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22 Something people often overlook with Roth contributions is that you need to have TAXABLE compensation to contribute. So if all your income for the year was from workers comp, unemployment, or investment returns, you can't contribute anything to a Roth IRA that year. The compensation has to be taxable earned income like W-2 wages, self-employment income, or alimony (from pre-2019 divorces).
11 Wait so does disability payments count as earned income for Roth IRA purposes? I've been on short-term disability for a few months but still contributing to my Roth.
22 No, most disability payments don't count as earned income for Roth IRA purposes. Short-term disability payments from your employer or an insurance company are generally considered taxable income, but they're not considered earned income for IRA contribution eligibility. The only exception would be if you're receiving disability payments from Social Security and you've previously opted to have those benefits taxed as wages. But that's pretty uncommon and requires specific prior arrangements with the SSA.
7 If you already filed your taxes, remember you'll need to file an amended return to correct this. You'll need to file Form 5329 to report the excess contribution and either pay the 6% penalty or show that you withdrew the excess (plus earnings) by the deadline.
One thing nobody's mentioned yet is that when you're dealing with home office deductions, you also need to consider the business use percentage of your home. If your office is 10% of your home, you can only deduct 10% of any improvement that benefits the entire house (like a new HVAC system). For improvements specific to just the office space (like built-in shelving or dedicated electrical work just for that room), you can deduct 100% of those costs (either through safe harbor expensing or depreciation).
That's a really important point I hadn't considered! So if I did electrical work throughout the house but my office is only 15% of the total square footage, I would only be able to deduct 15% of that electrical work cost? And then the safe harbor threshold would apply to just that 15% portion?
Yes, exactly right. If the electrical work benefited the entire house and your office is 15% of the total square footage, you would only be able to deduct 15% of the total electrical cost. The safe harbor threshold would then apply to that 15% portion, not the entire bill. For example, if your total electrical work was $8,000, your business portion would be $1,200 (15% of $8,000). Since that $1,200 is well under the $10,000 safe harbor threshold, you could potentially expense that amount immediately instead of depreciating it, assuming you make the proper election on your tax return.
What about record keeping for this? I did some home office upgrades last year and I'm worried I might get audited if I use the safe harbor election.
Keep EVERYTHING. All invoices, contracts, before/after photos, and a written timeline of when you decided to do each project. I got audited in 2023 for 2022 taxes and the IRS was very interested in the timing of my home improvements to determine if they should have been considered one project or separate ones.
One thing to know - the IRS has a "First Time Penalty Abatement" policy that might help you! If you haven't had any penalties in the 3 years before the oldest unfiled year, you could get penalties waived for that first year. You still have to pay any taxes owed, but it could save you a bunch on penalties. I was able to get about $800 in penalties removed this way when I finally filed my 2019-2021 returns last year. You usually have to ask for it specifically - it's not automatic.
That's so helpful to know about! Does this penalty abatement apply even if I've been claiming exempt incorrectly on my W-4? And would I need to specifically request this through a phone call or is it something I'd note when filing the back returns?
The First Time Penalty Abatement can still apply even if you claimed exempt incorrectly on your W-4. The IRS looks at whether you've had penalties in the prior 3 tax years, not how you filled out your withholding forms. You typically request it after you file all your returns and receive a bill from the IRS that includes penalties. You can request it by phone, mail, or sometimes through your online account. The easiest method is usually to call the IRS after you receive a bill and specifically ask for "First Time Penalty Abatement" - just be prepared to explain that you've had a clean compliance history before this.
Don't forget that having a baby changes your tax situation significantly! Make sure whoever helps with your returns knows to claim: 1. Child Tax Credit - worth up to $2,000 per qualifying child 2. Changed filing status - you might qualify for Head of Household which gives better tax rates 3. Child and Dependent Care Credit if you pay for childcare 4. Earned Income Credit which is bigger with a qualifying child When you update your W-4, make sure to account for these credits to avoid overwithholding!
Thank you! I had no idea about potentially qualifying for Head of Household status - I thought since I'm not married I'd just remain "Single" for filing status. Are there specific requirements for Head of Household that I should know about?
To qualify for Head of Household, you need to be unmarried at the end of the year, pay more than half the cost of keeping up a home for the year, and have a qualifying person (like your child) living with you for more than half the year. The benefit is substantial - the tax brackets are more favorable than single status, and you'll get a larger standard deduction ($20,800 for 2023 vs $13,850 for single filers). When you update your W-4, check the filing status box for Head of Household to have the correct amount withheld going forward.
Something to check - did your benefits change at all during this transition? Sometimes when companies switch payroll systems, there are subtle changes to how pretax deductions are handled (like health insurance, 401k, HSA, etc). This can make a big difference in your taxable income and withholding. Also, if you live in a state with income tax, make sure both state and federal withholdings look correct. I've seen cases where the new system got federal right but completely messed up state withholding calculations.
Thanks for the suggestion! My health insurance premium did actually increase slightly during this period, but the pretax deduction amount seems correct. I'll definitely double-check my state withholding though - I hadn't even thought to look at that separately! I'm in Minnesota, and now that you mention it, the state withholding does look a bit different on the new paystubs compared to federal. I'll compare the percentages to make sure everything adds up.
Has anyone suggested just talking to your payroll department directly? When my company switched from ADP to Workday last year, there were a bunch of withholding issues. Turns out they had imported some of the employee data incorrectly. When I showed them my old vs new paystubs, they fixed it immediately. Could save you a lot of trouble!
This is good advice. I work in HR and I can tell you we WANT to know about these issues. Sometimes during system migrations, default settings get applied instead of employee-specific ones. We can't fix what we don't know about!
Ella Russell
Quick question - do S-Corps still get the 20% pass-through deduction (QBI) like sole props do? I heard something about income limits and wasn't sure if S-Corps have different rules for that.
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Mohammed Khan
ā¢Yes, S-Corps are eligible for the 20% Qualified Business Income deduction. The same income thresholds apply ($170,050 for single filers and $340,100 for joint filers in 2025). Above those thresholds, limitations based on W-2 wages and qualified property start to phase in. Actually, this is where S-Corps can have an advantage over sole props for high earners. Since you're paying yourself a W-2 salary, that can help you qualify for larger QBI deductions if you're over the income threshold. It's a bit complicated but basically your W-2 wages to yourself can help satisfy the wage limitation tests.
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Gavin King
S-Corps are awesome but no one talks about how the IRS scrutinizes them more. My friend got audited specifically because he took too much in distributions compared to salary. They reclassified a bunch of his distributions as wages retroactively and he owed a ton in back taxes + penalties. Make sure your salary vs distribution split can pass the smell test!
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