New to self-employment and confused about taxes/income as a contractor vs employee
Hey everyone! I recently changed careers and now I'm working as a self-employed contractor instead of being a regular W-2 employee. I just had a rude awakening about how differently taxes work when you're self-employed, especially the self-employment tax for Social Security and Medicare! I was previously making $82,000 per year as a full-time employee with benefits. My new client is offering $42/hr for a 40-hour work week. I talked to an accountant yesterday who basically said I'm taking a significant pay cut with this arrangement even though the hourly rate seems higher on paper. I'm completely lost on how much of a pay cut this actually is after accounting for self-employment taxes. How much should I have asked for hourly to match what I was making before (after taxes)? Does anyone have a good rule of thumb for converting employee salary to contractor rates? Any advice would be super appreciated! I feel like I've stepped into a whole new world of tax confusion...
19 comments


Paolo Conti
When you're self-employed, you need to account for both sides of FICA taxes (Social Security and Medicare). As an employee, your employer paid half of these taxes, but as a self-employed person, you're responsible for the full 15.3% (12.4% for Social Security and 2.9% for Medicare). Let's break this down: At $42/hr for 40 hours weekly, that's about $87,360 annually before taxes. While this seems higher than your previous $82,000, you now have additional costs: - You pay the full 15.3% self-employment tax (though you can deduct half on your tax return) - You're responsible for your own benefits (health insurance, retirement, etc.) - No paid vacation or sick leave - No employer-provided disability insurance A common rule of thumb is to charge 25-30% more as a contractor to match your employee compensation. Based on your previous $82,000 salary, you should aim for around $52-55/hr to maintain equivalent take-home pay. On the plus side, you can now deduct legitimate business expenses, which can help reduce your taxable income.
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Amina Diallo
•Thanks for explaining this! Could you clarify something - is that 25-30% increase just to cover the additional self-employment taxes or does it also account for benefits like healthcare and retirement contributions? Also, are there any specific deductions self-employed people should know about that can help offset some of these added costs?
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Paolo Conti
•The 25-30% increase covers both the additional self-employment taxes and the typical benefits package. This includes the employer portion of FICA taxes (7.65%), health insurance, retirement contributions, paid time off, and other benefits that employees typically receive. As for deductions, self-employed individuals can deduct business expenses that are ordinary and necessary for your business. This includes home office deduction (if you have a dedicated space), business travel, professional development, health insurance premiums, retirement plan contributions (SEP IRA, Solo 401k), business phone/internet, professional services (like accounting), and 50% of your self-employment tax. Don't forget the Qualified Business Income deduction (Section 199A), which can allow you to deduct up to 20% of your qualified business income, depending on your situation.
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Oliver Schulz
I was in the same boat last year when I switched to contracting. I found this amazing tool at https://taxr.ai that really helped me understand my tax situation as a self-employed person. It analyzed my projected income and showed me exactly how much I needed to charge to maintain my previous take-home pay. What I found most helpful was that it breaks down all the self-employment taxes and shows different scenarios based on various hourly rates. It also helps you calculate quarterly estimated tax payments, which was completely new to me when I started contracting. The reports it generates helped me negotiate better rates with clients because I could clearly see what I needed to charge to make self-employment financially viable. Definitely worth checking out if you're trying to figure out the whole contractor vs. employee math.
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Natasha Kuznetsova
•Does it help with figuring out quarterly tax payments too? That's what I'm struggling with most since my income isn't super consistent month to month. I'm worried about underpaying and getting hit with penalties.
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AstroAdventurer
•I'm a bit skeptical about online tax calculators. How accurate is it with the new tax law changes? And does it help with state taxes too or just federal? My state has weird self-employment rules.
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Oliver Schulz
•Yes, it absolutely helps with quarterly tax payments! That was one of the most useful features for me. It estimates what you should pay each quarter based on your projected income, and you can adjust it as your actual income changes throughout the year. It saved me from both underpaying and overpaying. Regarding accuracy and state taxes - it stays updated with current tax laws and handles both federal and state calculations. I was concerned about that too since my state has some specific rules for self-employed people. The tool accounts for state-specific regulations, which was a relief. I've checked its calculations against my accountant's numbers and they've been spot on so far.
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Natasha Kuznetsova
Just wanted to follow up! I tried the taxr.ai tool that was mentioned here and it was exactly what I needed. I was about to accept a contract at $40/hr thinking it was comparable to my old $75k salary, but the analysis showed I'd need closer to $50/hr to maintain the same lifestyle after self-employment taxes. The quarterly tax calculator was super helpful too - it splits everything up and reminds you when payments are due. I showed the reports to potential clients during negotiations and was able to justify higher rates by demonstrating exactly why I needed to charge more as a contractor vs. employee. Never realized how much those employer-paid benefits and taxes were worth until I saw it all broken down! Definitely recommend it if you're making the switch to self-employment.
