Yes, and considering how many women and Millennial voters supported Trudeau in 2015, a CPC challenger needs to have at least some empathy to capture some of those votes from Trudeau.

In terms of policy (that's being generous to O'Leary because so far it's all talk), he is not really differentiated from a few other candidates like Lisa Raitt who would also scrap the carbon tax,  and eliminate the deficit, and shift to more decentralized government.  Unlikely O'Leary, she and other candidates have dedicated themselves to this campaign and appear to have actually costed and vetted their platforms.

O'Leary is banking on celebrity status and the loudest voice to win, and could well surprise with that approach, but for the 2019 general election I think it's a big risk for the CPC.