No doubt a legacy is the Holly Grail of flying jobs in the US, especially now with us gray beards retirering in droves.
That being said I was happier and had more fun at lesser outfits, Evergreen and Tower Air. Comes to mind.
Also flew for Tradewinds while on furlough from AA and got hired DEC on the 747-200.
(It is doable in the US if a company is desperate enough for experienced guys.
Also been DEC on DC-3s and Twin-Otters in the US (Virgin Islands).
With non-sked outfits and freight dog carriers one can move up the seniority list faster, and many smaller carriers are not as anal with training and chicken-sh!t as the majors.
One of my buddies got hired as an MD-80 Captain for a charter outfit in MIA 2 years ago:
Today he is a check airman and the most senior pilot on the property. (Yes, not many benefits, but with some overtime on days off and seniority to pick your flights and days off, he is doing ok.)