year (like March-April) rather than in January. You avoid this whole timing nightmare where you're scrambling to file taxes without the proper documentation. That said, for your current situation, you're absolutely right to be concerned about filing without the 1099-R. Don't file without reporting the conversion and then amend later - that creates unnecessary complications and potential penalties. Here's what I'd suggest: Contact FreeTaxUSA support directly and explain your situation. Most tax software has provisions for entering conversion data manually when you don't have the 1099-R yet. You should be able to input the conversion amount, date, and other relevant details based on your Fidelity account statements. The key is making sure you report both parts correctly - the non-deductible contribution on Form 8606 for 2024, and then you'll handle the conversion portion on your 2025 return when you get the actual 1099-R. Keep detailed records of everything - your contribution receipt, conversion confirmation, and any correspondence with Fidelity about the timing. This documentation will be crucial when you file next year's taxes.