Bobby, I got around to trying Squire yesterday afternoon and this morning. Yesterday I tried it with my lvl 58 frost mage and it did a great job in guiding him into the right areas for the combat, only to watch him not actually take part until he was attacked. I watched him stand there and not do anything until he was sap'd by the rogue that had all day to come on over to the easy target. Like I've seen others say, I think that the CCs other than ShamWow just don't have the auto-initiate that it does... I found myself hitting the tab key to bring up a target and hitting my frostbolt key to initiate combat.
As a second issue, and something that is more within your control, I noticed when my mage was following the leader and the leader stopped at a base or flag, that my toon stayed at the stand-off distance (think mine is 20 mtrs since he's range). Unless the leader is literally on top of the flag/base, this leaves my toon 25-30+ feet away, basically standing in the field in AB or something similar. Would it be possible to determine if the leader has hit a base/flag and if so to close the distance to the base/flag rather than hang out in the wings?
It just makes sense cause if I'm new or even if I'm not and following a group to an area to either attack or defend and find there is no action when we get there, I don't hang out 30 ft away cause the group I was following stopped at the objective. I'd run a few seconds longer than them, catch up and stand in the crowd. Of course, if they enter combat, then I drop off from a distance and fight at range as I should... so it's all a matter of if they've hit a flag/base area and combat is going on, dismount and start combat - if combat has not started, then close the distance to the objective and help defend.
PS. if this is behavior that is not acting as it is designed, please let me know and I'll post a log file.