Whitcomb joined the Seattle Police Department in 1995, serving as a patrol officer, detective and sergeant. In 2008, Whitcomb led SPD's public affairs and digital engagement efforts until his retirement in 2020.
Upon retiring from public service, Whitcomb took a job with Sony Interactive Entertainment to focus on trust and safety within the video game industry.
After researching swatting prevention, Whitcomb created a system built on three core principles: improved swatting detection in the Seattle 9-1-1 Center, application of de-escalation techniques by responding patrol officers, and a confidential online registry that could be cross-checked by 9-1-1 call takers. The registry itself was built on a RaveMobile Safety platform at no extra cost to taxpayers and offered Seattle residents an opportunity to sign up for the service confidentially.
Whitcomb's concept has since been replicated by police department's beyond Seattle, including Wichita, Kansas.
In 2019, Whitcomb formed and co-chaired the Swatting Mitigation Advisory Committee, composed of both police and community members, working alongside co-chair Naveed Jamali to collect data and insights regarding swatting crimes in Seattle.
In 2020, Whitcomb joined ADL Pacific Northwest in testifying before Washington State House and Senate sub-committees in support of Washington's first law against swatting.