That last bit is interesting. One of our local high judo dan grades, 7th dan Ray Richards, would occasionally go visit stand-up dojos in the area and teach a 2-hour seminar he called How to Survive the Ground. Very fundamental stuff. How not to freak out if someone gets on top of you, or is on your back, and very simple, if not easy, tactics to evade to get back up.
The stand-up folks wwere (are) always so surprised at how difficult it can be to get away from someone on the ground who has a hold of you.
Yes, they were. But then, when they learn it's actually possible, especially in a progression that makes sense to them, man, do their eyes go wide.
What I've found about teaching a lone individual, at least in the context of defending one self, is it's been a different teaching process for each person I've trained.
I believe teaching self defense, especially with a sole individual, must consist of striking, dealing with striking, dealing with wild swinging, bull rushes, grappling and submissions, grappling with heavy striking, intimidation, psychology, the law, weapons, escape and possible consequences. I believe it takes the better part of a year, maybe two, training several times a week one on one.
It also deals with taking the individual to a dojo or two at various intervals to meet others, and rock and roll with them, so it's just not you they are fighting with.
I've found that every student is different and pick things up at a different pace. But what I think is important is to wow them at the onset. And what I mean by wow them is to show them something that they can do quickly, that they had no idea they could do before. It's the "hook" that gets them and won't let them go. They
want to train once they have the hook in them. They get the "hey, I can actually do this!"
Maybe it's the various escapes from mount. Maybe it's throwing a powerful punch that never knew they could do. Maybe it's jamming somebody, maybe it has to do with psychology and how to recognize the monkey dance and bs.
I've found it's different with each person, at least in the order that you expose them to things and how they learn to actually do them against resistance.