the then Florida Marlins ...were paid about $14.5 million to suck as poorly as they wanted to thanks to the teams willing to give their fans a worthwhile product on the field. The problem is less with the teams overspending as it is with the teams unwilling to spend despite the money they're receiving from other teams.
Literal peanuts compared to the $2B windfall to Donald Sterling for having the audacity to "buy low and sell high". It's the American way.
The guys running these teams are not dummies (well, not all of them). For every strategy, there has to be a purpose. The Marlins may be "holding" and counting on capital appreciation because they aren't going to make money any other way. The Yanks and Sox are seeing capital appreciation regardless but you can bet their current spending is driving a strategy, too. For the Yankees, think YES and the advertising income, merchandise sales, and, of course, even more national exposure of their product driving more off field revenue.