4: Infamous Mob Run-In
Back in the day, the Mafia was very heavily into the trucking industry and this negatively affected the business. One person told of his truck-driver grandpa hauling a load during prohibition that put him in contact with one of the world’s most famous mobsters. “During prohibition, while making a big delivery to Chicago, my grandpa got stopped by a bunch of gangsters in the city. Held him at gunpoint while they made sure he wasn’t hauling anything. When they confirmed it was just produced, he was allowed to go on his way. Turns out they were Al Capone’s men.” via Money Awaits.

Naturally, the mafia had a tight grip on all facets of business around this period, but trucking was especially impacted. It’s interesting to see how things have come full circle in the last couple of decades. Crime is on the rebound and truckers have to be especially careful in this new world.