It all depends upon your travel circumstances;
Scenario 1- Doable, subject to the flight actually arriving on time. AC and satisfactory on time performance are rarely mentioned in the same sentence.
Scenario 2- Not likely.
Scenario 1: If your airline offers the option of automatically transferring your luggage and you have a boarding pass for your connecting flight, you will be asked to proceed via a connecting flights corridor, avoiding Canadian customs. You will, however, have to go through U.S. customs. Your checked luggage will be transferred automatically by the luggage-handling system. Note, however, that U.S. customs officers are authorized to recall your luggage, if necessary, for manual inspection. If the customs officers do not yet have the information on your luggage at hand, you will be asked to proceed to the waiting area.
Scenario 2- If your airline does not offer the option of automatically transferring your luggage, you must pick it up yourself from the carousel, then follow the normal procedures for international arrivals, then for U.S. departures.