Tyler Kurashige
How do you handle pressure when the stakes are high?
I’ve learned that pressure doesn’t go away, but it does ease when I get clear and am prepared. I try to slow down and focus on what matters most: people, priorities, and principles. If I stay anchored in what’s right, not just what’s fast, I usually find the path forward. I also lean on my team. I don’t believe in carrying pressure alone or pretending I have all the answers. Transparency reduces anxiety. When I communicate clearly, invite input, and set a steady tone, it helps everyone breathe and we make better decisions together.
What’s one leadership quality you admire in others?
I admire leaders who are steady. I’ve been fortunate to learn from mentors who aren’t driven by ego, don’t panic when things go sideways, and don’t need to be the smartest person in the room. They listen before they speak, give credit freely, and they know how to hold both urgency and patience at the same time. The best leaders I’ve learned from are kind, but they’re not vague. They set clear expectations, they tell the truth with compassion, and they make hard calls without losing their humanity.
What’s one moment that reminded you of what you love to do?
Honestly, I get reminded all the time. I started at Big Brothers Big Sisters Hawaii 20 years ago working directly with youth and families, so that’s still where my heart is. Anytime I see mentoring working the way it’s supposed to, it brings me back to my “why.” When I hear about a youth or their family in our program and what they’re carrying—stress, uncertainty, hope—and why they’re asking for a mentor, it cuts through everything else and brings into focus why I love what I do.
What excites you most about the future?
I’m excited that we’re expanding our services and getting support from public and private partners who believe in making people-first investments that strengthen Hawaiʻi from the inside out and ripple forward for future generations. Mentoring, supporting one another, reconnecting across differences, and being a resource for someone else isn’t just a nice idea. It’s a real social infrastructure and it builds resilience in our community.
I’m also excited for a campaign we are launching this year, 100 Men in 100 Days. Right now, one of our greatest needs is for mentors, men in particular, because so many boys and young men are reaching out for a positive role model. This campaign is bigger than our organization.
We need more men in our communities involved in service such as coaching, mentoring, and volunteering because young people are watching what we prioritize. Showing up is powerful and our program harnesses that energy. Our mentoring programs start as young as age 6 and go up to young adults in their mid-20s, providing mentoring support for college and career pathways, and workforce development. That full continuum of mentoring is what gives me real hope for what’s ahead.
What’s your favorite way to celebrate a win?
My favorite way to celebrate a win is to share it with the people who made it happen. No project succeeds because of one person. It’s always a team effort. I try to make sure the spotlight goes to the staff and partners who did the work, solved the problems, and carried it across the finish line. I love calling that and taking a moment to say, “Congratulations, we did this!”
Personally, my celebrations are pretty low-key. A lot of it is just pausing to appreciate and reflect on the effort and the progress, especially when the work is hard and the needs are high. And then I bring it home. My favorite celebration is dinner out with my wife and our kids. Without my wife and family’s support, none of my wins would be possible.
