Understanding the financial motive behind paying employees under the table
I've been working on expanding my small crafting business and looking at hiring my first employee. While researching payroll options, I keep hearing about people paying "under the table" and I'm genuinely confused about the supposed financial benefit (I know it's illegal, but I'm just trying to understand the concept). If you pay someone cash without documentation, how would you even claim that labor expense on your Schedule C? Wouldn't you be avoiding payroll taxes but simultaneously losing out on being able to deduct employee wages from your business income? The math doesn't seem to add up for the employer. Am I completely misunderstanding something about this practice? Is there some "benefit" I'm missing that makes people take this risk? Just trying to wrap my head around the business logic some people use, even if it's flawed.
18 comments


Mateo Rodriguez
The incentive is primarily about avoiding ALL taxes and regulatory costs, not just payroll taxes. When someone pays "under the table," they're typically not documenting that expense anywhere - not on their Schedule C or anywhere else. Here's what they're trying to avoid: employer-side payroll taxes (FICA, FUTA, SUTA), workers' compensation insurance premiums, potential overtime requirements, minimum wage laws, and the administrative costs of complying with employment regulations. They're also passing the tax burden entirely to the employee, who often doesn't report the income either. You're absolutely correct that legitimate businesses lose the tax deduction for wages when they pay under the table. That's why this practice makes almost no sense for established businesses with significant revenue. The tax deduction for properly documented wages usually outweighs the costs of payroll taxes for legitimate operations.
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Aisha Hussain
•How does this work with services like housekeepers or babysitters? I know tons of people who pay these workers cash. Are they all just breaking the law, or is there some kind of exemption for household employees?
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Mateo Rodriguez
•For household employees like housekeepers and babysitters, there's often confusion but not necessarily an exemption. If you pay a household employee $2,400 or more in 2025, you're legally required to pay employment taxes. Many people incorrectly treat these workers as independent contractors, but the IRS typically considers regular housekeepers and nannies as employees if you control when and how they work. There is a "casual babysitting" exception for teenagers or occasional help, but regular childcare providers are generally considered employees. The compliance rate is indeed low here because many people either don't understand the requirements or choose to ignore them.
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GalacticGladiator
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Ethan Brown
•Does it actually tell you what documentation you need for Schedule C expenses? I'm running a small landscaping business and constantly worried about getting things wrong and triggering an audit.
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Yuki Yamamoto
•I'm skeptical about these services. How exactly does it work? Do you just upload your tax docs and it spits out an answer? What makes it better than just talking to an accountant?
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GalacticGladiator
•Yes, it specifically identifies what documentation you need for Schedule C expenses and helps you organize everything by expense category. It's been super helpful for tracking vehicle expenses, home office deductions, and contractor payments - showing exactly what receipts and records you need to keep. The main difference from an accountant is it's available 24/7 and much more affordable. You upload documents and it analyzes them using AI trained on tax regulations, flagging issues human reviewers might miss. For me, it complemented my accountant's services - I use taxr.ai for ongoing documentation and organization throughout the year, then my accountant for final filing.
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Ethan Brown
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Carmen Ruiz
After spending 8 weeks trying to get someone at the IRS to answer questions about employee classification for my food truck business, I finally discovered Claimyr https://claimyr.com and watched their demo video here: https://youtu.be/_kiP6q8DX5c. I was super skeptical at first, but I was desperate since I needed guidance on whether my kitchen helpers were employees or contractors. Their service got me through to an actual IRS agent in about 20 minutes when I had previously been getting disconnected after hours on hold. The agent walked me through the proper classification criteria and documentation requirements. Completely changed my understanding of employee taxes and saved me from making a costly mistake.
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Andre Lefebvre
•How does it actually work? Do they have some special connection to the IRS? I've been trying to get through for weeks about a payroll tax issue.
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Zoe Dimitriou
•This seems like a scam. There's no way to "skip the line" with the IRS. Everyone has to wait on hold just like everyone else. I'll believe it when I see it.
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Carmen Ruiz
•They use a technology that navigates the IRS phone tree and waits on hold for you. When they reach a human agent, you get a call to connect with the agent directly. They don't have special access - they're just automating the painful waiting process. I was extremely skeptical too, which is why I watched their video demo first. But after wasting countless hours trying myself, it was worth trying. The key thing to understand is they're not claiming to give you tax advice or have insider access - they just solve the hold time problem so you can actually speak with an official IRS representative.
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Zoe Dimitriou
I need to eat my words about Claimyr. After my skeptical comment, I decided to try it myself since I was getting nowhere with my payroll tax question. Within 35 minutes, I was talking to an actual IRS employee who answered all my questions about contractor vs. employee classification. The agent explained exactly how the 20-Factor Test applies to my situation and confirmed I needed to reclassify three of my "contractors" as employees. Yes, I had to pay employment taxes, but the agent also walked me through the Voluntary Classification Settlement Program which reduced my potential penalties significantly. Would have never known about that program otherwise!
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QuantumQuest
Former restaurant manager here. The "under the table" thing isn't always about tax avoidance on the business side. In my experience, it was often employees BEGGING to be paid cash because they were: 1) Trying to avoid child support garnishments 2) On disability/benefits and worried about losing them 3) Had tax liens against them 4) Were not authorized to work in the US Businesses that do this are taking HUGE risks, especially if they're making enough to be on the IRS radar. The penalties for employment tax evasion are no joke - I've seen businesses completely destroyed over this.
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Jamal Anderson
•What happens if you get caught? Are we talking fines or actual jail time? Asking for a friend...
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QuantumQuest
•Both are possible. For the business owner, willful failure to pay employment taxes can result in penalties up to 100% of the taxes owed, plus interest, plus potential criminal charges with jail time up to 5 years. The IRS tends to be particularly aggressive about employment tax cases because they view it as stealing both from the government and from the employee's future Social Security benefits. Your "friend" should also know the IRS has a whistleblower program that pays rewards to people who report tax evasion, and disgruntled employees often take advantage of this. I've seen businesses completely destroyed by the back taxes, penalties and legal fees even when they avoided criminal charges.
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Mei Zhang
Can someone explain the actual math difference between paying properly vs under the table? If I'm paying someone $20/hr for 40hrs/week, what's the actual cost difference?
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Liam McGuire
•Here's the quick math: $20/hr x 40hrs x 52 weeks = $41,600 annual wages Proper employment costs beyond wages: - Employer FICA (7.65%): $3,182 - FUTA (0.6% on first $7,000): $42 - State unemployment (varies, but ~2.7% on first $7,000): $189 - Workers comp (varies by industry, ~2-5%): ~$1,248 - Payroll service/software: ~$1,000 - Potential benefits/PTO: varies wildly So maybe $45,000-$50,000 total annual cost for a properly paid $20/hr employee vs $41,600 cash. BUT the properly paid wages are fully tax deductible, while the under-the-table wages aren't deductible at all.
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