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Just want to add something as someone who's been in the industry for 15+ years - start keeping a tip diary NOW. The IRS actually accepts a daily log as valid documentation. Even a simple note in your phone at the end of each shift with the date and amount will save you tons of headaches. Also, talk to your employer. Many restaurants now have systems to help you report tips properly throughout the year. Some will even withhold extra from your hourly pay to cover the taxes if you ask them to.
What exactly should I be writing down? Just the total amount or do I need to break it down by credit card vs cash tips?
Ideally you should record both your cash and credit card tips separately for each shift. Credit card tips are already tracked by the restaurant's system, but having your own record helps you verify everything's correct. For cash, just the total amount per shift is fine - you don't need to track each individual transaction. Also record the date, which shift you worked (lunch/dinner), and your total sales if possible. This helps establish the reasonableness of your reported tips if there's ever a question. Many servers use tip tracking apps now that make this super simple - just a quick entry at the end of each shift.
Quick tip - don't forget about state taxes too! Everyone's talking about federal but depending on your state you might owe there as well. I'm in California and the state was actually more aggressive than the feds about collecting on my unreported tips.
This is so true. I'm in New York and the state department of taxation came after me even though I'd settled things with the IRS. They have their own penalty structures too.
To answer your original question - yes, FreeTaxUSA will handle your situation just fine. I've used it for the past 3 tax seasons with similar income sources (W-2, 1099, and investment accounts). The step-by-step process is pretty thorough, and they cover all the major tax forms and schedules. One tip: before you start, gather all your documents and organize them. FreeTaxUSA doesn't have all the fancy import features that TurboTax advertises, but honestly I find manually entering the data makes me more aware of what's actually happening with my taxes.
Thanks! Do you know if they have a "review" feature that checks for potential mistakes or missed deductions before filing? That's one thing I did like about TurboTax.
Yes, they absolutely have a review feature! It runs through everything before you file and flags potential issues or missed opportunities. It's actually pretty thorough - last year it caught that I hadn't entered a 1099-INT from a small savings account I had forgotten about. They also have a "maximize refund" pledge similar to other tax services, so they're incentivized to help you find all eligible deductions and credits.
Just be aware that FreeTaxUSA doesn't support certain complex situations very well. If you have multi-state filings or foreign income, you might want to look elsewhere. But for your situation with a W-2, some freelance income, and retirement contributions, it'll work perfectly fine.
One thing nobody's mentioned yet - consider your withdrawal strategy over the 10 years carefully. Since distributions are taxed as ordinary income, taking out the entire balance in one year could push you into a much higher tax bracket. I inherited an IRA from my uncle a couple years ago, and my accountant suggested spreading withdrawals over several years to minimize the tax impact. You might want to take larger distributions in years when your other income is lower.
That's really helpful advice about spreading out the withdrawals. Do you think there's any advantage to starting withdrawals now versus waiting closer to the 10-year deadline? I'm wondering if we should just let it grow for a while since our income is pretty high right now.
It really depends on your current income situation and future expectations. If your income is particularly high right now, it might make sense to delay distributions until a later year when you might be in a lower tax bracket. However, if you expect your income to increase in coming years or if the account might grow substantially, earlier withdrawals could make sense. There's also the benefit of tax-loss harvesting opportunities in down markets. I'd recommend running some projections with different withdrawal scenarios to see what makes the most sense for your specific situation.
Just want to confirm what others said - I work with retirement accounts and the Schwab advisor was definitely wrong. Traditional IRA distributions are ALWAYS taxable as ordinary income when withdrawn, whether original or inherited. The only exception would be if the original owner made non-deductible contributions (which is rare and would be documented on Form 8606).
Don't stress too much about the tax brackets! Like the expert said, they're progressive. For example, if the 22% bracket starts at $44,725 and you made $50,000, only the $5,275 above the threshold gets taxed at 22%, not your whole income. I freaked out about this my first year with a big raise too!
That makes so much more sense! I was worried my entire income would get hit with the higher rate. What about the freelance income though? Is that taxed differently than my regular job income?
Your freelance income is subject to both income tax (at the same progressive rates as your W-2 income) AND self-employment tax, which is an additional 15.3% to cover Social Security and Medicare. This is because when you're self-employed, you're paying both the employer and employee portions of these taxes. You can deduct business expenses from your freelance income though, which helps reduce both taxes. Things like supplies, software subscriptions, and potentially a portion of your home office if it's used exclusively for the freelance work. Just keep good records of everything!
If your employer has an actual office u could go to, but u choose to work from home, you CANT take the home office deduction for that job if ur a regular W-2 employee. That deduction was suspended for employees from 2018-2025. You might be able to take it for your freelance work tho!
This is correct! I work as a tax preparer and see this mistake ALL THE TIME. The home office deduction is only for self-employed people (Schedule C filers) or certain statutory employees. Regular W-2 employees can't take this deduction anymore after the Tax Cuts and Jobs Act.
Dominic Green
I think everyone's missing the obvious - if your salary is 62k but W2 shows 55k, that's a 7k difference that needs explaining. Is it possible you're counting bonuses or other compensation that hasn't actually been paid yet? Or did you start the job partway through the year? That would explain why the W2 is less than your annual salary rate.
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Hannah Flores
ā¢OP literally said they started the job in May. Reading comprehension ftw. That's obviously why the W2 shows less than the full salary amount.
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Dominic Green
ā¢You're right, I completely missed that part about starting in May. That perfectly explains the difference between the 62k salary and 55k on the W2 - it's just the prorated amount for the partial year worked.
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Kayla Jacobson
Something nobody has mentioned yet - check if your employer is calculating your withholding correctly. I had a similar issue where HR was using the old W4 calculation method even with my new W4. When I started mid-year with a new baby, they didn't adjust for my dependent correctly. Worth asking your payroll department how they're calculating your withholding specifically.
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Emily Sanjay
ā¢That's actually a really good point I hadn't considered. I'll reach out to our HR department to verify they're using the current W4 calculation method. They're a fairly small company so it's possible they're using outdated processes. That could definitely explain the discrepancy. I'm realizing from all these comments that I probably did get the child tax credit benefit, just in my paychecks rather than as a lump sum at tax time. I think I need to decide whether I want more money throughout the year or a bigger refund, then adjust my W4 accordingly.
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William Rivera
ā¢I had this exact issue with my company last year! They were using outdated software that wasn't correctly applying the Child Tax Credit on the new W4 form. Took them 3 months to fix it but they eventually had to give me back pay.
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