On these trucks all you'll ever need is the small set for 45° flare for the brakes, vacuum, and fuel.
If modifying things and for whatever reason decide to use some AN fittings you may have occasion to use 37° but could also avoid that situation if it came up.
I have the big set, not sure I've used the 37° dies yet... glad to have the ability should it come up though.
Grigg