I think he was always playing with words when he said things like this:
"I left my family to come here" --> I left all the friends people I'd known for nearly two decades to come here. Not literal family. just family in the loose term.
"When I took this job, I considered it my last job. That hasn't changed." --> It's not me, it's you. I didn't change, you didn't keep up your end of the deal and it's not what I expected.
"I could cry when I think about the 12th Man." --> We took this as positive at the time, but maybe it was a partial truth and he meant it negatively. I really don't like all the stupid traditions and things they do. I mean they don't even want cheerleaders at football games.
Maybe (probably) over-analyzing, just something I've thought of late for no good reason at all.