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I'm so glad I found this thread! I'm in my second year of self-employment and just set up a SIMPLE IRA last month. I was planning to make my first contribution in January for the 2024 tax year, but after reading all of this I'm wondering if I should just wait until I have a better handle on my income for the year. It sounds like the timing mismatch between Form 5498 and tax returns is totally normal, but as someone who's never dealt with this before, it's still pretty intimidating. Has anyone here made their very first SIMPLE contribution for a prior year? I'm curious if there are any additional gotchas for first-time contributors that I should be aware of. Also, for those who mentioned keeping documentation of the tax year designation - what exactly should I be looking for from my broker when I make the contribution? Want to make sure I'm keeping the right paperwork from day one!
Welcome to the self-employment world! Your first SIMPLE contribution doesn't have any special gotchas - the same rules apply whether it's your first or tenth contribution. The key is just making sure you designate it properly for the tax year you want when you make it. When you make your contribution, your broker should give you some kind of confirmation (either electronic or paper) that specifically states which tax year you're designating the contribution for. Look for language like "2024 tax year contribution" or "prior year contribution for tax year 2024" on the confirmation. Some brokers will also note this on your account statements. If you're making the contribution online, there's usually a dropdown or checkbox where you select the tax year - take a screenshot of that screen before submitting. If you're calling it in, ask them to email you a confirmation that includes the tax year designation. Don't overthink it too much! As everyone here has confirmed, this timing difference is completely routine. The IRS deals with thousands of these cases every year. Just keep good records and you'll be fine. The fact that you're already thinking about proper documentation puts you ahead of most people!
This thread has been incredibly helpful! I'm dealing with a similar situation but with a SEP-IRA instead of SIMPLE. Made a $8,200 contribution in February 2024 for tax year 2023, and just like everyone here described, it's not showing up on my 2023 Form 5498. What's reassuring is seeing so many people confirm this is normal and that the IRS expects these timing differences. I was starting to think I had messed up the designation somehow, but it sounds like this is just how the system works. One thing I'm curious about - does anyone know if there's a deadline for when the "prior year" contributions need to be made? I know with regular IRAs it's the tax filing deadline (usually April 15), but I haven't been able to find clear guidance on whether SEP and SIMPLE IRAs follow the same timeline. My tax preparer mentioned something about it possibly being different for employer-sponsored plans like these, but wasn't 100% certain. Thanks to everyone who shared their experiences and especially those who got direct confirmation from the IRS. It's saved me a lot of stress knowing this mismatch is expected and routine!
whats their number???
Pro tip: check your transcript every Tuesday and Friday morning. Thats when they usually update the system.
Thanks for the tip! I've been checking randomly throughout the week but didn't know there was actually a pattern to when they update. Will definitely start checking Tuesday/Friday mornings now š
I've been selling my handmade jewelry as a "hobby" for years and ended up getting audited because I was inconsistent in how I reported it. Here's what I learned the hard way: If you're making things with the intent to sell them, even occasionally, and you're trying to make money (not just recover material costs), the IRS will likely consider it a business. The "hobby vs business" distinction matters MUCH more after the 2018 tax law changes eliminated hobby expense deductions. Now if it's a hobby, you pay tax on ALL income with NO deductions for materials. My advice: if you're regularly creating items specifically to sell them (vs. occasionally selling things you made for fun), just treat it as a business from the start. Keep good records, deduct legitimate expenses, and pay the self-employment tax. It's actually cheaper in most cases than paying income tax on the gross sales amount with no deductions.
Did you have to pay penalties when you got audited? I'm nervous because I've been selling paintings on Facebook for 2 years and just reporting it as miscellaneous income without any deductions.
Yes, I had to pay both back taxes and penalties. The penalties weren't huge since the IRS determined I wasn't deliberately trying to evade taxes - just confused about the proper filing method. But the real cost was having to go back through two years of records to document all my business expenses that I should have been deducting all along. For your painting sales, if you're creating them with the intent to sell and trying to make a profit (even if small), you should consider filing Schedule C going forward. The good news is you can always start doing it right for the current tax year - you don't necessarily need to amend prior returns unless you're audited or have other reasons to correct previous filings. Just make sure to keep better records going forward!
