Meet Sydney

Sydney Kyler, MBA, PHR®

Looking for a career in insurance?  Sydney Kyler wasn’t either.

Sydney is a Harrisburg native and a graduate of Temple University in Philadelphia. Her professional path led her from a Spanish degree to biomedical research to teaching English in Southeast Asia.  Now she serves as our Chief Operating Officer and wants you to know how dynamic and rewarding a career in insurance can be.

Sydney was brought up in the hospitality industry where she developed a passion for service to clients and to her community. She started with our Benefits team in 2012 and has since developed keen perspective on our human resources and insurance operations.  Sydney focuses on making sure our team has the compassionate people and sophisticated tools we need to set the standard for the independent agency.  Could you be our next teammate?  Get in touch with Sydney at 717.652.4902 or  We are always looking for warm, authentic, and motivated folks to join our team.

Sydney serves as Board Chair for Theatre Harrisburg and stays active in the local music community playing the piano for theater productions.  Sydney is also a member of the Human Resource Professionals of Central PA.

Sydney proudly volunteers with Harrisburg Young Professionals and served as its President in 2021. And you didn’t hear it from us, but rumor has it that you might want her on your dodgeball team.


Get to Know Us

Andrew Enders, Esq. Donald Enders, Jr., CIC, CPCU James Enders Sydney Kyler, MBA, PHR® Tierney Pomone, API, AINS Patricia Olinger Scott Strine, CISR Lenny Tepsich Bryan Fischer, CIC, CRM Josh Edmiston Kay Hyatt, CISR James Prifer Megan O’Leary, MHA Gregory Johnson, CPCU, ARe Steve Cover Chip Bayer, CIC, CPCU Janice Shollenberger Melissa Centini, CIC, CISR Andy Wenrich Lorraine Barry, CIC, CPCU Dave Wagner Victoria Stowell, CLCS Joseph Hirsch, MBA, CIC Steve Yingling, CIC, CPIA, CISR Andrew Rutherford, CFP® Beck Wiles Michael Bagwell, CISR Joseph Baranowski, CISR Marc Etkin Emily Devine Christina Fischer, CIC, CISR Gene Barry John Bender, CIC Doug Barry, CIC, CPCU Jana Van Scoik, CIC Monica Spangler Ashley Gallagher