I think all of this debate has been about how attractive Detroit is as a free agent destination. I would argue the decision for a player is less about recent W-L record, because that can change and I think the Tigers front office changes demonstrate that the organization is committed to winning.
The bigger issue are perceptions around Detroit itself. From the outside looking in, Detroit, on the surface, is probably not an appealing destination. Associations with crime, bankrupt city, automotive industry, cold climate, etc... might be difficult for players, and as important, their spouses/significant others. Of course, those of us who live here realize that there is a significant gap between perceptions and reality, and that has been proven as most players who come here, don't want to leave (Miggy, JV, V-Mart, JD Martinez, etc...).
At the end of the day, we might miss out on a player or two that we're interested in, but I don't see us as being at a big disadvantage. I do think we're likely in an overpay situation (either in dollars/years), but it's probably always been that way for prospective free agents, who are in demand and have choices.