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Just want to add that the threshold for receiving a 1099 from these platforms has changed. Underdog and PrizePicks now issue a Form 1099-MISC if you win $600 or more in a calendar year. But even if you don't receive a form, you're still legally obligated to report ALL winnings. Also, watch out for the sessions reporting requirement. Each time you log in and play could potentially be considered a separate session. So don't just report the net amount for the year - you technically need to report each winning session separately.
This session reporting thing is messing me up. I literally log in multiple times a day to check scores and sometimes place new bets. Are you saying each login is a separate "session" for tax purposes?
Not every login is a separate session - it's more about when you actually place bets and win. A "session" is typically defined as a period of gambling activity that results in winnings. So if you log in just to check scores, that's not a taxable session. But if you place multiple bets during one login and some of them win, that could be considered one session with multiple winnings that need to be reported. The key is keeping detailed records of when you placed bets and when you won. Most people just track their overall deposits and withdrawals, but the IRS wants to see the individual winning events. This is why having good documentation from the platforms themselves is so important.
One thing I haven't seen mentioned yet is the importance of keeping your account statements from these platforms for at least 3 years after filing. The IRS can audit gambling income up to 3 years after you file, and they're particularly scrutinizing fantasy sports platforms now. I'd also recommend setting aside about 25-30% of your winnings throughout the year for taxes, especially if you're not having taxes withheld from other income. Getting hit with a big tax bill plus penalties for underpayment can be brutal. Another tip: if you're consistently profitable, consider making quarterly estimated tax payments. The IRS expects you to pay as you earn, not just at the end of the year. Missing this can result in underpayment penalties even if you pay your full tax liability by April 15th.
This is really helpful advice about setting aside money for taxes. I'm new to all this and made about $1,200 profit on Underdog over the past few months. I had no idea I should be making quarterly payments or that the IRS scrutinizes fantasy sports income more heavily now. Do you know if there's a specific percentage I should set aside? You mentioned 25-30%, but I'm in a pretty low tax bracket - would it be less for someone like me? Also, when you say "consistently profitable," how do they define that? I've only been doing this for about 4 months.
I just went through this exact situation! For me, it turned out Robinhood only issues 1099-DIVs if you received $10+ from any SINGLE company. My $67 in dividends was spread across 12 different stocks, with none paying more than $9, so I didn't get a form. What I did was download my account statement for December 2023 (it has year-to-date totals) and manually entered the dividend amounts. The IRS doesn't care if you have the actual form - they just want you to report the income correctly.
I had this exact same issue with Robinhood last year! It's so frustrating when you're trying to be responsible about taxes and the brokerage doesn't make it easy. Here's what worked for me: Log into your Robinhood account and go to the "Documents" section in the app (it's under the account menu). Even if there's no 1099-DIV there, download your monthly statements for 2023. Each statement shows your dividend payments for that month, and you can add them all up manually. The $10 threshold that others mentioned is correct - it's per company, not total. So if you got $5 from Apple, $8 from Microsoft, etc., none would trigger a 1099-DIV even though your total was $40. For TurboTax, you can definitely try the import feature first to see if it picks up anything automatically. If not, just enter the dividends manually in the investment income section. You'll need to list each company that paid dividends and the amount - this info should be in your monthly statements. Don't stress too much about the $40 - the IRS cares that you report it, but it's not going to trigger an audit or anything major. You're doing the right thing by making sure to include it!
This is super helpful, thank you! I'm actually dealing with a similar situation right now. Quick question - when you manually entered the dividends in TurboTax, did you need to specify whether they were qualified or ordinary dividends? I can see the dividend amounts in my Robinhood statements but I'm not sure how to tell which type they are. Also, did you run into any issues during the filing process without having the actual 1099-DIV form?
I work at a tax prep office and see this question a lot. The main requirements for TurboTax Refund Advance are: 1) Expected refund of $500+ 2) Must use TurboTax Deluxe or higher (around $60-80) 3) Choose direct deposit 4) Pass their identity verification 5) Credit check (they don't specify exact score but 600+ helps). The advance amounts are usually $250, $500, $750, $1000, $1250, $1500, or $2000 max. With a $6k refund you'd likely qualify for the higher amounts if your credit is decent. Just remember it's a loan - if your actual refund ends up being less than expected, you still owe the full advance amount back.
