Insecure. One major thing that cheating can say about a person is the fact that they are very insecure if they are unfaithful outside of their main relationship. Insecurity can mean that they seek a confidence boost and bolstering of their ego by feeling attractive to other people.
Simon was a "fur-trapping apothecary" who left England for America because of religious intolerance. He made a lot of money practicing medicine and was a slave owner.