Great question! The hobby vs. business distinction can be really tricky, especially for craft sales. Based on what you've described - creating handmade items specifically to sell on eBay and Facebook Marketplace - you might actually benefit from treating this as a business even at $1,300/year. Here's why: if you report it as hobby income, you'll pay tax on the full $1,300 with zero deductions for your materials (paints, canvas, fabric, etc.). But if you file Schedule C, you can deduct all those material costs plus other legitimate business expenses like packaging supplies, listing fees, or even a portion of your internet if you use it for business communications. The self-employment tax on Schedule C might seem scary, but it's only 15.3% of your NET profit (after expenses). If your materials cost $600-800, you'd only pay SE tax on $500-700 instead of income tax on the full $1,300. Regarding 1099s - you're required to report the income whether you get forms or not. If you do get them from both eBay and PayPal, just make sure not to double-count the same transactions. My suggestion: keep detailed records of all your craft-related expenses and consider Schedule C. The paperwork is manageable and you'll likely save money compared to the hobby route.
My accountant told me to start keeping track of all possible itemized deductions NOW, even though I take the standard deduction. That way when 2026 rolls around, I'll have the documentation ready in case itemizing becomes better than the lower standard deduction. Things like medical expenses, charitable donations, mortgage interest, property taxes, etc.
That's smart! What's the easiest way to track all that stuff? Do you just keep receipts or is there a good app?
I use a combination of methods. For receipts, I take photos with my phone and save them to a dedicated folder organized by category (medical, charity, etc). For recurring expenses like mortgage interest, I set up a simple spreadsheet that I update monthly. There are also some decent apps - I've tried Mint which categorizes expenses automatically, and Expensify which is good for receipt scanning. The key is consistency throughout the year rather than scrambling at tax time. My accountant also suggested starting this tracking now to establish a baseline for what my itemized deductions typically look like, which helps with future tax planning.
This is really helpful information everyone! As someone who's been dreading 2026, I'm feeling a bit more informed now. I think the key takeaway for me is that I need to start being more proactive about tracking potential deductions, even though I've always just taken the standard deduction. @Ethan Brown - your calculation showing roughly $2,100 more in taxes for a $100k married couple is actually not as bad as I feared. And @Mei Liu - I had no idea personal exemptions would come back! That's a huge detail that wasn't mentioned in the articles I was reading. I'm definitely going to start keeping better records of charitable donations, medical expenses, and other potential itemized deductions. Better to have the documentation and not need it than to be caught unprepared. Has anyone found that switching from standard to itemized deduction made a big difference in their tax planning year-to-year?
Madison Tipne
I'm still waiting after verifying my identity 6 weeks ago. Called twice and both times was told "just keep waiting." This system is completely broken. š
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Callum Savage
ā¢If you've been waiting 6+ weeks since verification, you should specifically ask if there are any other issues with your return. Sometimes identity verification reveals other discrepancies that need addressing, but agents won't always volunteer this information unless directly asked.
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Keith Davidson
Based on my experience and what I've seen others go through, the timeline really varies but here's what you can expect: Most people see their refunds 2-4 weeks after successful ID verification through ID.me. Since you just verified last week, you're still well within the normal timeframe. A few tips while you wait: - Check your IRS account transcript online if you haven't already - it often updates before WMR does - Don't panic if you see codes 570/971 on your transcript right after verification - that's normal - If you claimed EITC or Child Tax Credit, it may take longer due to PATH Act holds The good news is that once you've successfully verified through ID.me, that step is completely done. Now it's just a matter of normal processing time. Hang in there!
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Javier Torres
ā¢This is really helpful, thank you! I've been checking WMR obsessively but haven't looked at my transcript yet. Quick question - when you say "IRS account transcript online," do you mean the Get Transcript tool on the IRS website? And if I see those 570/971 codes, does that mean they're actually working on my return or just that it's sitting in a queue somewhere?
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