Diana Hollingshead graduated from the University of Oregon with a degree in Biology with heavy emphasis on Marine Biology. She became a PADI IDC Staff Instructor in 1997 and a DAN Instructor in 2010. When she became an AAUS Scientific Diver in 2013, she started as a volunteer diver for the Oregon Department of Fish and Wildlife, completing underwater Marine Protection Area surveys. In 2015, she became a volunteer Scientific Diver on the United States Forest Service dive team. She helped develop the volunteer diver training program and educates volunteer divers at the Oregon Coast Aquarium, where she has over 6000 volunteer hours. In 2018, she was inducted into the Women Divers Hall of Fame and currently serves as a board member.