


Ask the community...
Are you writing off all your business expenses correctly? I'm self employed too and was shocked at my tax bill until I learned what I could deduct. Car mileage, home office, cell phone, internet, laptop, software subscriptions, health insurance premiums, business travel, professional development... the list goes on. My tax guy found over $20k in legit deductions I was missing.
I feel your pain! I went through something similar my first year hitting six figures as a freelancer. That 45-50k total tax bill is unfortunately pretty normal for self-employment income at your level. A few things that might help reduce the sting: 1. **Quarterly payments for next year** - Since you now know your income level, increase those quarterly payments to avoid another big surprise. Aim for about 35% of your gross income. 2. **Business structure** - At your income level, it might be worth exploring an S-Corp election. You'd pay yourself a reasonable salary (subject to payroll taxes) and take the rest as distributions (no SE tax). Could save you several thousand annually. 3. **Maximize retirement contributions** - A Solo 401k lets you contribute as both employer and employee, potentially up to $69,000 for 2024. Even a $20k contribution could save you $5-7k in taxes. 4. **Track EVERYTHING** - Business meals (50% deductible), equipment, software, professional memberships, continuing education. I use QuickBooks Self-Employed to categorize expenses automatically. The good news? You made $160k! That's amazing. The tax bite hurts but it means your business is thriving. Just plan better for next year so there are no surprises.
This is incredibly helpful, thank you! I'm actually in a very similar situation - first year breaking into six figures with my consulting business and feeling overwhelmed by the tax implications. The S-Corp election sounds intriguing but also complicated. Do you have any recommendations for resources to learn more about whether it makes sense for my situation? I'm worried about the additional paperwork and compliance requirements, but if it could save me thousands in SE tax, it might be worth exploring. Also, when you mention "reasonable salary" for S-Corp - how do they determine what's reasonable? I've heard the IRS scrutinizes this pretty closely.
Quick tax tip: If you do get a 1099-K for personal item sales, make sure you document everything as best you can. Take screenshots of listings showing these were personal items, note approximate purchase dates/prices of original items, etc. The burden of proof is on you to show these were personal and not business sales if questioned.
This is super helpful! What happens if you get a 1099-K but sold different kinds of items - some personal stuff like I mentioned, but also a few things that might count as business inventory? Do I need to split those up somehow?
Yes, you would need to separate the two types of transactions. The items that were business inventory would go on Schedule C as part of your business reporting. The personal items sold would be handled as personal property sales (no reporting if sold at a loss, or capital gains if sold at a profit). I recommend creating a simple spreadsheet that lists each item sold, whether it was personal or business, approximate original cost, and selling price. This documentation is crucial if you're ever questioned about the mixed transactions on your 1099-K. Keep your business and personal selling activities clearly delineated - this will save you tremendous headaches if you face an audit.
I got a 1099k for $2800 last year for selling personal stuff and just ignored it because I didn't make a profit. Got a nasty letter from the IRS 6 months later. Don't make my mistake! Even if you don't owe taxes, you need to account for the 1099k on your return!!
What ended up happening? Did you have to pay penalties or anything? This is literally my situation right now and im freaking out!
I had to file an amended return and pay a penalty for late filing even though I didn't actually owe any taxes! The IRS computer system just sees the 1099-K and expects you to report it somehow on your return. I ended up using Form 8949 to show the sales with my cost basis (estimated since I didn't have receipts) which resulted in losses that offset the 1099-K income. Took about 4 months to resolve and cost me $200 in penalties plus the stress. Definitely file something even if you think you don't owe - the IRS matching system is automated and will catch unreported 1099-Ks.
Anyone else notice that TurboTax has gotten worse over the years? I used to be fine paying for it back when it was like $50 all-in, but now with all the upsells and add-ons it was gonna be over $150 for me this year!! Absolutely crazy. Just made the switch to FreeTaxUSA after seeing this post. Thanks for the recommendation.
Made the switch from TurboTax to FreeTaxUSA this year too and I'm honestly shocked at how much better the experience was. No constant pop-ups trying to sell me "audit protection" or "maximum refund guarantees" that I never needed anyway. The thing that really got me was when TurboTax tried to charge me extra just to download a PDF copy of my own tax return! FreeTaxUSA gives you everything upfront with clear pricing. Federal was free, state was $15, done. No surprises at checkout. I've been telling everyone I know about it - maybe I'll be someone's "7th mention" that finally gets them to switch too!
My parents were exactly like your mom - loyal TurboTax customers forever. What finally changed their mind was when the news broke about TurboTax deliberately hiding their free filing options and misleading customers. Remember that whole scandal? The company had to refund millions to users they tricked into paying. FreeTaxUSA has been around for over 20 years but they focused primarily on word-of-mouth rather than massive ad campaigns. That's why they seemed to "come out of nowhere" when they started gaining popularity. The main reason I trust them is they've never had major data breaches (unlike certain big-name tax services) and they're actually more transparent about their pricing.
Can confirm this. I actually got one of those settlement checks from TurboTax for $30 because they determined I should have qualified for free filing but got charged anyway. That's when I switched. Been using FreeTaxUSA for 3 years now with zero issues.
I switched to FreeTaxUSA three years ago after getting tired of TurboTax's yearly price increases and aggressive upselling tactics. What sealed the deal for me was researching their background - they're actually TaxHawk Inc., founded in 2001 by a CPA named Brad Schwarzenbach in Utah. They've been profitable for years without venture capital funding, which explains why they can keep prices low without needing to maximize revenue per customer. The security concerns are totally valid, but they use 256-bit SSL encryption (same as online banking) and are SOC 2 Type II certified, which means they undergo annual independent security audits. They also don't sell your data to third parties - their revenue model is based on charging for state returns and optional services, not harvesting personal information. I've filed with them for complex situations including rental property income, stock sales, and multiple state returns. Never had an issue with accuracy or IRS acceptance. The interface isn't as flashy as TurboTax but it's actually more straightforward in some ways - less marketing fluff, more focus on getting your taxes done correctly.
This is really helpful! I didn't know about the SOC 2 Type II certification - that actually makes me feel a lot better about their security practices. Quick question though - when you mentioned they charge for state returns, do you know roughly how much that costs? My mom files in California so I want to make sure we factor that into the total cost comparison with TurboTax.
Javier Gomez
Same thing happened to me last year. Made $81k freelancing and owed about $16k. Self-employment taxes are brutal! You should 100% open a SEP IRA or Solo 401k to reduce your taxable income. You can contribute way more than a regular IRA - like up to 25% of your net earnings or around $61k for 2023 (whichever is less). I put $15k into my Solo 401k last year and it saved me about $3300 in taxes. Plus you're saving for retirement! Also look into the Qualified Business Income deduction - you might qualify for a 20% deduction on your business income.
0 coins
Riya Sharma
Wow, this is exactly what I went through when I first started freelancing! That $15k bill is definitely in the normal range unfortunately. The self-employment tax alone on $78k is brutal - you're looking at around $11k just for that 15.3% SE tax, plus your regular income tax on top. A few things that might help for next year: definitely start making quarterly payments (I learned this the hard way too), track every single business expense you can think of, and consider opening a Solo 401k or SEP-IRA to reduce your taxable income. Even something like a dedicated phone line for clients or a portion of your internet bill can add up to real savings. For this year's bill, you can set up a payment plan with the IRS if you can't pay it all at once. The interest rate isn't great but it's better than scrambling to find $15k immediately. Good luck - it gets easier once you get the hang of the quarterly payment system!
0 coins