But he could have been the Bad Boy in his private time. In his private friendships and private relationships. He could have been a Curzon (lothario), a Starbuck (crazy), a Garibaldi (believable past addiction). Instead we get a pleasant fellow who gets a bit mouthy now and then by strict military standards. Vanilla.
If he was that bad, then would Janeway still have gotten the ok to get him released from prison? It was the "Great Santini". Tom was only a bad boy cause he had a over bearing military minded father. He was never good enough in his fathers eyes, so he was bad because he gave up trying.