@rovie I've had both the CKMTA12 (twin) and CKMA12 (single) ARBs in previous (and current) vehicles, not the portable style but vehicle mounted. Assuming you are sticking to 33" or smaller tyres, the single will be acceptable, of course, the twin will be much faster.
Assuming you're doing a 2500 (I think the RoW calls them 3.5 tonne) and a "normal" KO2 size, expect your pressures to be in the neighborhood of 45-55psi front and 55-70psi rear (this will be the one that has the most variation due to added weight).
Inflating 4 265/70/17 tyres from 15psi to 40psi with a single will probably take less than 8 minutes, with a twin, approximately half of that (this is mental math from past times doing it, I could be off with my memory, but probably not by much)
With the portable model, I think the case is the same between the two compressors, so size doesn't really matter. If you are traveling alone the single will be fine for you; where the twin really shines is if you are airing up multiple vehicles, or with a tyre that is 34-35" or larger, simply because of the extra volume of air it moves. The speed of the twin is impressive to say the least