We're at 16 medals (again, counting the soccer team). Halfway through the decathlon, Warner is an extremely solid bet for medal #17. I'd bet on Vincent-Lapointe and the Vincent sisters to medal in their events, so #18-19.
Weirdly, all of the above outstanding prospects are potential gold medalists too.
Once you get beyond that, it's a bit thinner. Lepage for a second decathlon medal? Katie Vincent joining Laurence on the individual podium? Both possible, if perhaps not likely. The 4x100 relay team probably has a shot at a medal as well.
Canada has only had one real surprise medalist of these games so far, but that was a surprise gold medalist, the women's eight rowing team.