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Actually, the fact that he pulled off all the logistics and the service was completed as advertised, and insured, I don't really see anything fake about this.

It is no different than what Talent Scouts / Head hunters / etc do, except he was actually more hands on than they typically are.

Compare with a party planner - they aren't the cooks, the clowns, etc. But they do hire a team to conduct those activities. Their customers hire one main point of contact to do all of it. And if what you and your team do is worth the money invoiced for both the buyer and the seller, we're all good.

Perhaps the guy accidentally did a good job and discovered a latent talent. It might feel like it started in jest, but he obviously got serious quickly, and pulled off every detail. This is more of an awakening than a sin to be confessed.

It was a good experiment either way you look at it.

It sounds like he was diligent in researching the companies and spent a lot of time making sure that nothing went wrong. In other words it wasn't one day of work.

He probably shouldn't have run any of the cars himself, since he wasn't insured, though.

The risk side was, when a Lambo got totalled by a drunk kid and somebody says "ok, the valet company insurance will pick it up"
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Is this not, in essence, just subcontracting?