For Jessica Olander, serving as president of the Connecticut River Valley Chamber of Commerce has been a rewarding journey fueled by passion, collaboration and an unwavering commitment to local businesses.
With a background in association management and government relations, Olander discovered her calling through membership engagement and educational programming — and 25 years later, she still thrives in this field.
"I didn’t know what I wanted to do after college," Jessica says. "But I fell in love with membership and education, and I’ve never looked back."
Before stepping into her current role, Jessica worked for a large association management firm representing 65 lobbying clients. Her involvement in housing and small business issues cemented her deep understanding of the challenges facing entrepreneurs and larger organizations alike.
"Joining the Chamber was the best decision I’ve ever made. I’ve been here for four years now, and I love every minute of it."
The Chamber serves over 565 businesses across East Hartford, Marlborough, Glastonbury and Hebron. With such a diverse membership, Jessica believes the key to success is listening closely to members’ needs and responding with meaningful solutions.
"Our Board is just as passionate as I am about making a difference, and we work hard to deliver what our members want."
Collaboration is central to her leadership style. She actively partners with other organizations to identify and create benefits for the Chamber's membership. Whether it's tackling legislative concerns or supporting entrepreneurs, Jessica and her team focus on delivering value.
One of the Chamber’s signature events is the annual Apple Harvest and Music Festival. Despite the complexities of managing logistics like trash, tents and toilets, Jessica has consistently expanded and improved the event with the help of volunteers who chair the festival.
"For this year's 50th anniversary, we’re adding four stages with 50 bands," Jessica said. "It's going to be incredible. We try to do something new every year to keep it exciting."
The festival' has become a signature event locally and in the state.
Marketing plays a significant role in the Chamber’s success, and Jessica credits engaged members who actively promote events and initiatives.
"Our strong social media presence helps us connect with people in the moment," she said. "Listening, hearing what people want and responding is key."
She encourages her ambassadors to act as "boots on the ground," introducing themselves to new members and building relationships. She emphasizes the importance of educating members about Chamber benefits and helping them find opportunities to promote their businesses.
"It’s about empowering them to toot their own horn."
She is especially proud of her efforts to improve the Apple Harvest Festival while maintaining its rich tradition. Her work recently earned her the 2025 Women in Business Award from the Hartford Business Journal, an honor that holds special meaning.
"It’s incredibly rewarding to be recognized for the work we’re doing. It validates that people believe in what we’re building."
She balances all that while remaining deeply committed to her family. Her husband, Thomas, a general in the U.S. Air Force, and their children — Sophie, and Sydney — provide her with invaluable support.
"I used to travel two out of four weeks for conferences, and it burned me out. The flexibility I have now to work from home and create my own schedule has been life-changing."
With a dedicated team, an engaged membership, and a focus on innovation, Jessica remains committed to ensuring the Connecticut River Valley Chamber thrives.
"This role has been the perfect fit for me. I feel incredibly fortunate to be doing what I love every day."
Visit crvchamber.org for more information.