Quote Tony Soprano="Tony Soprano"Not sure what's going on but it doesn't sound good
What happens to the money he put into the club?'"
At a guess, the people he is introducing into the business would buy his shares at whatever price they all value them at, which may be less than he himself values them at but he is selling and they are buying and if there isn't a queue of buyers then he takes what he gets.
If he has invested any other personal money into the club during that period then he gets to think about those decisions during his retirement years and only he will know whether or not a season ticket would have been the cheaper option.
Businessmen who make their money running other businesses and then buy chunks of sporting clubs do so for vanity, they may tell themselves that its going to be run as a proper business and make money for them but the voice inside their head at 3am in the morning will be constantly reminding them that they've just flushed a big wad of cash down the pan and that they could have bought season tickets for all of their friends and held a big party in a club function room on every matchday for them all, for a lot less money than their "investment".