Dean was born and raised in Nuʻuanu on Oʻahu and graduated from Punahou School.
He completed his education at Washington State University with a dual degree in business administration (management information systems) and computer science.
Over the past 15 years, Dean has worked with health care organizations to help implement and deploy electronic medical record systems mandated by the federal government, first with Castle Medical Center for nine years as the director of IT, then with Hawaii Medical Center for four years as their chief information officer, and later with Queen’s Health Systems as director of IT. Before joining the Trust in January 2016, he worked for two years at Carlsmith Ball, Hawaiʻi's largest law firm, as its chief information officer.
Away from the office, Dean enjoys restoring classic cars, fishing, softball, golfing, and other outdoor activities. In fact, one of Dean’s cars – a 1969 SS Camaro – was used in a scene and driven by Bradley Cooper in the recent box office movie “ALOHA”! He and his wife, Anna, enjoy spending time with their three-year-old daughter, Nicole, and newly born son, Evan Kaimalino Pang.