According to Businessweek’s article “Worst Jobs With The Best Pay”, toll booth collectors earn an average salar of $45,000. If you’re not scared off by the prospect of spending your night in a booth smaller than a jail cell as you take money from people passing through to somewhere fun, it’s not a bad living. BusinessWeek also notes that toll collectors are union employees with good benefits packages and overtime pay that would make non-union workers salivate with jealousy.