If the Conservatives choose O'Leary, I hope the Liberals run a hard campaign of "he's not here for you" like the CPC did for Ignatieff.
I would assume they would, but according to O'Leary, he and his family moved back to Canada years ago, his kids go to school here, and he pays taxes here. He lives in Toronto, has a cottage in Muskoka, and houses in Boston and Geneva.
And it would be a little hypocritical (not that that would stop them) given the Liberals themselves keep insisting that anyone who's had a passport for three minutes is every bit as much a Canadian as someone born and raised here. This is also a party which lowered the residency requirements for immigrants last year, and specifically removed the need for immigrants to promise to reside in Canada.
And while my memory is imperfect, I believe our esteemed moderator was one of those arguing that there was nothing wrong with that, and that there was no reason someone couldn't be a Canadian while living in Hong Kong and doing all their business there.