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1. Do you think that his letter of contrition and self imposed timeout is sufficient punishment?
In his case, yes.
2. If revealed in another era (prior to #metoo) would this have been a potential career killer? Should it be?
Prior to Harvey Weinstein, it would not have been a story. Definitely not a career killer.
3. Would you go to his standup act and/or watch his shows? (I.e. support him with your pocketbook). Assuming you're male, would you feel comfortable bringing your female significant other?
Assuming I would have watched him perform before the story, I definitely would go see his act at this point. He has served his penance. He owned it. I would bring a female only if she was comfortable with seeing him.