I don't think it'll take 5 or 6 years at a regional to be hired at a major. You fly a LOT at a regional. Back when I was at Mesa 2003-5 it was common for Pilots to hit the 1000 hour yearly max with 2 months left in the year. Mesa tried to watch that and not fly you when they saw your time getting up there but they frequently missed it. The affected pilots would get Thanksgiving and Xmas off

Now when looking way out to 2037 keep in mind by that time we may have single pilot cockpits with computers doing most the work and an autopilot that can be remotely controlled in the event of pilot incapacitation. Stuff like Frequency changes will be automatic. If this ever happens all these charts are useless.