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Don't forget to check if you qualify for the Qualified Business Income Deduction (QBI) with your Schedule C businesses! That's a potential 20% deduction on your qualified business income. That might explain why the tax website is showing you owe so much - if you didn't account for that deduction.
Thank you for mentioning QBI! I didn't even know about that deduction. Do both of my businesses qualify for that? And would I apply it to each Schedule C separately?
Yes, both of your businesses should qualify for the QBI deduction as they're both reported on Schedule C. The deduction is actually calculated on your total qualified business income across all qualifying businesses, not on each Schedule C separately. The basic calculation is 20% of your net business income (after expenses), but there are income thresholds where it starts to phase out or get more complicated (over $170,700 for single filers in 2024, which doesn't sound like it applies to you). This deduction alone could significantly reduce what you owe, possibly explaining the high amount you saw on the first website you tried.
When I had two Schedule Cs, I found it helpful to use tax software specifically designed for self-employed people rather than the free options. The extra $50-60 was worth it for the guidance on splitting expenses and proper documentation.
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!
Remember that LLC rules vary by state too! I'm in California where they charge an $800 annual franchise tax for LLCs regardless of whether you make money. Totally sucked my first year when I only made $15k but still had to pay that $800. Check your state's fees before deciding!
Dude, Texas has none of that garbage. No state income tax and LLC filing is like $300 one time. So many California business owners moving here for that reason.
Quick note about liability protection - an LLC only works if you actually treat it as separate from yourself. That means separate business bank accounts, not mixing personal and business expenses, proper contracts in LLC's name, etc. I've seen people get their "corporate veil pierced" in court because they treated their LLC like a personal piggy bank. The protection isn't automatic!
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.
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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