


Ask the community...
Has anyone used QuickBooks Self-Employed for tracking expenses with multiple gig apps? I'm trying to decide if it's worth the monthly fee compared to just using a spreadsheet.
I've been using it for the past 2 years for my DoorDash, Uber Eats and Instacart work. The automatic mileage tracking alone is worth it - way more accurate than my manual logs were. It also automatically categorizes expenses and lets you separate personal from business transactions. The quarterly tax estimation feature has saved me from underpaying too.
Just wanted to add another perspective here - I've been doing gig work with multiple apps (DoorDash, Uber Eats, and Grubhub) for about 3 years now. One thing that really helped me was opening a separate checking account just for my gig work income and expenses. I have all my 1099 payments deposited there, and I use that account's debit card for any business expenses like gas, car washes, phone accessories, etc. It makes record-keeping so much easier when tax time comes around, and if you ever get audited, having that clear separation between personal and business expenses is invaluable. Also, don't stress too much about the taxes owed - yes, you'll pay more than a W-2 employee because of self-employment tax, but with proper deductions (especially that mileage!), it's usually not as bad as people think. Just make sure to start setting aside money for next year's quarterly payments now that you know about them!
This is such great advice about the separate bank account! I'm new to gig work myself and was wondering about the best way to track everything. Quick question - do you also use that business account to pay for car maintenance and repairs that are related to your delivery work? I'm trying to figure out what counts as a legitimate business expense versus personal car stuff.
Ugh this is so frustrating! I'm in the exact same situation - filed with EIC but no PATH message anywhere on WMR. Been refreshing that thing like crazy thinking maybe I missed something š At least now I know I'm not the only one dealing with this weirdness. Sounds like the IRS just isn't being consistent with showing the PATH messages this year which is super confusing for everyone
Same here! I was literally starting to panic thinking something was wrong with my return. Good to know it's just the IRS being inconsistent with their messaging again š This whole waiting period is stressful enough without having to guess what's actually happening
This is such a common issue this year! I went through the exact same thing - filed with EIC, kept checking WMR obsessively, and no PATH message showed up anywhere. Turns out the IRS is just being super inconsistent with displaying those messages in 2025. Even without the message, if you claimed EIC you're definitely still under PATH Act restrictions. I ended up using taxr.ai to get a clear breakdown of my transcript and it was honestly a lifesaver - showed me exactly what codes were on there and when I could realistically expect my refund. Way less stressful than constantly refreshing WMR and wondering what's going on!
Thanks for sharing your experience! I've been going crazy refreshing WMR too thinking I was missing something. Definitely gonna check out taxr.ai - sounds way better than trying to decode all this IRS nonsense myself. How long did it take to get your results back?
One thing nobody mentioned yet - if you have kids, be super careful about who claims them when filing separately. My ex and I filed separately last year while still married and we messed this up. Only one of you can claim each dependent, and there are rules about who gets to claim them. Also, filing separately means you lose some big tax benefits like education credits, child care credits, and earned income credit. Make sure you run the numbers both ways before deciding!
Do you know if you can still do a Roth IRA contribution if you're married filing separately? We want to file separately because of my wife's income-based student loan payments, but I still want to contribute to my Roth.
Yes, you can still contribute to a Roth IRA when married filing separately, but there are income limits that might be lower than if you filed jointly. For 2024, if you're married filing separately, the Roth IRA contribution phases out between $129,000-$144,000 of modified adjusted gross income, compared to $230,000-$240,000 for married filing jointly. So if your individual income (not combined household income) is under those thresholds, you should still be able to contribute. Just make sure to check the current year limits since they change annually. The good news is that since you're filing separately for student loan purposes, your Roth eligibility will be based only on your own income, not your wife's.
Great question! I went through this exact situation two years ago when my spouse and I decided to file separately. Here are the key things I learned: For mortgage interest, you can split it based on actual ownership and payment responsibility. If you're both on the mortgage and deed, you can divide it proportionally to what each person actually paid - so yes, a 70/30 split is totally allowed if that reflects your actual contributions. Just make sure you keep good records showing who paid what in case the IRS asks. State income taxes work similarly - each spouse deducts what they individually paid. If you made estimated payments from separate accounts, each person claims their own payments. If payments came from joint accounts, you'll need to figure out what portion was for each person's tax liability. One important thing to remember: if one spouse itemizes deductions (which you'd need to do to claim mortgage interest), the other spouse MUST also itemize, even if the standard deduction would be better for them. This "all or nothing" rule for married filing separately can sometimes make it less beneficial overall. I'd recommend running the numbers both ways (joint vs separate) using tax software to see which actually saves you more money after considering all the limitations that come with filing separately.
