You could just accept that it's going down and short it though, no? instead of sitting by for years and waiting on it to show signs of life.
I mean there's two directions, up and down. Dont buy when it's going down, don't sell when it's going up. ect ect. If you expect everything to continue to go down for long enough that it'll "not be easy" and "require patience" then you could short from here for big bucks.
RE: Part II -- Boomers Retiring -- is the Stock Market now considered to be a "national security issue"