Tim Cleary

Chief Strategy Officer

Tim is responsible for long-term strategy and planning, critical cross-functional company initiatives, corporate development, market intelligence, and data & analytics.

Before joining, Tim served as Senior Vice President of Strategy & Business Operations at InVision, held leadership roles at Zume and CA Technologies, and was a principal at the global consulting firm Oliver Wyman.

As he guides the strategy team, Tim is laser-focused on the voice of the student, and translating those insights into ways in which we and our university partners can evolve to help students advance in their education and careers. Tim believes the ultimate determinant of our success is how we partner with universities to create student impact and outcomes.

Tim holds an MBA from Tuck School of Business at Dartmouth College, a Master of International Law & Diplomacy from the Fletcher School at Tufts University, and a B.A. from Washington & Lee University. Outside of work, Tim loves to travel, watch live music and sports, and do overly elaborate projects with his kids.


What traits do you admire in a leader?

The best leaders adapt their tactics, style and communication to bring out the best in individuals around them. I admire those who are highly observant, flexible and humble, and in this way develop teams and individuals who are motivated to grow and deliver impact.

What are your core values and principles and how have they informed your career?

I try to approach all interactions with empathy and openness. At a prior company, we had a principle of ‘candor with compassion,’ to which I connected deeply – in both my work and non-work life I think it is essential, to be honest, and direct, even in challenging situations, but to do so with empathy first. I believe this is essential to building trust. I also embrace a learning mindset and try to act and think with humility. I never assume that I have all the answers and know that some of my best work and thinking only emerged thanks to collaboration and interaction with other people.