A telling pen portrait. I disagree with only one element. he would have a job, a lowly admin type position with some organisation like perhaps a corporate fleet management service.
Now I'm not doing admin positions or fleet management services down.
The ting is this flog would be one of those blokes who has delusions of grandeur. He'd be the 35 year bloke with the Collingwood liftouts from the Hun pinned around his cubicle, the one who would tell toe curlingly unfunny stories and jokes, make inappropriate comments about his younger female co-workers yet nobody would report him for sexual harrassment because its patently obvious he couldn't sexually harass anything.
Given it is probably casual Friday in his office, he'd be wearing his new Collingwood premiership polo, which replaced the 1990 shirt he'd worn each Friday for the past 20 years.