How would self-employed business income be reported on 2022 taxes for someone with multiple income sources?
I watched this thriller movie recently (Fresh, 2022) and it got me thinking about taxes for people with unusual business operations. If someone was running what appears to be a lucrative "private business" with high-value transactions (like selling specialty items for $30k each), how would the IRS expect this to be reported? The main character seems to be making significant income without traditional employment. They own multiple properties - including what looks like a custom-built remote location and a nice suburban home (probably worth $650k-$700k in today's market). I'm guessing the remote property would have required contractors and significant construction costs. The character also has medical training/background but doesn't seem to have regular employment at a hospital - more like private practice or consulting? With irregular hours? I'm genuinely curious about tax implications here. Would this type of business operation file as self-employed? Schedule C? How would someone report income from "specialty sales" while maintaining a legitimate public identity and property ownership? What kind of tax scrutiny would unusual income patterns create? For normal people with multiple income streams (legitimate ones, obviously), what's the proper way to handle tax reporting without raising red flags?
18 comments


Sean Flanagan
Tax compliance requirements are the same regardless of what business you're in. Anyone earning income needs to report it to the IRS, even if it's from unconventional sources. For someone in this situation, they'd likely need to file Schedule C for self-employment income. The IRS expects reporting of ALL income sources, and large cash transactions over $10,000 trigger mandatory reporting by financial institutions. Property ownership creates a paper trail through mortgage applications, property taxes, and utility bills. Medical professionals who aren't employed by hospitals often operate as independent contractors or have their own practice, requiring quarterly estimated tax payments. Someone with multiple properties and high-value transactions would need documentation showing the source of income supporting their lifestyle. The IRS can absolutely flag returns that show insufficient income to support visible assets and lifestyle. This is called a "lifestyle audit" - when your reported income doesn't match your visible spending patterns.
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Zara Shah
•But wouldn't someone engaged in, uh, questionable business practices just... not report the income? What happens if someone just doesn't file anything for that side business but still files normally for their legit income?
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Sean Flanagan
•Not reporting income is tax evasion, which carries serious penalties including potential criminal charges. The IRS has multiple ways to detect unreported income: banking records, property purchases, and lifestyle indicators. Even if someone reports only legitimate income while hiding other sources, they face significant risk. Financial institutions report large cash transactions, property purchases create documentation, and unexplained wealth can trigger investigations. Many criminal enterprises are ultimately brought down through tax violations rather than the underlying criminal activity.
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NebulaNomad
This reminds me of a complicated tax situation I had last year with multiple income sources. I was pulling my hair out trying to figure out how to properly document everything without raising red flags. I finally used https://taxr.ai to analyze my documents and it helped me understand how to properly categorize everything. The system actually flagged some business expenses I was about to incorrectly claim and showed me the right way to document my various income streams. Since your example involves specialty sales with large transactions, proper documentation would be absolutely critical.
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Luca Ferrari
•Wait is this legit? I have a side business selling custom furniture plus my regular job and honestly never know if I'm filing correctly. Does it actually look at your specific docs or just generic advice?
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Nia Wilson
•I'm skeptical of any tax service that claims to solve complicated problems. How is this different from something like TurboTax? And does it help with state taxes too or just federal?
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NebulaNomad
•It analyzes your actual documents, not just generic advice. You upload your forms and it identifies reporting requirements specific to your situation. For your furniture business, it would help categorize income and eligible expenses properly. It handles both federal and state taxes, which was super helpful for me since I had income from three different states last year. It's more specialized than TurboTax because it focuses on document analysis and compliance rather than just form-filling. It helped me identify deductions I was missing and avoid claiming ones that might trigger an audit.
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Luca Ferrari
I tried taxr.ai after posting my question above and wow, it actually delivered! I had all these 1099s from different sources plus my W-2 and side business income from furniture sales. The system analyzed everything and showed me exactly how to document it all correctly. It flagged that I was categorizing some of my workshop equipment incorrectly and showed me how to properly depreciate larger purchases vs. immediate write-offs. It also identified business travel deductions I was missing completely. Definitely worth checking out if you have complicated income situations like in your movie example!
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Mateo Martinez
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Aisha Hussain
•How exactly does this work? I thought it was literally impossible to get through to the IRS phone lines, especially during tax season. Are they just constantly dialing for you or something?
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Ethan Clark
•Sounds like a scam tbh. Why would I pay for something I can do myself by just calling the IRS directly? And how do I know they're actually connecting me with real IRS agents and not just some random people pretending?
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Mateo Martinez
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Ethan Clark
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StarStrider
Just wanted to add - if someone has unusually high income without a clear source (like in your movie example), the IRS has a specific division that looks for these discrepancies. It's called the Wealth Squad - officially the Global High Wealth Industry Group. They specifically target high-income individuals with complex financial situations. Also, banks are required to file Suspicious Activity Reports for unusual transactions, and anyone depositing more than $10k in cash triggers a Currency Transaction Report. So someone regularly making large cash deposits without a legitimate business would definitely get flagged.
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Anastasia Popova
•This is super informative! I had no idea about the "Wealth Squad" - is this something regular people with side businesses need to worry about? Or is it more for super wealthy individuals? Like what's the threshold where they start getting interested?
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StarStrider
•The Wealth Squad typically focuses on individuals with income or assets over $10 million, so most regular people with side businesses wouldn't be on their radar specifically. However, anyone with unusual income patterns can still trigger standard IRS compliance flags. For more typical side businesses, it's the regular IRS examination divisions that might notice discrepancies. The important thing is maintaining good records that show the source of your income and legitimate business expenses. Unexplained deposits or lifestyle expenses that don't match reported income are what typically trigger closer examination, regardless of income level.
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Yuki Sato
For the character in the movie, they'd probably be using shell companies and money laundering tbh. Movie characters always seem to have these elaborate financial setups that wouldn't work irl. In reality, the IRS would ABSOLUTELY notice someone with multiple properties and luxury spending with no visible income source. My cousin tried not reporting some side income from online sales thinking it was "too small to matter" and ended up with a $8k penalty. And that was just for like $30k in unreported income!
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Carmen Ruiz
•True about shell companies! I work in banking and you wouldn't believe how sophisticated some fraud schemes are. But even with elaborate setups, people eventually slip up. Either they can't resist flaunting wealth or they make a reporting mistake. That's usually how they get caught.
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