Student loan interest (up to $2,500) is actually an "above-the-line" deduction, not an itemized deduction. That means you can take it even if you claim the standard deduction! It's directly subtracted from your income before calculating your adjusted gross income.

Thanks for mentioning this! We actually did install some energy efficient windows as part of moving in. Do you know if that counts if they were installed by the previous owner right before we bought the place? Or does it only count if we paid for the installation ourselves?

Unfortunately, you only get the credit if you paid for the improvements yourself. If the previous owners installed them, they would get the credit on their tax return. However, now that you own the home, any new energy-efficient improvements you make going forward would qualify for you! The credits are pretty substantial - up to 30% for solar and geothermal, and up to $600 for energy-efficient windows (with a $1,200 annual maximum for most improvements). Might be worth considering additional upgrades this year!

What if my brokerage is a smaller one that doesn't offer those kinds of services? I'm with a regional firm that's not as full-service as Fidelity or Schwab.

If you're with a smaller brokerage, you still have options. Even if they don't offer formal basis reconstruction services, their customer service might still be able to help you identify the share price on the date of death. If that doesn't work, you can also use resources like Yahoo Finance or Morningstar to look up historical prices for most mutual funds. Just search for SSHFX and find the historical price data for your uncle's date of death. Document how you determined the value (take screenshots), and keep that with your tax records.

This is actually a really good point. The executor had to choose one valuation method for ALL assets in the estate though - they couldn't cherry pick different dates for different assets. So you might want to check what method was used on the estate tax return if one was filed.

Where would I find these centers? Is there a website or something to locate the one nearest to me? This sounds perfect for my budget right now.

You can find your local Small Business Development Center through the SBA website - just search "SBDC near me" and it should pop up. They're usually connected to local colleges or economic development agencies. Most offer free initial consultations where they'll assess your specific needs and then connect you with the right resources. Ask specifically about their accounting workshops - many run monthly QuickBooks or general bookkeeping classes designed for absolute beginners. The SCORE program (also through SBA) can match you with a retired accountant or financial professional who volunteers as a mentor.

$275 monthly seems steep for a startup though... how many transactions do you have? And did you find someone local or use an online service?

How would you even check if federal withholding was done correctly? I'm looking at my W-2 and box 2 has federal income tax withheld, but I have no idea if it's the right amount.

You can do a quick check by comparing what was withheld to roughly 12-22% of your income (depending on your tax bracket). But the more accurate way is to run your numbers through a tax calculator or software. Just input your total income, filing status, and deductions - then compare the "federal tax liability" it calculates against what was actually withheld on your W-2. If they're roughly in the same ballpark (within a few hundred dollars), then your federal withholding was probably done correctly. If the withholding is significantly less than your expected liability, then you've got problems on both federal and state levels, which is a much bigger issue.

I looked into this when it happened to me. You probably can sue, but you'd need to prove they were negligent rather than it being a misunderstanding or paperwork error. Did your cousin explicitly fill out state tax withholding forms that were ignored?

He says he definitely filled out all the standard new hire paperwork including state tax forms. He even has copies that he saved. The company apparently just... didn't process them correctly? Or ignored them? Either way they admitted it was their mistake but are refusing to cover any of the penalties.

Does the 25-30% include state taxes too or just federal? I'm trying to figure out exactly how much to set aside each week.

That percentage includes both federal and state taxes for most situations. If you're in a high-tax state like California or New York, you might want to bump it up to 30-35%. I'm in a medium-tax state and 28% has covered me completely. The exact amount depends on your overall income level and tax bracket when combined with any other jobs you have.

I've used both TurboTax Self-Employed and FreeTaxUSA for my delivery gig taxes. TurboTax is more user-friendly and asks specific questions about delivery driving, but it's expensive (around $120-150 for federal and state with self-employment). FreeTaxUSA handles 1099 income well too and costs way less (about $15 for state, federal is free), but you need to know which forms to fill out yourself.