I personally would *love* to see WS join OW, but for the reasons YEG USER pointed out, it's highly unlikely to happen for years. Even more, it would require WS to change its business model and really go international in a big way.
If you look at OW's member airlines, they're all full-service international carriers with a reasonably extensive global - or at least regional - route network. Even the smaller ones like S7 or Sri Lankan fly to a couple of dozen countries. Where does WS go exactly? Outside of Canada it's the US, a few Caribbean islands (many on only a seasonal basis) plus soon DUB? That's not a particularly attractive route network for global business travelers - how many are going to Kelowna? Plus, the preponderance of routes from the North American mainland to the Caribbean is probably overly duplicative for AA.
Also, I think the fact that WS is basically an LCC (no real premium class) will be a strike against them. It's too far removed from the business model that other OW airlines have.