Ancliffe joins from PruHealth, where she held the position of marketing director for two-and-a-half years. Her responsibilities include brand strategy, PR, proposition development and marketing communications.
She is also tasked with bolstering the direct-marketing focus of the existing team.
The former PruHealth marketer spent seven years with online bank Egg, where she held various marketing roles.
Endsleigh said Ancliffe's appointment signals its intention to develop a specialist brand position, in particular targeting students and the educational sector.