Might try to "time out" the cog rail train ride. You would be at top when he finished. Might have to buy 2 sperate tickets. Check with cog train on the scheduke.
In response to:
I am running the PPM but my brother is doing the PPA, any opinions on going up to the peak to cheer him on and to pick him up? I am aware of having to park at Devil's Playground. I have been up to the peak several times with no issues but I do not want to screw up my race. I am a flatlander so I thought this actually may be a little helpful.