I think my personal observations of the PCPO are applicable to the Conservatives as well WRT their future direction.
I recall attending the PCPO convention in London where John Tory was attempting to retain his hold on the leadership.(the circumstances of how I got there are another story). While circulating around, I noted the people who were surrounding John Tory. One other lesson I learned is that to even come near a political party is to be on their mailing list forever....
Flash forward and now Tim Hudac is the leader of the PCPO, and I get invitations to see him whenever he is in London. After seeing his performance I note that a large number of the people who surrounded John Tory still surround Hudac. Patrick Brown is next, and lo and behold, a very large fraction of the circle I first noted around John Tory are still there! Brown gets dumped and Doug Ford becomes the new PCPO leader, but more importantly, there is an entirely new cadre of people around him.
We all remember Tory, Hudac and Brown were not particularly successful even against a totally awful Liberal government, and I think part of it is because they were using essentially the same strategy and message, which did not resonate well with Ontario voters.
We will have to see how well Ford does, but he certainly brought a very different message and approach. This is going to be needed for whoever becomes the new Conservative leader. The old messages are not going to work, and attempting to hide like Scheer did (expecting Trudeau to slip on a banana peel) in fear of what the Press might say didn't work either (they are going to accuse the Conservatives of thinking and planning "bad things" regardless of what you say or do, so might as well man up and say Conservative things...)
However, unless the crowd of people who surrounded Scheer go, the replacement may end up being more like Tim Hudac, using and parroting a strategy and message which is already demonstrated not to work. Indeed, the failure may be even more terrible since the Liberals have managed to re open old fissures in Canada's makeup and ignite both toxic regionalism (the Wexit movement and the rebirth of the BQ) as well as regional Populism (the United Conservatives in Alberta, the PCPO under Doug Ford in Ontario and the CAQ in Quebec). Any new Conservative leader will have to carefully rethink the strategy and the message in order to clear these hurdles.
The PPC managed to build a national party and run 338 candidates in just under a year, which tells me there is a national level of support for some type of populism as well, given more time and coordination it seems entirely possible that the PPC could discover ways to tap into the regional and provincial levels of anger and frustration and convert it into larger scale support (after all, it took almost a decade for Reform to go from one MP to the official opposition, and I don;t remember the Canadian public being anywhere near as polarized then).
So whoever wins will need to do a thourough housecleaning and develop entirely new strategies and messages - a pretty tall order. Best of luck to whoever that becomes.