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My first question would be related to the way baseball as a profession works compared to real life.
For 6-8 months, he's living primarily with his buds. Then he spends 1/3 of the year living a completely different life - in regards to day-to-day pattern.
Attempting to resolve the annual life style reset likely doesn't help. I would imagine he 'tends' to do better during the season and is more apt to stray during the off-season. Makes me wonder what the abuse patterns of addicts and alcoholics would be in the teaching profession with those annual 3 month vacations.