The best insight I reckon I saw into Roly was a Fox Footy 180 show where Gerard and Robbo crossed to Pav and Roly being interviewed live in Perth. They had that audio delay thing going on and when Gerard asked them how they were going, about 2 seconds later Pav answered "yeah Great thanks Guys" or something like that.
About 3 seconds later after Pavs response, during the second question, Roly answered "yeah great thanks". Pav just looked at him and said "how well are you goin!" and they both just fell about the place laughing. Roly started laughing like a little child in a high pitched voice.
Everyone at my house watching just started pissing themselves as Pav and Roly totally let their guard down. I dare you not to laugh if you see it.
Theres a more playful side to Roly and it seems most of his players love him.