This is super helpful! Quick question - do they run a hard credit check or just a soft pull? I don't want to hurt my score if I'm just checking eligibility
It's typically a soft pull for the initial eligibility check, but they may do a hard pull if you actually apply and get approved. The good news is that one hard inquiry usually only drops your score by a few points temporarily. If you're just curious about eligibility, you could always call TurboTax customer service first to ask about their specific credit check process before applying.
Just wanted to add that timing matters too! I applied for the advance right when TurboTax opened up for 2024 tax season and got approved for $1500 with a credit score around 650. The earlier you apply, the better your chances seem to be since they probably have more funds available. Also make sure all your info matches exactly what's on your credit report - even small differences in how your name/address is entered can cause automatic denials. Good luck!
That's great advice about timing! I didn't realize they might have limited funds available. Quick question - when you say "right when TurboTax opened up" do you mean like January 1st or when the IRS actually starts accepting returns? I want to make sure I apply at the optimal time this year. Also, did you have to wait until after you completed your entire return to apply for the advance, or can you do it earlier in the process?
Just a practical note - as someone who's been through an IRS audit that involved passive activities - having MORE documentation rather than less is almost always better. Even if Form 8582 is technically optional in your case, having it there provides clear documentation of how your passive income was treated. The IRS loves when things are clearly documented and hate when they have to "figure out" what you did. Including Form 8582 makes your return more transparent, not less.
I had a very similar situation last year with a rental property partnership that generated passive income but no losses. After going back and forth with my CPA, we discovered that the confusion often comes from the fact that Form 8582 serves multiple purposes that aren't always obvious. Beyond just calculating loss limitations, the form also establishes your "basis" in passive activities for future years. Even though you don't have losses now, if your partnership ever distributes property, sells assets, or you dispose of your interest, having that historical passive activity tracking becomes important for calculating gain/loss character. My CPA explained it like this: think of Form 8582 as creating a "passive activity file" with the IRS. Once you start that file (even with just income), it makes future filings much cleaner if your situation changes. The software is being conservative and correct by including it. Better to have it and not strictly need it than to need it later and not have the proper documentation trail.
This is really helpful context! I hadn't thought about the future implications of establishing that "passive activity file" early. Your CPA's explanation makes a lot of sense - it's like creating a paper trail now that could be crucial later. I'm curious though - does the IRS actually track this historical passive activity data across years, or is it more about having consistent documentation on your end? And if you dispose of your partnership interest years down the road, would they actually reference back to these old 8582 forms to verify the character of the gain/loss?
Chloe Harris
Has anyone actually gotten in trouble for missing Form 8615 in the past? I think I was supposed to file it last year (I was a dependent with dividend income) but didn't know about it. Now I'm worried...
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Diego Mendoza
ā¢I did once, about 3 years ago. Had about $4K in stock dividends my grandparents had set up for me, and was still claimed as dependent by my parents. The IRS sent a letter about 6 months after filing saying I should have used Form 8615, recalculated my tax, and sent a bill for the difference plus a small interest charge. No penalties though since it was clearly just a mistake.
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Aisha Khan
Just wanted to add some perspective as someone who works in tax preparation - you're absolutely right to be concerned about getting this right, but the good news is that based on your situation, you definitely don't need Form 8615. The key factors are: 1) You're filing as independent (nobody can claim you as a dependent), and 2) Your taxable scholarship income isn't considered "unearned income" for Form 8615 purposes anyway. That form is specifically targeting investment income like dividends, interest, and capital gains that parents might try to shift to their kids' returns. Your situation with $23k in taxable scholarships for room/board is actually pretty straightforward - just report it as income on your 1040. The fact that your previous preparer missed this entirely is concerning and suggests you made the right call handling it yourself this year. One tip: when you're reporting that scholarship income, make sure you're not double-counting it anywhere else on your return. And definitely keep good records of what portions of your scholarships went toward qualified vs non-qualified expenses in case the IRS ever asks. The IRS is generally reasonable with honest mistakes, especially from students navigating this stuff for the first time. If you made an error somewhere, they'll typically just send you a notice with the correction rather than assuming fraud. You're clearly trying to do things right, which goes a long way.
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Zainab Abdulrahman
ā¢This is really reassuring to hear from someone who works in tax prep! I've been so stressed about messing something up on my first time filing independently. Quick question - when you say "make sure you're not double-counting" the scholarship income, what exactly should I watch out for? I reported the $23k as "other income" on my 1040, but I'm wondering if there are other places it might accidentally get included again?
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