He attempted a very Trumpian run at becoming the leader of the Conservative Party of Canada. The writing on the wall made it obvious that that kind of bullshit doesn't fly in this country so he withdrew long before the final vote. But I imagine Trump liked his crap.
A bit more. Black was the publisher of The National Post. During his tenure there it was the most right wing newspaper in the country; it still is right leaning but since he got punted due to his crimes, it has moderated a lot.
However, he still writes a column published in it regularly and most of them praise Dotard.
He is an actual billionaire. I wonder how much his various corporations contributed to Don the Con or his "charitable" foundation?