Here are the official Winnipeg height standings
https://skyscraperpage.com/diagrams/?searchID=95475748
Interestingly, One Evergreen, which was in fourth place when it was built in 1979, will be pushed out of the top ten when Wawanesa surpasses its height.
Also, even after 300 Main is built, Omaha will still have two towers that are taller and Des Moines will have one. I always thought those were two fairly comparable skylines.