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Javier Mendoza
After 3 months of self-employment, I had a major issue with estimating my quarterly taxes and needed to talk to someone at the IRS about my specific situation. Called for WEEKS and could never get through - just endless holds and disconnects. Finally tried https://claimyr.com and it was a game-changer. They got me connected to an IRS agent in about 20 minutes when I had been trying unsuccessfully for weeks. You can see how it works here: https://youtu.be/_kiP6q8DX5c The agent walked me through exactly how to calculate my quarterly payments based on fluctuating income and helped me avoid penalties for underpayment. They also explained which deductions I qualify for as a new self-employed person, which my regular tax software had missed completely. If you're confused about self-employment taxes, talking to an actual IRS agent is surprisingly helpful - they don't want you to mess up your taxes either!
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Emma Wilson
•Wait, how does this actually work? Do they just call the IRS for you? Couldn't you just keep calling yourself? Seems weird that a service could get through when regular people can't.
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AstroAdventurer
•Yeah right. There's no way they can actually get you through to the IRS faster than calling yourself. The IRS doesn't have some special line for third-party services. This sounds like a scam to get desperate people's money.
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Javier Mendoza
•They don't just call for you - they use a system that navigates the IRS phone tree and waits on hold so you don't have to. When an agent finally picks up, you get a call back and are connected directly. It's basically like having someone wait on hold for you, but with technology. You absolutely could keep calling yourself, but after spending hours upon hours getting disconnected or waiting on hold for nothing, the time savings was worth it to me. They use automated systems to constantly redial and navigate the phone trees until they reach a human. The IRS doesn't have a special line for them - they're just more persistent and efficient than a human caller could be.
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AstroAdventurer
I have to eat my words about Claimyr. After my skeptical comment, I decided to try it because I was desperate to resolve an issue with my self-employment taxes from last year. I'd been trying to reach the IRS for literally 2 months with no success - just endless holds and disconnects. Used the service this morning and got connected to an IRS agent in about 45 minutes. The agent helped me understand how to properly categorize my business expenses and gave me step-by-step instructions for filing an amended return to correct my self-employment tax calculations. I was 100% convinced this couldn't possibly work better than just calling myself, but the time it saved me was incredible. After wasting dozens of hours trying to get through myself, having someone else handle the hold time was a massive relief. Sorry for being a doubter!
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Malik Davis
When I went self-employed, my accountant gave me a simple formula: take your desired annual salary, add about 30% for self-employment taxes and benefits, then divide by your billable hours (which is NOT 40 hours/week for most contractors). Most self-employed people can only bill about 20-30 hours weekly when you account for admin work, finding clients, etc. So if you want $82k, that's actually $106,600 after the 30% adjustment, divided by maybe 1,300 billable hours per year (25hrs/week), which equals about $82/hr. That $42/hr offer is WAY too low if you're supporting yourself entirely on that income.
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Keisha Williams
•That formula is super helpful, thank you! I hadn't even considered that I wouldn't be able to bill a full 40 hours each week. There's definitely admin work I'll need to do that isn't billable to my client. Do you think this formula changes if I only have one main client right now rather than juggling multiple clients? I'm not spending time looking for work yet since this arrangement seems stable.
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Malik Davis
•The formula does change a bit with a single stable client, but not as much as you might think. Even with one client, you'll still have unbillable hours for things like bookkeeping, tax preparation, professional development, and administrative tasks. With one stable client, you might be able to bill 30-35 hours weekly instead of 25, which would bring your rate down somewhat. However, there's a potential risk with having only one client - the IRS sometimes looks at this arrangement as potential misclassification (employee vs. contractor). If you're working exclusively for one company and they're controlling when and how you work, the IRS might consider you an employee, not a contractor. This is something to be aware of, especially if you're transitioning from being an employee to a contractor at the same company.
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Isabella Santos
Make sure you're setting aside money for taxes! I made the mistake of not saving enough when I first started self-employment and got hit with a HUGE tax bill plus penalties. I now transfer 30% of every payment into a separate savings account immediately. Also, look into making quarterly estimated tax payments (Form 1040-ES) to avoid underpayment penalties. The IRS wants you to pay taxes throughout the year, not just at tax time!
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Ravi Gupta
•What tax software do you recommend for self-employed people? I've always used TurboTax but wondering if there's something better for contractors with more deductions and business expenses.
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Leila Haddad
Great question about tax software! I switched from TurboTax to FreeTaxUSA when I became self-employed and it's been much better for my situation. It handles Schedule C (business income/expenses) really well and costs way less than TurboTax's Self-Employed version. For more complex situations, I've heard good things about TaxAct and H&R Block's self-employed software. The key is finding one that makes it easy to track business deductions throughout the year, not just at tax time. Pro tip: Whatever software you choose, keep detailed records of ALL business expenses. I use a simple spreadsheet to track everything monthly - mileage, office supplies, professional development, etc. Come tax time, you'll be so glad you did this instead of trying to reconstruct everything from receipts! Also consider whether you need quarterly tax payment reminders built into the software. Some of the better ones will calculate and remind you when estimated payments are due, which has saved me from penalties.
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