University head taking risk with rollover (10)
I believe the answer is:
chancellor
'university head' is the definition.
(I've seen this before)
'risk with rollover' is the wordplay.
'risk' becomes 'chance' (synonyms).
'with' is a charade indicator (letters next to each other).
'rollover' becomes 'llor' ('roll' knocked over).
'chance'+'llor'='CHANCELLOR'
'taking' is the link.
(Other definitions for chancellor that I've seen before include "Government leader" , "Imposer of taxes" , "Titular university head" , "chief minister" , "11 17 down [CABINET MINISTER]" .)