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Another option nobody's mentioned is just going with Credit Karma Tax (now Cash App Taxes). It's completely free for federal AND state, and handles HSAs just fine. I've used TurboTax, FreeTaxUSA and Credit Karma over the years. TurboTax: most user-friendly but WAY overpriced FreeTaxUSA: good balance of features and price Credit Karma/Cash App: totally free but slightly less polished For simple returns with an HSA, all three will work fine. No reason to pay $110 for TurboTax unless you really need hand-holding through the process.
Does Cash App Taxes handle investments well? I have some stock sales and crypto transactions. TurboTax charges extra for that but claims their system makes it easier.
Cash App Taxes handles basic investment reporting fairly well. It's fine for standard stock sales where you have clear purchase and sale information. However, for crypto transactions, it's more limited. If you have numerous crypto trades or complex situations, TurboTax's premium features might be worth the cost. Cash App Taxes requires more manual entry for crypto, which can be time-consuming if you have many transactions. FreeTaxUSA falls somewhere in the middle - better than Cash App for investments but still more affordable than TurboTax.
One thing to consider that hasn't been mentioned - FreeTaxUSA saves your returns indefinitely for free. TurboTax only gives you access to previous years' returns if you keep paying them every year or if you pay extra to download a PDF. This became a huge issue for me when I needed my tax returns from 3 years ago for a mortgage application. I had switched from TurboTax to FreeTaxUSA 2 years prior and couldn't access my old TurboTax returns without paying again. With FreeTaxUSA I can log in anytime and access all my previous returns.
I think people are missing an important perspective here. My teenage daughter works part-time and pays taxes. When we discussed this issue, she pointed out something interesting - she WANTS to pay into the system even without being able to vote yet. She sees it as learning financial responsibility and contributing to public services she uses like schools and roads. That said, she definitely feels there should be some mechanism for youth voices to be heard in tax policy discussions. Maybe not full voting rights at 16, but perhaps some kind of youth advisory council that provides input on how tax dollars affecting youth are spent?
That's an interesting perspective, but how would a youth advisory council actually work? Would they have any real power or just be symbolic? And who would choose which teens get to serve on it?
Those are good questions. I think for it to be meaningful, the council would need some actual authority - perhaps control over a small portion of the budget earmarked for youth programs, or veto power over certain spending decisions that directly impact young people. As for selection, I would suggest a combination of approaches - some members elected by high school students, others appointed based on applications and interviews to ensure diverse representation across socioeconomic backgrounds, geographic regions, etc. Maybe even have a rotating membership with 1-2 year terms so more young people get the opportunity to participate.
Honestly this whole argument seems misguided to me. Teens under 18 are still being represented - by their parents or guardians who DO vote. Parents are supposed to consider their children's interests when voting. Same with the standard deduction thing - that's specifically designed to protect low-income earners, including most working teens. As for felons, losing voting rights is part of the punishment for serious crimes in many states. They knew the consequences of their actions. The "no taxation without representation" slogan was about having NO representation whatsoever. These groups still have representation, just not direct voting rights.
That's a really privileged perspective. Not all parents vote in their children's best interests - many vote against policies that would help their own kids based on political ideology. And regarding felons, many states now recognize that permanent disenfranchisement after serving a sentence is counterproductive to rehabilitation and reintegration. That's why so many states have restored voting rights after sentence completion.
Make sure to check if the letter has a deadline for response!! I ignored a confusing IRS letter thinking it was a mistake, and ended up with penalties because I missed the response window. Even if you're getting help or figuring out what to do, sometimes you need to send a basic response by the deadline just to buy yourself more time.
Omg thank you for mentioning this! I just checked and there IS a deadline - it says I need to respond within 30 days of the letter date (which was last week). Do you think it's enough if I just call them before the deadline or should I actually mail something back?
I'd recommend doing both if possible. Call them to understand what's happening, but also send something in writing before the deadline. You can send a simple letter stating you received their notice dated [date], you're currently reviewing it, and you've also called for clarification. Include your name, SSN, the notice number, and keep a copy of what you send along with proof of mailing (certified mail is best). This creates a paper trail showing you responded by the deadline, which protects you even if the phone call doesn't resolve everything immediately. The written response buys you time to figure everything out without risking penalties for non-response.
Is the letter asking you to pay something? If its saying you owe money make sure it's actually from the IRS. There are sooo many scams going around! Real IRS letters have a notice number, your tax ID info, and official letterhead. Scam letters usually demand immediate payment thru gift cards or wire transfers.
Great point! Also check the return address - official IRS letters come from places like Kansas City, MO; Austin, TX; or Ogden, UT. And they'll NEVER ask you to pay by bitcoin, gift cards, or wire transfer. If you're unsure, you can always call the main IRS number (not the one on the letter if you're suspicious) to verify it's legitimate.
Don't overthink this too much. If you're making $42k as a freelancer, just file Schedule C as a sole proprietorship. Set aside about 30% for taxes (15.3% self-employment + income tax). The only reason to consider LLC is liability protection if you're worried about being sued. S-corps are only worth the hassle when you're making closer to $100k because of the extra paperwork and costs.
This makes sense but I've heard some freelancers can reduce their tax burden significantly with the right business entity. Is sole proprietorship really the most tax efficient at $42k? Wouldn't an S-corp save on self-employment taxes?
At $42k in profit, an S-corp typically won't save you money because of the additional costs involved. With an S-corp, you must pay yourself a reasonable salary (subject to both employer and employee portions of FICA taxes), file separate corporate tax returns, and potentially pay for payroll services. The tax advantage of an S-corp comes from distributing some profits as dividends that aren't subject to self-employment tax. But when your profit is around $42k, a reasonable salary would likely be most or all of that amount anyway, leaving little to nothing for the tax-advantaged distributions. Plus, you'd have several hundred dollars in additional annual costs for corporate filing fees, separate tax returns, and possibly accounting services. The math usually doesn't work out favorably until you're earning significantly more.
Important thing nobody mentioned yet: as a freelancer, you should be making QUARTERLY estimated tax payments! I learned this the hard way and got hit with penalties my first year. Since you're not having taxes withheld like with a W-2 job, the IRS expects you to pay as you earn throughout the year.
Margot Quinn
Don't forget about state capital gains taxes too! Depending on where the property is located, your parents might owe state taxes on that gain as well. For example, in California they'd pay an additional 9.3% on top of the federal 15%. Might want to factor that into your calculations.
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Leeann Blackstein
ā¢That's a really good point I hadn't considered! The property is in Tennessee - do you know if they have a state capital gains tax there?
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Margot Quinn
ā¢Tennessee is actually one of the better states for this situation. They don't have a state income tax that applies to capital gains from real estate sales. Your parents will only need to worry about the federal capital gains tax of 15% on their profit. This is quite different from states like California, New York, or Minnesota where you'd pay significant additional state taxes on the gain. So at least that's one less tax concern for your situation!
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Evelyn Kim
Has anyone considered the possible tax implications if the house was truly a "gift" but never properly transferred? The IRS might view this differently depending on how everything was documented. Was there an official gift declaration filed when they "gave" you the house but kept it in their name?
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Diego Fisher
ā¢This is a really important point! If it was intended as a gift but the title was never transferred, there could be gift tax implications or questions about beneficial ownership. The IRS looks at substance over form in these situations.
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