Losing boatloads of money is pretty good motivation to turn things around. If he were complacent, and unwilling to lose his own money during this process is be much more worried. Maybe he's bad at owning sports teams, that won't matter as long as he puts the right people in charge and let's them work. He's never had a problem opening the checkbook to spend out of this problem, he just gave control to the wrong person.
Since Eichel joined the historically bad team they've really not added anyone of note. Our prospects just started getting call ups this year, before that E-Rod was our most successful signing/call-up. Now they have Casey, Guhle, Nelson, maybe Nylander all able to come in next year and we will see what we really have done drafting the past couple years.