Bushflying in Alaska was fun and it paid well when I did it some years ago.
Highly recommended, and yes the winters are cold. You will get used to cross winds and short strips. (Perhaps it is better now: In the 80s all the villages in Western Alaska had dirtstrips, perhaps 1600' (500 Meters)
Some were quite a bit shorter.
The hub back then was Bethel, about 5000 people and plenty of Air Taxi operators.
Just go to Alaska, find a job, then if the shortage of pilots is serious enough, you may get your working permit.
Any boys from Bethel on PPRuNe?
Hello from TowerDog, ex Bush Air, Coastal Air, Hermens Air and Free-Lance fish hauler.
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Men, this is no drill...