I think we need a plan to get Sean into racing mode.
Step 1. Convince Sean that he could manage a ride in the 19mph group.
Step 2. Point out the entirely logical argument that if one can do a 19mph group ride, then one could easily manage to stay with the bunch in a 4th cat Hillingdon race.
Step 3. Apply immense group peer pressure on him to attempt a race at Hillingdon so that in the end he has no choice but to comply .
Step 4. If all else fails, bring Mr Motivator back (Ajay) and Let him do his work on Sean.