Has anyone used QuickBooks Self-Employed for tracking both methods simultaneously? I heard there's a way to set it up to compare them at tax time.

As someone who's been through this exact scenario with my photography business, I completely understand your frustration! The "locked in" rule for actual expenses is one of those tax traps that catches a lot of small business owners off guard. Given your high mileage (15,782 business miles), the standard mileage deduction would give you about $10,337 this year alone (at 65.5 cents per mile). With actual expenses, you're probably looking at significantly less unless you have unusually high vehicle costs. Here's my take: if you're planning to keep this car for several more years and maintain similar mileage patterns, paying the $2,750 now is likely worth it. You'll probably recoup that cost within the first year of using standard mileage, and then continue saving thousands annually. Before making the final decision, I'd recommend calculating your total actual expenses for this year (including depreciation, gas, insurance, repairs, registration, etc.) and comparing that to what standard mileage would give you. If the gap is as wide as I suspect, the math strongly favors taking the hit now. Also consider consulting with a tax professional who specializes in small business returns - they can run the numbers for your specific situation and help you avoid any pitfalls with the amendment process.

Has anyone had experience with how long it actually takes for the IRS to process Form 8822? The instructions say 4-6 weeks, but when I did this last year it seemed to take forever and I still had mail going to my old address months later.

I went through this exact same situation when I moved from Texas to California last year. The key thing to remember is that the "most recent location" they're referring to in the instructions just means where you currently live now, not where you previously filed. Since you're now in Arizona, you'll use the Arizona mailing address for Form 8822. Like Molly mentioned, it goes to Kansas City, MO 64999-0023. The IRS has regionalized processing centers, so all Arizona residents send their address change forms to the same place regardless of where they previously lived or filed. One thing I learned the hard way - make sure you also update your address with any estimated tax payments if you make them quarterly. The IRS doesn't always connect these systems immediately, so you might get notices sent to your old address even after Form 8822 is processed. Also, since you mentioned e-filing for years, don't forget to update your address in whatever tax software you use for next year's filing. It'll save you from having to remember to manually enter your new address when tax season comes around.

Thanks for all the helpful responses everyone! I really appreciate the clarification on how SEP IRA catch-up contributions work. Based on what I'm reading here, it sounds like I can make my regular SEP contribution (the 25% of net self-employment income) plus add a $1,000 catch-up contribution as a traditional IRA contribution to the same account. I'm definitely going to look into the solo 401k option for 2024 that Harmony mentioned - the higher catch-up limit of $7,500 sounds much better than the $1,000 IRA limit. And good point about double-checking the tax software calculations, Rudy. I'll make sure my software isn't trying to add catch-up directly to the SEP calculation. One follow-up question though - when I make that $1,000 catch-up contribution as a traditional IRA contribution, do I need to do anything special to designate it as such, or does the account custodian handle that automatically?

This is such a helpful thread! I'm in a similar situation - turned 52 last year and have been contributing to a SEP IRA for my freelance work. I had no idea about the traditional IRA catch-up workaround that Melissa mentioned. One thing I want to add for anyone reading this - make sure you understand the income limits for traditional IRA deductibility if you also have a day job with a 401k. I learned the hard way that having workplace retirement plan coverage can phase out your ability to deduct traditional IRA contributions depending on your income level. The SEP contribution isn't affected by this, but that $1,000 catch-up might not be deductible if your total income is too high and you're covered by another plan. Also, definitely agree with everyone saying to double-check your tax software calculations. I caught mine trying to add the catch-up directly to my SEP calculation too. Had to manually separate them on the forms.

Has anyone tried calling Intuit directly? Maybe they can help? This seems like a massive faillure on their end.

I'm dealing with this exact same issue right now! Got my settlement check for $34 last week and it's been rejected at three different places - my credit union, Chase, and even tried at a check cashing place. The check cashing place said something about the routing number not validating properly in their system. It's so frustrating because like you said, it's not a huge amount but it's still money we're owed. I'm starting to wonder if they made the checks hard to cash on purpose. Has anyone had any luck contacting the settlement administrator directly to complain about this?

This is a great question and you're smart to double-check! As others have mentioned, you don't need to attach your 83(b) election to your 2024 tax return since you already filed it properly within the 30-day window. One additional tip: consider keeping digital copies of your 83(b) election documents in multiple places (cloud storage, email to yourself, etc.) along with your physical copies. I've seen too many founders scramble years later when they need to prove their election was made for capital gains calculations. Also, if your startup issues any tax documents like Form 1099-B when you eventually sell shares, make sure they reflect the correct basis from your 83(b) election. Sometimes companies don't track this properly and report incorrect information to the IRS, which can create headaches during tax season. You're clearly on top of things by asking these questions early - that attention to detail will serve you well as your startup grows!

Great thread! I went through this exact situation last year and can confirm what others have said - no need to resubmit your 83(b) election with your current tax return since you already filed it properly. One thing I wish I had done earlier was creating a simple spreadsheet to track my equity details. I recorded the grant date, number of shares, exercise price, fair market value at grant, and references to my 83(b) filing. This made it so much easier when my accountant needed the information this tax season. Also, if you're planning to exercise more options or receive additional equity grants in the future, consider whether 83(b) elections make sense for those too. The analysis can be different depending on your company's valuation trajectory and your personal tax situation. Keep those records safe - you'll definitely need them when you eventually have a liquidity event!