I'm a Ford Raptor owner now (4-door cab, 5.5 ft box) and can just squeeze it into my garage. Parking spots in almost every place I visit (even here in Alberta, where the pickup truck is not only king, but also queen and both princes) are too narrow and in some cases too short. The mock-up image shown on the Semi unveiling, of a Semi-like (and sized) rig with a bed and an F-series in the bed, is not the truck for me.
Having said that, the reason I have a truck in the first place is for the stupefyingly heavy snow my area sees. In fact just this past week we had a dump of over 50cm (18+ inches) that forced even me to sideline the Raptor and stay home snowbound for 2 days. Other family members with SUVs routinely find themselves high-centering their axles on the snow drifts.
The mock-up shown on the Semi unveiling may or may not have been a joke, but it looked to be pretty low to the ground. Between the industry workers and the recreationalists, I don't think you're going to find many people interested in a slammed pickup truck. I live 10 minutes from a major off-road recreation area and my stock Raptor is frequently one of the shortest trucks there.
I'm expecting to be able to look at getting my first Tesla sometime in 2020 or 2021 (and probably keeping the Raptor as my "toy"). If the offerings stay the same as they appear now (assuming the pickup mock-up is what comes to market), I'm still looking towards a 3.