Since a young age, Caldwell has been involved in service to others. As the fifth child in a family of six, he was always willing to help his siblings, especially reading to his younger brother.
As an 11-year-old he served as a den leader in the Boy Scouts Program helping and teaching younger cub scouts games and skills. Continually active in Boy Scouts he earned the rank of Eagle Scout where he planned and directed the building of a bridge at the fifth grade Outdoor learning Center at Discovery Elementary.
As an adult he continues to support the Boy Scout program where he has served as an 11-year-old scout leader, scoutmaster, varsity adviser, and venturing crew leader. He also served on staff for six years and as course director for two years for the National Youth Leadership Training Program that is run as a "Timberline Course" in the local area. he regularly participates in week-long camps helping train young men.
Caldwell served an LDS Mission in the Bazil Sao Paulo East Mission where he had the opportunity to teach English classes, help build homes and cut down trees, in addition to proselytizing.
He managed Basin Nickel Ads while his father served as mission president for three years in the Ecuador Guayaquil Mission. After working at Service Insurance in Roosevelt and VTV Channel 6/Strata Networks, Devin returned to Basin Nickel Ads where he is the General Manager.
Caldwell has been a member of the Uintah County Republican Party Committee, assisting with organizing precinct caucuses, Lincoln Day dinners, and as a state central committee representative. He is currently in the exploration phase of creating a Young Republicans Chapter in the Uintah Basin.
An active member of the Vernal Area Chamber of Commerce, he is a member of the Dinah-Mites, and is always available to support a variety of activities and functions. He serves on the Dinosaur Round-up Rodeo Committee.
For several years, Caldwell has also volunteered as a regional emergency communicator where he uses his amateur radio license to check in weekly to the local emergency response communication network that can connect the area to Salt Lake City in case of a large scale emergency where regular communication methods might be compromised.
He is married to Elisa Kitchen Caldwell and has one daughter and three sons