Unreasonable Mentors

Gary Bolles

Chair for the Future of Work at Singularity University

Gary is an Unreasonable Mentor. Gary was part of Unreasonable FUTURE 2019, and has advised over 15 Unreasonable companies.
Gary A. Bolles is an internationally-recognized expert on the future of work, future of learning, and future of the organization. His focus is on the strategies for helping individuals, organizations, communities and countries to thrive in the digital work economy. He is the author of "The Next Rules of Work" (Kogan Page, summer 2021), and he has He has nine courses on LinkedIn Learning with over 800,000 learners, on topics such as A Learning Mindset and Strategic Agility.
As Chair for the Future of Work for Singularity University, he leads the organization’s efforts to empower a global community with the mindset, skillset, and toolset to co-create an abundant future of work and learning. As a partner in the boutique consulting agency Charrette LLC, he helps clients to identify and understand trends affecting organizations and markets, through strategic conferences, innovation consulting, strategy design charrettes, and collaborative initiatives. He is the former co-founder or co-producer of SoCap; DGREE.org, The Future of Higher Education; Silicon Valley Meets the UN; and Closing The Gap: Strategies for Economic Opportunity. Bolles was also co-founder of the US Broadband Coalition, which brought together 137 organizations to develop a draft broadband strategy for America.
As co-founder of eParachute.com, he helps job-hunters & career changers, from youth to 50+, with online and in-person programs. Trained as a career counselor at the age of 19, he is an expert on world’s most effective methods for helping job-hunters and career changers, from “What Color Is Your Parachute?”, the best-selling career book of all time. Bolles has also authored a series of video courses on the future of work for LinkedIn Learning.
Bolles is the former editorial director for six technology publications, including Interactive Week, Yahoo! Internet Life, and Network Computing. He is a former consulting producer for events such as Google Zeitgeist (for nine years), Google Think Cloud, Google Innovation for the Nation, Noka Ideascamp, and Yahoo Bonfire. He is the former Chief Operating Officer for Evolve Software, and the former Vice President of Marketing for Network Products Corporation.