• Evening in downtown Caldwell

    photo credit: Dan Smede

  • Winter Wonderland 2019 Festival

    Destination Caldwell

  • Main Street, circa 1950-s - Ellis

    photo credit - unknown

  • 2018 4th of July Fireworks

    Dan Smede

  • Historic Caldwell Home

    Jan Boles

  • Old City Hall, circa 1930

    photo credit: unknown

  • Cardboard Kayak Races - 2018

    Destination Caldwell

  • Indian Creek Plaza ice ribbon

    Destination Caldwell


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Services Division Commander


Winfield 19

Lieutenant Winfield began his career with the Caldwell Police Department in 1989 as a dispatcher.  In 1990 he became a police officer before leaving to Oregon in 1994.  Lt. Winfield worked 6 years for the Milwaukie Police Department and 1 year as an International Police Officer in Kosovo before returning to Caldwell Police in 2001. Since then, Lt. Winfield has worked both patrol and investigations as both an officer and Corporal before being promoted to Sergeant in 2007.  Since 2007,  Lt. Winfield has working patrol, investigations, SRO and STEP.  In March of 2017,  Lt. Winfield was chosen as the new Services Division Commander where he oversees records,  evidence, Community Service Officers, grants and training records. Lt. Winfield is a POST certified instructor in firearms, patrol rifle, and Tactical Team Operations,  as well as being a certified Glock and Rifle Armorer. 

Lt. Winfield has been the SWAT team leader for 10 years and has been on the team for 17 years and has since been promoted to SWAT Team Commander.

Lt. Winfield was chosen as the Police Departments Supervisor of the Year in 2009 and in 2018. Lt Winfield was the City of Caldwell Supervisor of the Year in 2010. 

Lt. Winfield lives in Caldwell with his wife Cindy and has four children.

In looking back on Lt. Winfield’s 27 year career,  he’s most proud of being a member of the SWAT team with his favorite quote being “In the realm of tactical operations,  no one stands alone;  for it is the team which increases the probability of success in imminent danger.  Though the team is the sum of its individual parts,  individual acts of valor are wasted through uncoordinated execution.


Lt. D Winfield             455-3115