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Everyone's focusing on the filing question, but I want to point out something important for your 1099 income - you probably need to pay quarterly estimated taxes if you're earning decent money from freelancing. The IRS expects you to pay taxes throughout the year, not just at filing time. I learned this the hard way and got hit with penalties my first year freelancing.
Oh wow I had no idea about quarterly taxes. How do you know if you need to pay them? And what happens if you haven't been paying them all year?
Generally, you need to pay quarterly taxes if you expect to owe $1,000 or more when you file your return. It's basically a pay-as-you-go system for income that doesn't have taxes automatically withheld like your W2 jobs do. If you haven't been paying them, you might face an underpayment penalty when you file. The good news is that if this is your first year with 1099 income, you might qualify for a waiver of the penalty. Moving forward, you'll want to make estimated payments every quarter (April 15, June 15, September 15, and January 15) based on what you expect to earn.
Just a heads up that your 1099 income is also subject to self-employment tax (Medicare and Social Security) on top of regular income tax. It's about 15.3% in addition to your normal tax rate. I got destroyed by this my first year freelancing cuz I had no idea π
You can offset some of this though! You can deduct business expenses against your 1099 income, which lowers your taxable income. Things like software subscriptions, equipment, home office, internet, phone, professional development, etc. can all potentially be deductible if you use them for your freelance work.
Another option worth considering is looking into whether you might qualify as an independent student. You mentioned being engaged - if you get married before filing your FAFSA, you automatically qualify as independent and won't need parent information at all. Other qualifications for independent status: - Being 24 or older - Having children you support - Being a veteran - Being in graduate school - Being an orphan/ward of the court/in foster care after age 13 - Being legally emancipated - Being homeless or at risk of homelessness
Thanks for this info! My fiancΓ©e and I weren't planning to get married until after graduation, but maybe we should reconsider the timeline if it would help with financial aid. Would getting married now affect her financial aid situation too? She's currently classified as a dependent student on her parents' taxes.
Getting married would make both of you independent students for FAFSA purposes, regardless of whether your parents still claim either of you as dependents on their taxes (those are separate systems). This could be beneficial for both of you if your incomes are lower than your parents', as financial aid would be calculated based only on your finances, not your parents'. However, it could potentially reduce aid if one of you has significant income or assets that would now be counted toward both of your FAFSAs. Marriage also makes you eligible to file taxes jointly, which could have its own implications.
Have you considered community college? I was in a similar bind with FAFSA issues and started at community college where tuition was low enough that I could pay out of pocket while working part-time. Most community colleges have transfer agreements with state universities, so after two years, I transferred to finish my bachelor's degree. By then I was 22, closer to being considered independent for FAFSA purposes.
Don't forget to consider the health insurance implications too! If you're on your mom's health insurance and she doesn't claim you as a dependent, it could affect her pre-tax health benefits at work. Some employer plans only allow dependents who are also tax dependents. Double check this before making any decisions.
Does this apply if I'm under 26 but financially independent? I thought the ACA lets parents keep kids on insurance until 26 regardless of dependent status for taxes?
You're right that the ACA allows children to remain on their parents' health insurance until age 26, regardless of tax dependent status. That's a separate regulation from the tax rules. However, some employers offer additional pre-tax benefits for health insurance premiums for dependents, and those specific benefits might require tax dependent status under their cafeteria plan rules. It varies by employer, so your mom should check with her HR department to see if there would be any change in her pre-tax benefits if she doesn't claim you as a tax dependent.
If you haven't already, make sure you're having enough taxes withheld from your paychecks now that you're independent! I got caught with a surprise tax bill my first year after graduation when I was no longer a dependent. Since you're making decent money and only working half the year, the withholding calculations might underestimate your actual tax rate.
Don't forget about capital losses too! I lost about $8k on some bad tech plays last year, but was able to use those losses to offset gains in other stocks. You can deduct up to $3k in net losses against your ordinary income each year, and carry forward remaining losses to future years. Also, have you considered Qualified Opportunity Zone investments? They allow you to defer capital gains taxes until 2026 if you invest your gains into designated economically distressed communities. Not for everyone, but worth looking into if you're serious about real estate anyway.
Thanks for mentioning Opportunity Zones. I've heard of them but don't really understand how they work. Do I have to invest the exact amount of my gains, or can I do partial? And is there a time limit after selling my stocks to invest in an OZ?
You need to invest your capital gains (not necessarily the entire proceeds from your sale) into a Qualified Opportunity Fund within 180 days of realizing the gain. You can definitely do partial investments - any portion of your gains that you invest will get the tax deferral. The main benefits are: 1) You defer paying taxes on your original stock gains until 2026, 2) If you hold the OZ investment for 5+ years, you get a 10% reduction on those original deferred taxes, and 3) If you hold the OZ investment for 10+ years, any new gains from the OZ investment itself are completely tax-free. It's complex but can be very advantageous if real estate investing aligns with your goals.
Has anyone actually used a Roth IRA for trading stocks? I heard if you trade within a Roth IRA, all the gains are tax-free when you withdraw in retirement. Seems like that would be the easiest way to avoid taxes completely on stock gains if you don't need the money right now.
Yes! I trade in my Roth and it's awesome for tax-free growth. But there are limits - you can only contribute $7,000/year for 2025 if you're under 50, and there are income phaseouts that start around $146,000 for single filers. Also, you can't touch the earnings without penalties until 59Β½ in most cases.
I actually do have a Roth IRA but haven't been very active with it. I'm contributing the max already, but never thought about doing my more active trading in there instead of my regular brokerage account. Might be a good strategy for next year to avoid this tax situation altogether.
Mateo Perez
Just wanted to offer a different perspective - I went with a Nevada LLC for my online business and regretted it. They have a weird "Commerce Tax" that kicked in once I hit $4 million in revenue (which I didn't expect to happen so fast), and then I had to deal with the complicated registered agent requirements. Ended up converting to Wyoming LLC three years in and wish I'd done more research upfront. Don't just go with what's popular - really analyze your specific business model and growth plans.
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Aisha Rahman
β’Did the conversion process mess up your ability to take the QBI deduction that year? I heard entity changes can disrupt that 20% pass-through benefit.
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Mateo Perez
β’The conversion actually didn't disrupt my QBI deduction that year. Since I went from one pass-through entity (Nevada LLC) to another pass-through entity (Wyoming LLC), the basic eligibility wasn't affected. However, I did have to carefully document the transition date and maintain separate accounting for the pre and post-conversion periods. The tricky part was that the conversion created a "short year" for tax purposes, which required some additional form filing and proration of certain expenses. I recommend getting a tax pro involved if you're considering a similar move.
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CosmicCrusader
Has anyone looked into the new state reporting requirements for LLCs with the Corporate Transparency Act? I just registered my Wyoming LLC and got notified I have to file beneficial ownership info with FinCEN. Seems like one of the advantages of Wyoming privacy is getting eroded.
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Ethan Brown
β’Yeah, the Corporate Transparency Act is hitting every state. Started in January 2024. Every LLC, corp, etc has to report ownership to FinCEN. Doesn't matter which state anymore - Wyoming, Delaware, wherever - the privacy benefit is mostly gone now.
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CosmicCrusader
β’Thanks for confirming. That's disappointing since privacy was one of my main reasons for choosing Wyoming. Guess I'll focus more on the tax benefits now since that privacy advantage is diminished.
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