High_F,
It appears to be a steep hill to climb. If people are doing what you propose, they're pretty quiet about it. And UPS is a
very tough nut to crack as it's a great job and hiring comparatively few pilots. Take a look at this if you haven't seen it already (hard to tell what AW is doing these days):
Some U.S. regional airlines are now sponsoring Canadians for the H1B Vis -