Jenna Swearingen, Senior Trust Administrator Supervisor on Influential Women
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Influential Woman · Banking and Trust Services

Jenna Swearingen

Senior Trust Administrator Supervisor, CBI Bank & Trust

Galesburg, IL 61401

5Years experience
1Article published
1Award received

Certifications · Degrees · Memberships

Degree Trust School I Cert Trust Administration Member American Bankers Association Member Illinois Bankers Association Member Iowa Bankers Association

Meaningful leadership growth happens during challenge and change, strengthening resilience and self-awareness. What seems like a delay is often a valuable time for growth.

Jenna Swearingen · In Her Own Words

Her Story

About Jenna

Jenna Swearingen is a Senior Trust Administrator at CBI Bank & Trust in Galesburg, Illinois, where she brings a disciplined, mission-driven approach shaped by her military background. Beginning her banking career as a teller, she quickly advanced into trust administration within six months and steadily progressed through multiple levels to reach her current leadership role. With a foundation in military service as an Army Reservist electrician, Jenna’s career reflects resilience, precision, and a strong sense of accountability. In her current position, Jenna oversees and mentors trust administrators across multiple locations, supporting teams. She serves as a key partner to trust officers, manages and supports a team of Trust Administrators, navigates new account preparation, complex documentation, and coordination with clients’ attorneys and financial advisors. Known for her hands-on leadership style, she focuses on training, workflow management, and developing confidence and capability in the next generation of trust professionals. Beyond her technical expertise, Jenna is deeply committed to employee well-being and community engagement, serving as co-chair of her bank’s wellness committee and participating in employee experience initiatives. She is also active in advocacy for mental health and veteran support, reflecting her belief in service beyond the workplace. As she prepares for Trust School and continued advancement toward a trust officer role, Jenna remains focused on combining leadership, technical mastery, and purpose-driven service in every aspect of her career.

Her Interview

Ten minutes with Jenna

01What do you attribute your success to?

I attribute my success to my military background and the mental and physical strength I gained from pushing through challenges I never thought I could handle. Serving 6 years in the reserves as an electrician taught me to work outside my comfort zone and handle stressors that not a lot of people can say they've experienced. That foundation gave me the resilience to keep pushing forward in my career. I'm also incredibly grateful for my current boss who has 10 years under his belt as a practicing attorney. He's given me every opportunity to try to be more than just the standard and has gifted me with knowledge that you can't really get anywhere else. Being a single mom of three little girls has also driven me to want more, not just for myself but for them, and that motivation keeps me working to be something better.

02What’s the best career advice you’ve ever received?

When you choose progress over perfection and let action create clarity, you stop managing for control and start leading for impact.

03What advice would you give to young women entering your industry?

Learn your industry. Know your role. Ask questions. Challenge what doesn’t make sense. And don’t allow someone else’s limited idea of what a leader looks like to become your limitation. For me, the goal has never been just to prove that I deserve a seat at the table—it’s been to challenge the idea that leadership should automatically look a certain way. I want young women coming behind me to see someone who didn’t simply accept the role others assumed she should have. I want them to know they can manage, lead, make decisions, become officers, and take up space without apologizing for wanting more. And yes, there will be times when you have to prove yourself more than you think you should. It’s exhausting, and it isn’t always fair. But every time you challenge an outdated assumption, you’re changing something bigger than your own position. You’re helping create a culture where the next woman can be recognized for what she brings to the table instead of having to first prove that she belongs there.

04What are the biggest challenges or opportunities in your field right now?

A major challenge in my field is the persistent bias that women are suited for administrative roles while leadership and officer positions are more readily given to men, which often means having to continually prove capability and competence. At the same time, there is a strong opportunity through structured development paths like Trust School and professional certifications, which provide clear pathways for women to advance into officer-level roles and leadership positions.

05What values are most important to you in your work and personal life?

The values most important to me center around advocating for others and making a real difference in people's lives. A core value for me is advocating for individuals who can no longer speak for themselves. I’m driven by the responsibility to protect their wishes, uphold their intentions, and ensure their voice is respected. This guides how I work, how I care for others, and how I move through the world. I know what it feels like to have my own voice dismissed, and I’m determined to make sure no one I speak for is ever silenced.

Her Content Hub

Articles by Jenna

A powerful personal essay exploring the journey from hiding one's authentic self to embracing visibility and truth. Inspired by Joey Contreras' musical, this piece speaks to anyone who has learned to shrink themselves for acceptance and offers permission to finally step into the light.

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