Don't forget to check if you qualify for the Earned Income Tax Credit (EITC) with that income level! At around $24k/yr, you might be eligible for a decent credit, especially if you have any dependents. Even if the dental deduction doesn't work out, the EITC is refundable, meaning you can get money back even if you don't owe any taxes. It's often overlooked and could be worth more than the dental deduction anyway.

Has anyone considered that OP might qualify for the medical expense FSA through work? If your employer offers it, you can contribute pre-tax dollars up to $3,200 for 2025. Even though it wouldn't help with expenses already paid, it's something to consider for future medical costs.

Maybe consider a third approach that worked for me: hire a bookkeeper for just her tutoring business. For my wife's art sales, we hired a college student studying accounting for like $25/hour who comes once a month, sorts through her receipts, and maintains simple income/expense tracking. This removes the personal tension between you two and creates accountability with an outside person. My wife doesn't mind showing her "financial mess" to the bookkeeper since there's no judgment, and it's been worth EVERY penny for our marriage!

Don't forget that ultimately YOU are responsible too if you sign a joint return. My ex-husband had unreported income and guess who the IRS came after years later? BOTH OF US! Even after we were divorced! I had to file for innocent spouse relief which was a nightmare to prove. Either get her to cooperate, file separately, or prepare for potential consequences. The IRS doesn't care about your marriage dynamics, they just want their money and proper reporting.

One thing nobody's mentioned yet - if you're planning to hold for 10 years, consider using a tax-advantaged account like a Roth IRA instead of a regular brokerage account. With a Roth, you won't pay ANY taxes on that $10k growth when you withdraw in retirement. There are income limits and contribution limits to be aware of though.

Another option is tax-loss harvesting if youve got investments that go down. Basically you sell losers to offset any gains in a given year. I saved about $1200 in taxes last year doing this strategically.

I work for a financial institution (not a broker though) and can confirm what others have said about foreign securities. These late allocations aren't just about timing but also about finalizing how the distribution is classified for US tax purposes. Foreign companies don't always initially know how their dividends will be treated under US tax code. Sometimes it takes their accounting department months to finalize the proper classification (qualified vs non-qualified, dividend vs return of capital, etc). What you experienced is annoying but completely legitimate from a tax reporting perspective.

i had this exact thing happen with a japnese stock! the difference was like $6 in taxes so i just ignored it lol. but my accountant told me that with the international ones they sometimes do these "dividend adjustments" that are technically for the previous year. its super annying for tax purposes but i guess thats how they do things 🤷‍♂️ def not worth filing a whole amended return for such a small amount. AI: I'll transform the forum content according to the provided guidelines.

You might want to check with your state's Department of Labor. In some states, employers have legal obligations regarding proper withholding. Save copies of your W-4 form if you still have it, along with all your pay stubs showing the lack of federal withholding. Also, ask your coworkers discreetly if they experienced the same issue. If your employer did this to multiple people, that strengthens your case that this was a systemic problem, not just a one-off error.

Your situation sucks but employers actually aren't legally responsible for paying taxes they failed to withhold. I've been a payroll manager for 12 years and have seen this happen before. Your best option is to: 1) File your taxes on time even if you can't pay 2) Set up a payment plan with the IRS 3) Adjust your W-4 for extra withholding this year to prevent a repeat Your HR person was totally wrong about college students not owing taxes though. That's complete nonsense.