I would suggest the biggest 3 detriments to the piloting career recently would be: 1) the internet, 2) bankruptcy judges, and 3) the price of oil.
In the late 90's, airlines foolishly lost control of their pricing abilities by trying to circumvent travel agents, with the promotion of sites like orbitz and travelocity. It actually started allowing market competition for ticket prices, which overall is a good thing, but bad for pilot contracts that were based on previous profit margin models.
During the post 9/11 wave of bankruptcies, sympathetic judges allowed extremely weak companies to continue to survive, even giving them unfair competitive advantages. This led to a domino effect of all the other airlines practically being forced to slash compensation just to be able to compete and survive. I believe that had United and/or USAirways been allowed to fail, yes, many jobs would have been lost, but there wouldn't have been an oversupply of seats on the market, profit margins would have remained more stable, and the pilot career would have remained intact.
And finally, every time the airlines seem to have adjusted their operations to adapt to the latest market conditions, oil prices keep spiking. Not the airlines' fault, but we'll all pay for it. Blame the price of oil on either record world demand, speculators looking for a good bet after the housing market collapse, or Bush sucks, your choice.
Regardless of the reasons, this career has always been an unstable one, and always will be.
I think you are on to something. yes it is bad to have one or two major airlines in the U.S. to fail, but the downside is all the rest of the airline industry slowly bleeding to death. pan am, eastern did not die overnight, it was more like 20 years for pan am and 15 years for eastern. may they rest in peace and no longer suffer.