Just a quick chime in as I have a ton of experience with these things and just saw this thread. My brother and I used to use an Escalera daily for moving heavy equipment in all sorts of horrible stair configurations. These things are the best. I'm considering getting one for home use just to give my neighbors a break ha.
We almost always spotted each other... But we also trusted each other 110% and knew how to use it properly. Just a little pressure from the downside makes everything easier and helps keep balance perfect. We never had any close calls.
I didn't even know that the big wheel option existed. If you don't get the big wheels you can just lay small pieces of plywood down through your path and go over those. You don't even need that many as you can bump them forward after you pass. This was easy enough that I'd do this again over the big wheels. Bonus is you also have the wood available to roll over inside the house too if you have nice floors to even out the weight.
These things sure are expensive now tho!