Getting people to pay for digital media in the era of mass piracy (Spotify, Deezer, Netflix)
Starting a taxi company by ignoring frauding all the regulation related to taxi operation, ( Uber)
Tons of pseudo science like energy therapy which are not much different from straight up witchcraft.
A thought also for real estate developer who buy land in high-flood-risk area, and still manage to sell the houses, these ones also should be in jail
In democratic countries, each candidate/party has the same right to speech during election campaign. So stuff like short clip for each candidates and either multi party debates or second round (where applicable) debate