Overall, this is a good map I think.
Among the downtown councillors, I expect Cressy to run in ward 24 (Annex and Kensington). KWT I think will pick Ward 23 (part of Church-Wellesley plus Cabbagetown) but she could opt for ward 25 as well, since the heart of her constituency, Church-Wellesley is split in half (that almost happened in the first round of federal riding redistribution as well, but it ultimately was put in one riding). Pam McConnell if she runs again will go to ward 25 (Regent Park/St. Lawrence).
So basically there are 3 new "condo" ridings - a Yorkville-centric Ward 25, a rather mixed Ward 22 and Ward 20 centered around the Entertainment District. They're all probably best suited for big-"L" Liberal types.