What is with SH (employee 339127) picking up trip # 155 on 16 Feb!?!?!??? Not to mention the fact that it is a DP!

Maybe he isn't familiar with:

§ 121.503 Flight time limitations: Pilots: airplanes.

top (a) A certificate holder conducting supplemental operations may schedule a pilot to fly in an airplane for eight hours or less during any 24 consecutive hours without a rest period during those eight hours.