Gambling was actually considered a fairly reasonable occupation in the old west if you had the intellect to always be ahead of the game, famous gunman Doc Holliday made almost all of his money as a gambler since his TB scared away people from his dentistry.
Con men came in all sort, the most theatrically prevailing one though was the Snake Oil Salesman. Which considering you might like to play your old doc again it might actually be a reasonable thing, seeing as he would be plenty qualified on going over people's head medically while he tried to sell them miracle drugs that were mostly just water mixed with your own urine.
Other con men did it the old fashioned way, clever tricks and lies that eventually led to people giving you their money. Often investment fraud since many people would enjoy a piece of the pie.
Cattle rustling was a fairly deplorable act since it messed with people's livelihood and could end up killing a family out of poverty. Similar in ways to horse theft in the way of severity. Back in the day they struck at ranches and cattle runs but with the advent of the railroad ranches became more centralized and runs made inefficient by just stuffing them in a train back east. So most rustlers about now were fairly capable train robbers as well.
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Time to bust out the glow sticks!
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