Roger Woolsey

About

I am a higher education executive, entrepreneur, educator, and strategist with more than 25 years of experience leading at the intersection of career development, workforce strategy, experiential learning, entrepreneurship, fundraising, employer and alumni engagement, and organizational transformation.My leadership experience includes senior roles at Union College, CSU San Bernardino, Dartmouth College, Colby College, and Boston College. Throughout my career, I have built and repositioned programs, led multidisciplinary teams, developed institution-wide career and experiential-learning strategies, raised philanthropic and corporate support, and created partnerships that connect students with alumni, employers, entrepreneurs, and emerging opportunities in the workforce.At Dartmouth, I led a 13-person career development organization with a $1.3 million budget, generated more than 87% overall student engagements, increased first-year engagement by 160%, and secured more than $1.2 million in philanthropic and partnership support. At Union College, I expanded career-center utilization by 45% and developed initiatives in finance, financial literacy, professional development, and entrepre

Experience

Education