The Red Wings will be worth well above $750 million within the next decade. Hell, they could even top 1 billion. There are currently 3 hockey franchises valued above a billion dollars and Chicago will likely hit that level the next time Forbes updates their list. Your quarter of a billion dollars in losses estimate was so obviously wrong. There isn't a single person who looked at what you were saying and agrees with you.
The cap floor is $54 million and the rent on JLA is $1 million. The Wings make
$44 million or thereabouts in gate receipts and receive
$1 billion in broadcasting rights from Fox Sports. Now that $1 billion is spread across three teams - Wings, Lions and Tigers - and is for a 10 year period. So if you average that out over 10 years and divide it into thirds that gives you another $33 million in revenue. The Wings also get
revenue from radio but I couldn't find the terms for the radio deal.
So basically Mike Illitch has to spend $55 million to ice a hockey team and have an area for them to play in. He receives $77 million in ticket sales and broadcasting fees. Even if Red Wings ticket sales somehow drop to $30 million per year he can still go with a youth movement and hit the cap floor and still make money.
The only reason the Wings need to make the playoff to make money is because they are overpaying guys like Mule, Abby, Helm, Howard, et al to have the most expensive roster in the league. That makes sense when you are competing for Cups. It's dumb as hell when you have one of the 5-10 worst teams in the league. You also need to keep in mind we were lucky to make the playoffs last year, so this isn't a one year thing we can easily write off when Ken Holland starts selling hope this offseason.