I think you'll find most owners in sports are incredibly wealthy men. And yet they still lockout the players because they cant survive without getting more money from their employees and hold local governments hostage for subsidies and tax breaks.
Its important that he's wealthy in that he can afford to play the game. But its not important in that he will underwrite losses for the team long term. Far more likely, the team if it loses money, will go into debt, perhaps to Thomson, and then after several years claim a new cba is needed because they are too far in debt. Or that they should be able to sell their franchise for a nice $100mil capital gain since they can no longer make money in Winnipeg without taxpayer subsidized bonds.
There are richer men than Thomson currently owning sports teams who are crying poor.
From my conversations with Thomson, I believe his desire to buy the team comes from being a fan of the NHL, and the desire to win a Stanley Cup. Most NHL teams are owned by large corporations with the bottom line as the first priority. David increased his net worth by 4billion dollars last year through his corportation ThomsonReuters, so I believe Thomson would be willing to swallow some losses in order to ice a winning team for the City of Winnipeg.