Two things can be true at once.
1. Monday through Thursday the mall is empty and on life support.
2. On Fridays, Weekends, and Holidays the mall does see some crowds, especially around Fantasy Fair, the Bay, and the food court.
Perhaps with new stable owners, the mall can see better weekday crowds. The biggest threat to Woodbine Mall in the future is the Woodbine Racetrack development. The current plans include adding retail around the Casino which sees 6 million visitors and generates roughly $290 million in revenue. If I am a retailer looking to expand why would I open shop at Woodbine Mall, when the Casino already sees large crowds regularly? Also, Woodbine Mall needs basic repairs done which will be costly. Long-term the mall most likely will be torn down, it makes the most economic sense. Woodbine Mall should have never been sold to Chris Hinn. If the Mall was sold to a better owner in the 2010s and quickly responded to changes in the retail field I could have seen the mall surviving but I think it is too late.
-When Target pulled out of Canada the Owners of the Mall should have looked for replacements. The Upper Floor of Target Could have been converted into a grocery store (Like Freshco), In early 2010 Planet Fitness expanded into Canada, so perhaps the Lower level could have been converted into a fitness center.
-When Sears was dying the mall could have replaced the space with a HART department store on the Lower level and pushed for Winners to move from across the street into the upper level.
-When Sportchek left the mall the space could have been converted into additional space for the Fantasy fair such as a mini golf course or some sort of entertainment for children. Considering the Fantasy Fair still draws families into the mall I am surprised the owners didn't lean into that and tried expanding.
-The mall did not have to die but due to mismanagement, it did and it most likely too late to revitalize it