Thomas Bookman’s strong dedication to community is at the core of everything he does. Whether he’s leading in the benefits industry, serving on multiple boards or championing College Possible’s mission, he’s always thinking about the bigger picture. Since joining the College Possible Oregon board in 2019, he has served as vice chair and is now stepping into the role of board chair. In our conversation, Bookman reflects on his higher education experience and passion for civic engagement.
Where are you from, and what are you up to now?
I’m a product of the Pacific Northwest—born and raised in Spokane, Washington. I played football in high school, which led to an opportunity to play at Oregon State University, where I majored in sociology and had a really positive experience. I’m fortunate to be married to my wife, and we have a 14-year-old daughter. From a career perspective, I’ve worked in the health insurance and benefits industries since graduating. Currently, I’m a benefits consultant at The Partners Group, where I make sure we’re doing what’s best for employers to help them create an optimal benefits experience for their employees.
How were you introduced to College Possible?
Former board chair and close friend, Clark Haass, introduced me to College Possible six years ago. He invited me to a “Caps Off” event, and I was immediately drawn in. I vividly remember hearing the testimony of a recent graduate—a first-generation college student—who shared the steps she had taken to earn her four-year degree. Her story was inspiring, and from that moment, I knew I wanted to be a collaborative partner with this remarkable program.
How do you personally connect to College Possible’s mission?
I appreciate the resources and support College Possible provides, especially for first-generation students. While I was lucky to have parents who guided me to college, I didn’t fully understand what support was available to me on my college journey, particularly around career pathways. I remember thinking, “OK, I’ll have the paper that’s going to open up doors.”
But there is a real opportunity to be intentional with your degree. Students benefit from support systems and resources that help them figure out where they want to land and what degrees or courses will get them there. I want young people to avoid uncertainty and gain clarity on what direction they want to go in early on, so they can focus on building their careers with purpose. Although it worked out for me in the end, it’s that navigation that I would’ve really appreciated.
What role has education played in your life?
Though my parents were unable to complete four-year degrees due to life circumstances, they understood the importance of getting an education and the empowerment that it provides. Their support toward my future was invaluable. My thoughts around higher education were centered around athletics, which I viewed as my opportunity to get to college. My degree has helped me out immeasurably and opened doors that I wouldn’t have accessed otherwise.
In addition to College Possible, you serve on the boards of other organizations such as the Cole Parker Foundation and Oregon State. Why is it important for you to be involved with your community in this way?
I’ve had great influences and mentors who have helped me propel and be my optimal self. So, I’ve always felt that it’s important from a professional and leadership perspective to give back where you can. The organizations I serve are ones I truly align with, and I’m passionate about how they meaningfully serve our community. It’s been cathartic for me to be part of these boards and help move their missions forward.
As you transition into your new role as board chair, is there anything in particular you are looking forward to?
I want to continue getting the word out about College Possible and the return on investment that it provides to our community by supporting youth. A four-year degree remains one of the strongest paths to financial stability. Despite challenges and changes at the federal level, I want to keep the momentum going and keep standing up for young people.
What’s your favorite part about being on the College Possible Oregon board?
There are a number of cool experiences, but the thing that galvanizes my appreciation for the board is its leadership. When I look at the great work and spirit of Ken Thrasher, I’m very appreciative of more business leaders like him who are incredibly busy people, yet the value and importance of giving back do not fall short on them.
When I look at all my unique touches with board members and respective leadership, such as Julie Mancini, who was a great friend and incredible leader, I am impacted by their charitable hearts and their desire to put Oregon on the map. It’s the people who have driven the organization that truly are the most memorable pieces.
Song on repeat:
I absolutely love music. I’m a bit old school, so anything in the R&B or hip-hop category is my go-to.
Currently reading:
I’m not currently reading a book, but I enjoy news periodicals from a variety of sources to maintain balance and objectivity.
Hobbies:
Family time is a big one. My wife and daughter are definitely a big part of that. I really love the outdoors, so I’m an avid fisherman, and I do the hunting thing too. Anything outdoors is my jam.













