We are dreamers, creators, innovators, strategists, and storytellers.
We are a passionate team united by our drive to craft exceptional work that connects and inspires communities across Hawaii. We uncover opportunities, explore new horizons, and build on the trust we’ve earned over decades to grow our brands and empower our audience.
We are transforming how people experience media, delivering premium content, authentic storytelling, and dynamic solutions that elevate Hawaii’s voice and spirit in meaningful and inspiring ways.
Chuck Bergson has served as director, president and CEO of Pacific Media Group Inc. since March of 1990. Bergson is also director and president of Island Airwaves Inc., whose principal business is the development of sites where telecommunications companies lease space to hang their antennas and house their transmitting equipment. Island Airwaves sold its towers to Global Tower Partners in 2013 and continues to own several commercial buildings in Hawaii and California. In 2003, Bergson was a founding partner in Maui Sky Fiber, a high-speed wireless network. Bergson was in charge of site acquisition and network development for the company, which was sold in 2006 to Clearwire.
Bergson began his career in broadcasting with The American Broadcasting Company (ABC-TV) in New York, in 1983 as an associate account executive in Affiliate Relations. In 1985 he accepted a position as an account executive with Retlaw Broadcasting, KMST-TV, a CBS affiliate, in Monterey, Calif. In 1987, he was awarded the Television Bureau of Advertising Entrepreneur of the Year Award. He was promoted to sales manager, where he remained until his move to Maui in March of 1990.
Bergson is an active member of the Maui community who founded Maui Preparatory Academy and currently serves as a board member for the Hawaii Association of Broadcasters and as an advisor to numerous other community groups.
Jack Dugan currently serves as chief operating officer, director of Hawaii Airport Advertising, and director of digital products for Pacific Media Group. After being raised in Upcountry Maui, Jack left for college in California and later began his career with Media News Group, working with several newspapers in Northern California. He promptly left “corporate life” to pursue a path of entrepreneurship, and over the course of several years, he launched and subsequently sold a handful of regional publications, mobile apps and other media and technology-related products. Jack has been involved in a handful of start-up companies and consulting projects that range from digital media to aerospace.
ThirtyFive LLC, Dugan’s current software development and consulting company, serves a handful of national customers across the U.S. and is responsible for the development of several technologies and systems currently active with Pacific Media Group. Jack is a proud parent of two daughters (Kaya and Lily). He enjoys surfing, spearfishing, hiking, snowboarding, and other outdoor activities. Jack is a passionate supporter of several Hawaii community programs and is an active volunteer with multiple Maui youth programs.
Terry Gillingham is the President of Pacific Media Group’s radio division, overseeing 21 individual stations and the state-wide radio network. Gillingham, along with his wife, is also co- owner of Hawaiian Artisans Art and Gift Galleries. They reside on the Garden Island of Kauai.
Gillingham arrived in Hawaii in 2014 as the Regional Vice President for Hawaii Operations and presided over the significant growth the Oahu and Kauai cluster of radio stations. He was instrumental in the substantial growth of revenue and ratings for the stations, played a key role in creating a strategic focus for the clusters, increased opportunities for non-profit organizations to highlight their missions, and for hiring local talent. He retired from his position in early 2020 and returned to Pacific Media Group in 2023.
Gillingham started in radio station management in 1981 when he landed his first General Manager position at Buckley Broadcasting for KWAV-FM, Monterey, California. He went on to become the Regional Vice President for California where he helped Buckley grow a chain of stations across the Central Valley area. Since then, he has held a variety of positions including Owner/Operator, COO for a state-wide network of stations, and multiple stints as Vice President and General Manager. Prior to arriving on Oahu, he spent 12 years in Knoxville, Tennessee as Vice President and Market Manager for South Central Media. Gillingham has been named four times by Radio Ink magazine as one of the top radio managers in the country and has served on numerous community boards over the years.
A 4th generation of Japanese descent in Hawai’i, born and raised on the Island of Kaua’i on a pineapple plantation town of Kalaheo where my family home remains. From the age of four, Hula became part of my daily life; learning chants, music, playing instruments, silk-screening, and sewing costumes, drumming and the perpetuation of Hawaiian culture. Known as Wailana in the hula community, my fond memories of Hula are from the many hikes, practices, competitions, travels and being featured in National Geographic Magazine.
After school and on weekends, I worked at my family business, Island Service, which is now being leased to Shell Corporation. Customer service is the key to the success of my family-owned business. Sales and Marketing became a natural at a young age from selling Christmas Cards and Newspapers door to door.
I moved to the Island of Maui in 1990 and became Director of Promotions, Sales & Marketing for CD Broadcasting. Being acknowledged as an elite performer to receive Platinum Revenue status monthly was my gauge of the many businesses, I felt I was helping to grow and succeed.
In 1999 we then became Pacific Media Group. Continuing with an energetic and enthusiastic style I help lead our stations to top-notch promotions in planning, managing, executing and onsite presences. I feel marketing and promotional expertise is what builds many lasting relationships across the state. In 2019 I took over the management of Pacific Media Group Maui Radio Operations as Vice President & General Manager.
As community remains my focus and being an entrepreneur at heart, I developed Events on Maui and Sherri G Marketing, LLC to touch upon the many interests and true passion of work, which is my Purpose.
For the past 16 years as Managing Director of Maui’s largest event, the Maui Fair, gives me the ultimate fulfillment of bringing Maui County together with many non-profit organizations, clubs,teams, churches, schools, businesses, keiki to kupuna to “perpetuate the traditions, values and culture of generations through participation by all”. My greatest appreciation was being an honoree in Pacific Business News’ 2019 “Women WhoMean Business”.
“My Why” in life is my 3 children who I love spending every opportunity with them from hiking,traveling, cooking, exercising, shopping, dining, volunteering, watching movies and simply justtalking story.
