I read his book following the America's Cup and his constant references to Johnathon Livingstone Seagull really turned me off. It was probably relevant at the time but I really wanted to read about the nuts and bolts of the actual racing.Nice guy, friendly, got along well. It was in fact a function associated with a finals game in 2011 - which we won, in the lead up to the GF.
Re the ‘old boys’ definition, and with respect to John, I doubt he’d fall into the second category.
I have no idea who the best candidate would be, and it’s easy for me to be critical from a distance and with no direct involvement. Someone who was as effective as Eddie in his first decade would be great. So long as he/she recognises their use-by date.