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Has anyone here had their software deductions questioned in an audit? I'm curious what documentation the IRS actually wants to see. I'm about to invest in some expensive quilting design software and want to make sure I'm keeping the right records from the start.
I went through an audit three years ago for my cake decorating business, and they did look at my software deductions. They wanted to see: 1. The receipt/invoice showing the purchase date and amount 2. Proof it was paid from my business account or, if paid personally, documented as a business expense 3. A description of how the software is used specifically for my business 4. Documentation showing I was actually using it for business purposes (I showed them designs I created for clients using the software) Keep all your receipts, maybe take screenshots of business projects you complete using the software, and maintain a clear connection between the software capabilities and your business services. They were actually pretty reasonable about the whole thing.
Don't forget that if you get the subscription software like the ERP system you mentioned, that's considered a regular business expense and gets deducted each year as you pay for it. Only the permanent software license needs the Section 179 vs. Schedule C decision. Also, if you're using a tax preparation software like TurboTax or H&R Block, they'll walk you through both options and usually recommend the simplest approach automatically. That's what I do for my pet portrait business and it's worked fine for years.
For your 1099 contractor income, don't forget about estimated quarterly tax payments going forward! Since taxes aren't withheld like they are for W-2 employment, you'll need to make those payments yourself. I learned this the hard way and got hit with an underpayment penalty my first year of freelancing.
Is there a minimum amount of 1099 income before you need to do quarterly payments? Like if it's just a side gig making a few thousand?
You generally need to make quarterly estimated tax payments if you expect to owe at least $1,000 in taxes when you file your return. Even for side gigs, this can happen quicker than you'd think when you factor in both income tax and self-employment tax (which is about 15.3%). A good rule of thumb is to set aside around 25-30% of your 1099 income for taxes, depending on your tax bracket. The IRS has a form called 1040-ES that helps you calculate what you should pay quarterly.
Anyone use anything besides TurboTax for mixed W-2 and 1099 income? Their self-employment section gets expensive real quick...
I switched to FreeTaxUSA and it handles both W-2 and 1099 income really well. Federal filing is free and state is like $15. Way cheaper than what TurboTax charged me for self-employment.
Just to add some practical advice - make sure you keep excellent records of your self-employment income if you're claiming EITC. The IRS scrutinizes EITC claims more heavily than almost anything else. For your Uber deliveries, keep logs of all your mileage, maintenance costs, phone expenses, etc. These not only reduce your self-employment tax but can help verify your legitimate business activity if the IRS questions your EITC claim.
Thanks for this advice! Do you know if the IRS is more likely to audit returns with EITC claims from self-employed people versus regular employees? I'm keeping all my delivery app summaries and expense receipts, but wondering if I should be doing anything else to protect myself.
Yes, unfortunately self-employed EITC claims do face higher audit rates than W-2 employee claims. The IRS has historically focused more attention on self-employment income because it's self-reported rather than verified by an employer. For additional protection, I recommend keeping a simple business journal that notes your work days and hours alongside your app summaries. Also maintain separate bank accounts for business versus personal use if possible. Having a consistent pattern of deposits that match your reported income is very helpful during an audit. Finally, consider using accounting software specifically for self-employed workers that can categorize your expenses properly - this organization makes a huge difference if you're ever questioned.
I made a mistake on my taxes last year regarding EITC and self-employment. Does anyone know a good free tax software that handles self-employment and EITC correctly? I used FreeTaxUSA last time and it didn't really explain the EITC stuff well for my Doordash income.
Just to add another perspective - I work in payroll for a mid-size company. The way our systems are set up, we calculate FICA taxes (both employer and employee portions) based on gross wages BEFORE any income tax calculations happen. If overtime became exempt from income tax, we would need to modify our payroll software to flag overtime hours and exempt them from income tax calculations, but we would still run the full FICA calculations on all wages including overtime. So from an employer perspective, we would still pay the exact same amount in employer-side payroll taxes regardless of whether overtime is exempt from income tax or not.
Would this be complicated for companies to implement in their payroll systems? Seems like it would require significant software updates to track regular hours vs overtime hours differently for income tax purposes but the same for FICA.
It would definitely require payroll software updates, but it's not insurmountably difficult. Most payroll systems already track regular hours vs. overtime hours separately (for wage calculation purposes), so the capability to distinguish between them already exists. The tricky part would be updating the tax calculation logic to apply income tax to only regular hours while still applying FICA to all hours. Most major payroll providers would issue software updates to handle this, but there would certainly be an adjustment period. Smaller companies using more basic payroll systems might face bigger challenges implementing the change correctly.
One thing nobody has mentioned yet - there's also the Additional Medicare Tax of 0.9% that applies to higher-income earners (over $200k for single filers). Would overtime pay still count toward that threshold even if it's exempt from income tax?
Great question! Based on current tax law structure, even if overtime became exempt from income tax, it would still count toward the earnings threshold for the Additional Medicare Tax. This is because the Additional Medicare Tax is part of the FICA tax structure, not the income tax system. Since we've established that overtime would still be subject to FICA taxes even if exempt from income tax, the overtime earnings would still count toward that $200k threshold (or $250k for married filing jointly).
Connor Murphy
Just wanted to add - if you use the standard mileage deduction for your DoorDash work, you can't also deduct things like gas, oil changes, and car insurance separately. The standard rate is meant to cover all that. BUT you can still deduct parking fees and tolls separately, so keep those receipts! Also, don't forget about the Qualified Business Income deduction (Section 199A). With your self-employment income, you might qualify to deduct up to 20% of your net business profit. The tax software should calculate this automatically, but good to know about it.
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Yara Sayegh
β’Does the QBI deduction apply even for side gig income? I thought that was only for like full businesses with employees and stuff.
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Connor Murphy
β’The QBI deduction absolutely applies to side gig income! It's available for most self-employed individuals, regardless of whether you have employees or not. Even if you just drive for DoorDash or Uber on weekends, that income generally qualifies. There are some limitations and phase-outs at higher income levels (above $170,050 for single filers in 2024), but for most side-giggers, you can take the deduction without complications. It's essentially a free 20% deduction on your net business profit, which can significantly reduce your taxable income.
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NebulaNova
One thing to watch for - if you didn't have enough tax withheld or didn't make estimated tax payments on your DoorDash income, you might get hit with an underpayment penalty. For 2025 filing season, make quarterly estimated tax payments if you expect to owe more than $1,000 when you file. The due dates for estimated payments are April 15, June 15, September 15, and January 15 (of the following year). Even setting aside 25-30% of your gig earnings in a separate savings account can help prepare for tax time!
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NebulaNova
β’Yes, the IRS does sometimes grant a waiver for the underpayment penalty for first-time filers who weren't aware of the requirement to make estimated payments. This falls under their "first-time penalty abatement" policy. You generally need to have a clean compliance history for the past three years with no penalties. When you file, you can request this waiver by calling the IRS after you receive a penalty notice, or your tax preparation software might have an option to include a statement requesting the waiver due to reasonable cause. Just be honest about being new to self-employment and not understanding the estimated tax requirements previously.
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Fatima Al-Qasimi
β’Thank you everyone for such helpful advice! I've learned so much from all of your comments. I'll check out those resources mentioned and definitely start tracking my expenses better. I'm feeling way less panicked about tax season now!
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