Toward, who will report directly to chief executive Keith Grainger, will be responsible for leading digital content activity across a host of Redwood's accounts including Virgin Media, NSPCC and Co-operative Financial Services.
He joined Redwood in October 2006 as group account director, and prior to this was responsible for commercial development at City & Guilds e-learning programme.
He is also a former client services director at data marketing agency C360, and interactive media director at Matching Hat.
During his time at Redwood, he has been credited with undertaking the re-pitch and retention of Royal Mail's customer publishing account.
Grainger said: "Jamie's extensive digital experience makes him a natural choice to lead Redwood's increasing digital activity, reflecting our new inspiring content position."