 As a parliamentarian, he was well known among journalists for his fashion sense, including a liking for yellow shirts.With the eventual diminishment of the Australian Democrats, Chesterfield-Evans defected to the Greens and at the 2015 New South Wales election made an attempt to return to the NSW Parliament this time as the Greens candidate for the Legislative Assembly seat of North Shore but was unsuccessful.He was the Greens candidate for the 2015 North Sydney by-election which was triggered by the resignation of Joe Hockey, however he lost to Liberal candidate Trent Zimmerman.