Pneumatic Fluid Extractor
Article reviewing several pneumatic oil extractors:
https://autoquarterly.com/best-oil-extractors/
It says the Mityvac 7201 2.3 Gallon Fluid Evacuator Extractor is their favorite ($125.90):
https://www.amazon.com/dp/B0002SR7TC?th=1
Another article
https://mroilguy.com/best-oil-extractor/
Prefers the EWK 6.5L Pneumatic/Manual Oil Extractor ($60.99)
https://www.amazon.com/dp/B06WD64H8Z?th=1
but its 6 quart capacity isn't quite enough for the truck at 7 quarts, so it's bigger brother (10.5L) would be better at $109.99:
https://www.amazon.com/dp/B08S31W8LZ?th=1
Note: the "extension tube" is 47" long - long enough to do the RAM (42" dipstick).
This one is my top pick.
Probably a good idea to get a big one for doing the telehandler, skid steer, truck, etc. They will also work on other fluids as well, like coolant, ATF, water, etc.