I'm not sure what you mean by this. The (Western) Roman Empire's decline was not caused by "an Event" either, it was a gradual process with many causes over several centuries.
edit: 1992 to 1922
That's not true of a lot of places when things 'go south'.
That presumes a lot more focus and attention than I'd assume a hedge fund billionaire would be able to devote to a low-probability bet. Also, unless your name is Erik Prince, you probably don't even have the skills. When the SHTF, your head of security (who put in the time to earn the loyalty of the troops) is going to be king.
Honestly, I think the best survival strategy for a billionaire in a post apocalyptic world is to stockpile supplies to be explicitly given as gifts to whatever community forms near your hideout. It's foolish for the ex-CEO to try to be king of a new world where he has few valuable skills, but he may be able to survive by ingratiating himself with the the nearby communities.
Given enough time, it's certainly possible if not even probable. But whether that is within 20 years or 200 years is likely impossible to predict.
There are a lot of really smart people on this site. Am I being crazy? I look at the modern political scene and things going the opposite way of improvement. I look at corporate endeavors to privatize vital commodities (looking at you, Nestle and water). We are seeing each year get worse and worse from a climate perspective, and while there are a lot of brilliant scientists and engineers working through solutions, a lot of eager youth to fix the sins of their elders—is it too late? Or at the very least, isn't it a valid to think that we may be too late and plan accordingly?
For the mega-rich, how is the process different from any other time in history? Isn't the answer to build an army?