Originally Posted by Joe4d
Ride him out alone more often,,
Riding him alone will reinforce his role as the leader.
Pintophile - start the process by riding side by side with another horse. Once in a while stop and let the other horse get ahead. It's going to take some time and he may never be 100% happy about being the tail horse but you can work down some of the "OMG I have to be in front".
I do feel some of the attitude comes from the rider. My personal horses like to lead. My husbands horses don't care - until I ride them, then they like to be in front. I feel it's the confidence of the rider that transfers to the confidence of the horse!