Well I'll say the former military guys doing IOE have been both some of the most professional guys I've flown with. All have been respectful and asked questions when it wasn't clear what was going. Age has never been an issue and I'm significantly younger than a number of the people I fly with.
I don't know about upgrade times but Im not sure why people have been talking about attitude problems. The worst I've seen is guys being unfimilar with the environment they are working in. All ex military have quickly adapted. Often times faster than there counterparts from other backgrounds.