I don't buy this part. First, he says the alternative is going back to the 20 year playoff drought. The alternative would be some kind of retool or rebuild, but why would he assume it would result in 20 years of no playoffs? It doesn't take that long for other teams. Those 21 or 22 years or whatever it was scarred people mentally, and they think that if the Jays don't make the playoffs then it'll be two decades until they get back.
Secondly, he says that the Jays would lose momentum with the fans, and then it would be "very difficult" to get it back. Yes they would lose momentum I suppose. Until they win again, and then it will all come back. Coming off that playoff drought they had no momentum at all. And then suddenly they had all of it. All it takes is winning.