Andrew Coyne of the National Post recently penned a column outlining reasons why O'Leary will not win the leadership race. In it, Coyne notes that while the experts have been wrong of late, it does not mean they will continue to be wrong. Fair enough. But at the same time, experts are experts because of the specialized historical patterns of which they have deep knowledge. When those patterns dissolve, are they still experts or now reduced to amateurs? We shall see.

http://news.nationalpost.com/full-comment/andrew-coyne-why-kevin-oleary-wouldnt-win-tory-leadership

After a few small comments noting the differences between a Canadian leadership race and American primary system, he notes that many of O'Leary's are not very "conservative" and he is very much a social liberal. True. But then Trump was pro free trade/outsourcing and quite liberal on most social issues (and a Democrat). All Trump did was state new positions and it was accepted without question. O'Leary can do the same.