Usually "rolling twelvemonth contract" would mean that in June 13 the option is to renew for 14/15. To sack him THIS summer, would probably cost one years' salary. The alternative is to not renew - this would leave him hanging around like a bad smell, knowing that he's going in 12 months. That might be a dangerous route to go. NB obviously I haven't seen his specific contract, but this is based on my HR work with various contract types (including rolling renewals). Sorry guys, probs not the news you would have preferred. Good luck.