It seems like I should be able to give a neighbor's kid a 20 to pick up some leaves without getting the government involved. It seems like I should be able to give a friend a dollar for running and grabbing me a coke without consulting minimum wage laws or local sales taxes. I should be able to lend my cousin some money without registering as a bank.
A business hiring leafblowers or messengers with a "no questions asked" policy, or even an individual loan shark, seems like the law should get involved.
The internet as a communication platform blurs these lines. It lowers the barriers between strangers and acquaintances and friends. It lets private individuals behave like businesses some of the time. It lets small transactions rapidly scale.
I don't think one set of intuitions is necessarily right or wrong. But I think these conflicting intuitions make some people libertarians towards businesses like airbnb and uber, and other people think those businesses are just profiting off of skirting regulations.
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