Now that I have some distance from my 135 freight days, it's painfully obvious why companies hire either low time guys or guys that couldn't get hired anywhere else. 135 freight wouldn't happen efficiently or viably if the pilots had the same level of judgement as guys who had been in 121 (or had respectable labor representation) for any length of time. It's the difference between be able to say "I guess I can do this" and "This is stupid, I'm going home".
AMF OAK had a somewhat notorious scud-run-from-the-big-airport-to-the-little-airport approach that I absolutely loathed. It was
technically legal, but I know that myself and other pilots occasionally pushed the boundary a bit on what might have been legal or safe. Not getting to the little airport meant "punishment" in the sense that your drivers would complain and the base manager would be calling you incessantly until the weather had improved to repo the airplane.
For me it became an upsetting reminder that I needed to GTFO of that company but I know for a lot of other guys it was a bit of measuring contest and they loved to talk about how low they flew or whatever.
Sometimes I get a peak at a very senior AMF pilot's facebook page and see his pontificating about how 121 pilots are lesser aviators than the sky-gods of the 135 world and his legion of loyal followers agree with him vocally (dissenters like
@Inverted are banned from his page). But now that I have lived in both worlds, I see that for the worthless tripe that it is. Safety and professionalism are definitively higher in the 121 world, without question.
TLDR: I would not fly a single engine Caravan off of a below-135-mins runway for the wages and QOL that the OP is probably suffering through.