ChEar Squad bleachers are literally right next to the regular bleachers at the finish line. ChEar Squad viewing in MK is in front of the castle, but spectators can watch from the train station all the way down Main Street until they are right next to ChEar Squad. ChEar Squad does not provide any type of special transportation back and forth between MK & Epcot so you will be using the monorail just like any other spectator.
I just had race retreat for the Marathon only because my DH insisted on having Platinum ChEar Squad which got him into the race retreat tent while I was running. I personally think it’s a complete waste of money for either and he finally agrees with me. It’s about a mile walk (I’m not kidding) from the runner staging area to the corrals so in order to utilize the tent in the morning you need to get there very early. All I used it for was dropping my gear bag off. After the race I spent maybe 15 minutes in there??? I picked up my gear bag, put my flip flops on, had some chocolate milk & macaroni and cheese then left. The “special gift” this year was a paper booklet to log your running and that was handed out when picking up your retreat wristband at the expo. ChEar Squad got that booklet and a blanket. That was an expensive meal. $120 for chocolate milk and Mac & cheese.