It sounds more like a "whichever comes first, which I’d argue makes a lot more sense. The mortgage on the 60% would be paid off by 25 years and if you sell early you’d basically use any appreciation/the full value to pay back the 40%. In your scenario you could just immediately sell it and pocket the 40% for the next 24 years.
I think they’ll have a hard time with her new riding as well as the new candidate for her old riding. I think a not insignificant portion of Green voters in Cowichan voted for her personally, because of how she fought for the Valley as Shawnigan’s director, and not for the party.