
According to the NYC Department of Transportation, there are just under 3 million free, on-street parking spots in New York City, Of course, they’re all taken, and if you want one, you’ll be circling for blocks.
But not if you have a parking spot holder. Can you really hire someone to do that? You most certainly can. but if you, you’d better properly classify those spotholders.
After a four-day bench trial, a federal judge ruled that 329 parking spot holders in New York City were employees, not independent contractors, of the two small companies that engaged them. These individuals were engaged for the sole purpose of holding parking spots so that the two companies’ primary client, a large utility company, could perform services around the city. The case was decided under the Fair Labor Standards Act (FLSA).
Not only is paid spotholding an actual thing, it’s quite a lucrative thing. Between 2016 and 2021, the two small companies who were defendants in this case were paid $80 million to be the exclusive spotholder for the utility company. That’s not a typo. And yes, I agree, we are all in the wrong line of work.
The companies’ contracts required them to comply with the FLSA, but the companies’ accountant recommended classifying the spotholders as independent contractors, a classification he felt confident would be permitted under the Internal Revenue Code.
This case, of course, is not about federal tax law compliance, and many of you know that the test for who is my employee is different under the Internal Revenue Code than under the FLSA. Even if the workers were contractors under federal tax law, that wouldn’t mean they are contractors under the FLSA.
And alas, they were not — at least according to this ruling.
The judge applied a five-part economic realities test. She found that the companies exercised substantial control over how the spotholding work was performed. The judge seemed particularly moved by testimony that the workers could not take bathroom breaks without permission and, if permission was denied, they would sometimes pee in bags. That’s a swing and a miss. Strike one.
She found that the spotholders had no opportunity for profit or loss. The only way to earn more was to work more. The spotholders invested no capital in their work. Together, that makes strike two.
The judge found that the spotholders had no special skills. Insulting perhaps, but probably true. That’s the third factor in the FLSA economic realities test, and that’s strike three.
The judge also found that the relationship was indefinite in nature. That’s another missed factor and another strike.
And she ruled that the work was indispensable to the companies’ spotholding business. That’s another strike (strike five, I guess). All five factors pointed toward employee status.
The court ordered the companies to pay $3 million in back wages for unpaid overtime, plus another $3 million in liquidated damages.
There’s one other fact worth noting here. The case was not brought by an enterprising plaintiff’s lawyer. It was brought by the US Department of Labor. Even though we have a Republican administration that tends to be pro-business, but that doesn’t mean the DOL will ignore what it perceives to be misclassification.
And that put companies in a tough spot.
© 2026 Todd Lebowitz, posted on WhoIsMyEmployee.com, Exploring Issues of Independent Contractor Misclassification and Joint Employment. All rights reserved.










