By the way, we did not make it.
The flight from Toronto was 5 minutes late getting in so only 55 minutes layover.
There was a huge line at Immigration and we were not allowed into the In Transit Line. Arrived at Cayman Airlines desk 25 minutes before flight and was told " sorry the gate was closed". It was interesting in that there was a Caymanian immediately in front of us in the line and they issued him a ticket and let him board.
We were then "wait Listed" for the next flight 2.5 hours later and that the flight was full. We were asked to check back with them 30 minutes before the scheduled flight time and were informed we were fortunate as they could just squeeze us on. When we boarded the plane, only 5 other passengers.
At the end of the day, Cayman Express is frustrating as they change flight times and cancel flights very frequently and the check in counter is incredibly disorganized and inconsistent at GCM.
I've learned my lesson and from now on will try to leave at least 1.5-2 hours between flights, even on a weekday, to avoid this sort of anxiety and frustration.