I am not sure exactly how it works but my conclusion from other posts is that the sask connection is used (to some degree) to figure out the likelihood of you staying in Saskatchewan after graduating and practicing in the province.
If that is the criteria, then you’re better off than someone like me (an Ontario resident for generations who has never been to Saskatchewan and knows no one there). However, if none of the individuals you mentioned still live in the province, then your connection isn’t as strong as those that can say they have family, friends, relationships ect. currently in the province that would tie them there.
This is a very long-winded way of me saying I’d probably place yours in the medium range of connection, depending on the wording/interpretation of the application.
I could be off though, so if anyone has a better grasp or other ideas feel free to correct me.