It actually has a pretty clear meaning: 99.9% means that someone ignorant (or lacking integrity) wants to project unrealistic certainty. That's what that phrase communicates.
I think Musk has said he'll get to 99.9999% safety by the end of 2020 (what he said they needed for complex intersections required for the level 5 robo taxi network they were to launch in 2020).
Yeah, it's a Yogi-ism. It's a sign of our time though, isn't it? Expressing absolute certainty is almost sacrilegious these days. "I'm 9.99999...% sure."