During the COVID-19 pandemic, he served as head of managed isolation and quarantine from June to December 2020 as part of the New Zealand government's response to the virus.

Beginning as a transport pilot, he later held other roles including Hercules flight commander, and deputy director of strategic commitments.

He was appointed senior commander of RNZAF Base Ohakea in 2014, and in 2016 he became deputy chief of Air Force.

[1] In June, the government appointed Webb to head the managed isolation and quarantine (MIQ) system,[1][2] and he served in that role until December that year, when he was succeeded by Brigadier Jim Bliss.

[3] Webb implemented an operational framework for MIQ aimed at setting consistent and safe operations and infection prevention and control standards,[4] and during his tenure more than 80,000 people entered New Zealand through the MIQ system.