According to Dictionary.com, "a hired hand who tends cattle and performs other duties on horseback". So basically someone who does all that cowboy stuff on a ranch with cows. See also Western.
Job held by Batman, Deputy Dog, Sherlock Holmes, Encyclopedia Brown, T.J. Hooker, and others.
Someone who studies frogs (and reptiles and other amphibians). See also Science.
Dude. Do us a solid. Add your own funny job.
Unfortunately, they were hunted into extinction in the 1930's. See also Beards, Old-Timey, Railroad.