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Just wondering - has anyone dealt with estimated tax payments for self-employment income? I also have a side gig (digital marketing) that brought in about $9,700 last year, and I'm trying to figure out if I need to make quarterly payments this year and how to calculate them. Any tips or resources would be super helpful!
Yes! I've been self-employed for years. The basic rule is if you expect to owe $1,000+ in taxes, you should make quarterly payments. Use Form 1040-ES to calculate. The easiest method is to take your total expected tax for the year, divide by 4, and pay each quarter. Due dates are April 15, June 15, Sept 15, and Jan 15 of the following year. I personally set aside 30% of all my freelance income in a separate savings account to cover both income tax and self-employment tax (15.3% for Social Security/Medicare). That way I'm never caught short when payments are due!
Thanks so much! I didn't realize the cutoff was only $1,000 - I'll definitely hit that. Is there a penalty if I miss the first quarter payment but make the rest on time? I'm just learning about all this now. I love the idea of setting aside 30% in a separate account - that makes so much sense. Will definitely be doing that going forward. Do you use any specific software or just calculate it manually with the 1040-ES?
Anyone have experience with filing for extensions? With how complicated things are this year, I'm thinking about filing for an extension to give myself more time to figure everything out. Does this just extend the filing deadline or also the payment deadline?
Extensions only give you more time to FILE, not more time to PAY. So you still need to estimate and pay what you think you'll owe by the regular April deadline, or you'll face penalties and interest. I file extensions most years because I have some investments that don't get their paperwork out until late March, and it's super easy. Just file Form 4868 - can do it online through IRS Free File or most tax software. It gives you until October 15 to file the actual return.
Don't forget about mileage! I'm self-employed too and driving between client locations or to meetings adds up fast. For 2025 tax year, the standard mileage rate is 68.5 cents per mile. I use an app to track my business miles and it adds up to a substantial deduction. Also, if you have health insurance that you pay for yourself, you might be able to deduct 100% of those premiums on your 1040 (not Schedule C). And retirement contributions to a SEP-IRA or Solo 401k can reduce your taxable income significantly.
Thanks for the mileage tip! Does that work if I'm driving to these coffee shops where I do my contract work? Also, I'm on my parents' health insurance still (I'm 24) - does that disqualify me from any health insurance deductions?
Driving to coffee shops can be deductible if they're not considered your principal place of business. If you primarily work from your home office and occasionally go to coffee shops for a change of scene or specific tasks, those trips might qualify as business travel. Keep a detailed log of these trips including date, starting point, destination, purpose, and miles driven. Regarding health insurance, since you're covered under your parents' plan and not paying the premiums yourself, you wouldn't be eligible for the self-employed health insurance deduction. That deduction is specifically for self-employed individuals who pay for their own health insurance policies.
Hot take: If you're making $22k from self-employment, you should focus more on increasing your income than squeezing out tiny deductions. What services do you provide? Could you raise your rates? Get more clients? The best tax strategy is making more money.
Just want to add that for AOTC eligibility, there's also a 4-year limit to consider. Has your son claimed this credit in previous years? The student can only claim AOTC for 4 tax years, and it has to be during the first 4 years of post-secondary education. So if this is year 5+ of college, that could disqualify you regardless of the program status.
This is his first year of college directly after high school, so we're good on the 4-year limit. Is there anything else I should know about income limits? We make around $95k combined if that matters.
You should be fine with the income limit at $95k combined. The AOTC begins to phase out for modified adjusted gross income (MAGI) above $160,000 for married filing jointly and $80,000 for single filers. Since you're below those thresholds, you should be eligible for the full credit amount. Another thing to remember is to keep good records of all qualified education expenses paid. Make sure you have receipts for tuition, required fees, and course materials like textbooks. Also, expect to receive a Form 1098-T from the college which will help substantiate your claim for the credit.
Watch out for the earned income requirement too! To claim AOTC, the student must have some earned income to cover the expenses, OR the parent must claim them as a dependent. So if your son is providing more than half of his own support but doesn't have enough earned income to cover the education expenses, neither of you might be able to claim it.
That's not quite right. The student doesn't need earned income to qualify for AOTC. The requirement is that whoever claims the credit (either the student or the parent) must have a tax liability or the credit is refundable up to 40%. If the parent claims the student as a dependent, the parent claims the credit regardless of who paid the expenses.
One important thing nobody has mentioned yet: if Summit Outdoor Services is a corporation (like an S-Corp or C-Corp), you generally DON'T need to issue them a 1099-NEC for the lead fees. The 1099 requirement typically applies to payments to individuals, partnerships, or LLCs that are not taxed as corporations. This is why getting that W-9 is so important - it will show their business classification and whether they're exempt from 1099 reporting. I found this out the hard way after spending hours preparing 1099s for vendors who turned out to be corporations exempt from reporting requirements.
Oh that's really helpful! Summit is actually an LLC, but I don't know how they're taxed. So I definitely need that W-9 to determine whether they're taxed as a partnership or a corporation before I figure out the 1099 situation?
That's exactly right. The W-9 will indicate how they're taxed. If their LLC is taxed as a partnership or single-member LLC (disregarded entity), you'll need to issue the 1099-NEC. If they're taxed as an S-Corp or C-Corp, then you generally don't need to issue the 1099. This is why it's best practice to get W-9s from all vendors when you first start doing business with them, so you know from the beginning whether you'll need to track their payments for 1099 purposes. In your case, definitely request their W-9 now so you're prepared when tax time comes around.
Has anyone used TurboTax for handling these 1099-NECs for lead fees? Does the small business version walk you through this? Last time I tried, it was super confusing distinguishing between different types of contractors.
I used TurboTax Self-Employed last year to handle 1099s for my business, including some referral fees similar to what you're describing. It does walk you through the process, but you need to have all your information organized beforehand. Make sure you have the W-9s collected and total payment amounts calculated per vendor before you start. The system will guide you through creating and filing the 1099-NECs, but it's not as intuitive as it could be for percentage-based payments that accumulated throughout the year. I ended up creating a separate spreadsheet to track all my commission payments to make sure the totals were accurate.
Ryan Kim
I had the same question when I got my first job! My sister told me to just ask the HR person at orientation and they helped me fill it out on the spot. Most companies understand that new workers (especially teens) need help with this stuff. Don't stress too much about getting the estimate perfect. The hourly calculation method others mentioned works well, but if you're really unsure, just ask your manager how many hours they expect to schedule you for. They usually have a pretty good idea. Also worth knowing - if you're a student and won't make more than $12,950 in 2025, you might not even need to file a tax return. But still fill out the W4 correctly since your employer needs it.
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Zoe Walker
ā¢Actually that $12,950 figure is outdated. For 2025 the filing threshold for dependents with earned income is estimated to be around $13,850 due to inflation adjustments. But you're right about the general point - many teen workers won't hit the filing requirement.
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Ryan Kim
ā¢Thanks for the correction! You're right that the numbers adjust each year with inflation. The important thing for the original poster to understand is that there's a threshold below which filing isn't required, but that doesn't change the need to complete the W4 accurately for employer withholding purposes.
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Elijah Brown
Has anyone used the IRS withholding calculator online? I found it pretty helpful for filling out my W4.
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Maria Gonzalez
ā¢I tried using it but got super confused by all the questions. Maybe I'm not tech savvy enough but it seemed to assume I knew a lot of tax terminology already. Ended up just taking my best guess on the W4.
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