This is really helpful! I'm actually in a similar boat - my husband and I are considering filing separately for the first time and I had no idea about that "all or nothing" rule for itemizing. That could definitely change whether it's worth it for us since he doesn't have many deductions. Quick question - when you say keep good records of who paid what for the mortgage, what kind of documentation did you use? We pay from a joint account so I'm not sure how to prove the 70/30 split we'd want to claim.
This has been an incredibly thorough discussion! As someone who's been doing covered calls for a few years, I can confirm what everyone has said - your situation sounds like a textbook qualified covered call case. One additional point I'd add: since you mentioned you're "totally fine with the shares being called away at this strike," this actually puts you in an ideal position. Many people get emotionally attached to their positions and make suboptimal decisions, but you're approaching this rationally from a tax and investment perspective. The fact that you wrote an OTM call with less than 30 days to expiration on shares held for years means you should definitely maintain LTCG treatment. The subsequent price movement toward your strike is actually a good thing - it means you'll likely get assigned at your desired price while keeping the favorable tax treatment. I'd recommend just letting it ride at this point. You collected the premium, you're comfortable with the strike price, and your tax situation is protected. Sometimes the best action is no action, especially when you've structured the trade properly from the start. Keep this experience in mind for future covered calls - you've done everything right here!
This really has been an amazing discussion to follow as someone new to the community! Reading through everyone's experiences and expertise has been incredibly educational. I'm particularly impressed by how the community came together to provide such detailed guidance on the qualification rules, documentation requirements, and practical considerations. The consensus seems crystal clear - @Ravi Kapoor s'covered call should definitely qualify for long-term capital gains treatment since it was OTM when written with less than 30 days to expiration. What I found most valuable was learning about the importance of documenting the exact execution conditions and keeping detailed records for future reference. The tips about using execution prices rather than closing prices, tracking multiple lots separately, and setting up a comprehensive spreadsheet system are insights I ll'definitely apply when I start trading covered calls myself. Thanks to everyone who shared their real-world experiences, tools, and resources. This is exactly the kind of practical, actionable advice that makes this community so valuable for navigating complex tax situations!
This discussion has been incredibly helpful! As someone who's been hesitant to write covered calls on my long-term holdings due to tax concerns, seeing all the detailed explanations about qualified covered call rules really clarifies things. The key takeaway seems to be that qualification is determined at the time you write the option, not what happens afterward. So if you write an OTM call with less than 30 days to expiration (like @Ravi Kapoor did), you preserve the long-term capital gains treatment even if the stock moves closer to the strike price later. I especially appreciate the practical advice about documentation - keeping records of the execution price, strike price, and date seems crucial for proving qualification if needed. The benchmark requirements (85% for stocks $25-60, 90% for $60-150, etc.) are also important to verify. One question I have: for those of you who regularly write covered calls, do you typically stick to the short-term options (less than 30 days) to take advantage of these simpler qualification rules, or do you sometimes write longer-dated calls that require the more complex deep-in-the-money tests? I'm trying to decide on the best strategy for my first covered calls on long-term positions.
Eduardo Silva
bruh idk y everyone trippin about cycles when the whole system broken af. been waiting 18 months for my 2022 refund š¤®
0 coins
Leila Haddad
ā¢same boat fam. this is getting ridiculous fr
0 coins
Pedro Sawyer
Cycle 05 here too! Just want to add that even though we update on Thursdays, sometimes the IRS skips weeks during heavy processing periods. Don't panic if your transcript doesn't update one Thursday - it'll catch up the following week. The waiting game is brutal but at least we're all in it together š
0 coins
Molly Chambers
ā¢ugh yes the skipping weeks thing is so stressful! happened to me twice already and i thought something was wrong. thanks for the heads up - definitely helps to know it's normal during busy times š
0 coins