I think Phil is ahead of the pack for most of his standups, but goes back to with the pack when he does the stand up with teams in it.
Reason being is when I watched the last episode, I thought I saw an analog clock say 1:15 during Phil's standup at the Roadblock at the restaurant, before Kym and Alli's flight landed at 2 PM.
If someone could maybe go back and get a screencap of Phil's standup at the Roadblock, that may be helpful!