Interesting post - agree that all those questions could be answered pre-purchase; but it's an interesting comparison even if a rather unfair one.
Handbrake - I was surprised at that, but the geezer in the dealership said after all it's still a van and a heavy one at that.. make of that what you will!
Keyless entry - Not sure I'd want that in a vehicle that you sleep in tbh, although technically not an issue as you should always manually lock from the inside and never with the key anyhow - I guess the geezer in the dealer would give you the same answer as above!
Nav pro - Jurys out for me on this - I like the size and some of the features, hate the slow user profile loading (might start a post on this alone), it's general glitchyness and tbh lack of physical knobs - pobs wouldn't spec from new in hindsight.
Cruise control - Same process as my old golf, simply use set button to stop on desired speed if 5mph increments aren't appropriate. Takes a bit of getting used to, but fine once you do.
Gear box - Mine's a MY20 and has the tap down sport mode, initially used it to overtake and was expecting some sort of massive boost, hardly noticed it and made little difference - I think in general it just increases the revs and burns more juice - so indifferent about it's benefits in a van tbh. As for having ECO.. again I think it's about expectations; I'm averaging 36 point something which for a heavy van with a 199 bhp motor and coupled with it's intended use, I'm happy with.
Dash/cup holders - As others have said, digital stuff aside, it seems like a step down from the T6 Cali comfort dash with storage space and glove box all crap tbh - there are cupholders left and right but they're designed for the ashtray (in this day and age - really?) so bottles rattle around in them. Also some of the youtube reviews I watched pre-purchase showed wireless charging - not in the UK or at least in my variant!
All of the above sounds like a lot of criticism, when in fact in the grand scheme of owning one of these beauties, they're really minor things - I love my Cali, I actually live in the mountains and for the outdoors, but nothing beats the freedom of loading up and heading somewhere new where you're fully independent and can sleep, eat and chill in relative self contained luxury. Just need to get out of lock down now so we can all do more of it!
Hope helps and hope you enjoy!