Now I'm kind of laughing to myself picturing Mark sitting in his car at the hometown Fedex ramp parking lot waiting for 1 hour prior jumpseat check-in because the 13:30 was going to be tight. 3, 2, 1.....hack.

The time one checks in for their jumpseat doesn't matter. The protection is based on scheduled times.....not what the spies report to the DO.
Contract reads:
The period beginning at scheduled showtime of a pilot's inbound jumpseat and ending 30 minutes after the scheduled termination of his first duty period must be less than 13:30.