Shepherd Insurance Named One of the Best Places to Work in Kentucky
Shepherd Insurance is proud to share that we have been named one of the Best Places to Work in Kentucky for 2026. This recognition reflects the commitment, character, and passion our employees bring to their work each day. We are honored to be included among organizations across the state that prioritize people, culture, and long-term employee success.
The Best Places to Work in Kentucky program is presented by the Kentucky Chamber of Commerce and the Kentucky Society for Human Resource Management. It uses a two-part evaluation process that includes an Employer Assessment and a confidential Employee Feedback Survey. The combined results determine which organizations earn a place on the statewide list.
Honoring the People Who Make This Possible
Every member of our team contributes to the culture that defines Shepherd Insurance. Our employees throughout the Kentuckiana region continue to demonstrate dedication to clients, collaboration with colleagues, and a genuine commitment to our communities. Their work strengthens relationships and builds the foundation for long-term success.
At Shepherd, our people are the heart of who we are. Their passion guides the quality of our service and the way we show up for one another every day.
Building a Career at Shepherd
A career at Shepherd is shaped around opportunity, development, and community. Whether someone is beginning their insurance career or expanding an established path, Shepherd provides the training and support needed to grow.
Employees in our Kentuckiana region have access to:
- A people-first culture where teamwork and relationships matter
- Professional development designed to support continuous learning
- Community involvement through Operation Shepherding, including two paid volunteer days each year
We are dedicated to creating a workplace where individuals feel appreciated, encouraged, and empowered to succeed.
A Commitment to Community
Shepherd Insurance has a long history of investing in the communities where we live and work. Our teams partner with local organizations, participate in volunteer efforts, and support initiatives that strengthen neighborhoods across Kentucky. Community engagement is an essential part of our identity and a meaningful reflection of our values.
Benefits That Support Our Team
We strive to provide benefits that support the well-being of employees and their families. Shepherd offers:
- Flexible work options
- Compressed work week opportunities for eligible roles
- Remote and hybrid scheduling, a situational dress guideline, and spirit days
- Paid time off, paid holidays, and paid volunteer time
- Expanded paid family leave for childbirth, adoption, or foster placement
- Medical, dental, and vision coverage, along with company-provided life insurance
- Short-term and long-term disability coverage
- A 401(k)-retirement plan
Our benefits are designed to help employees build fulfilling careers while maintaining balance in their personal lives.
A Message from Our CEO, Quinn Shepherd
“We are incredibly proud to be recognized as one of the Best Places to Work in Kentucky. What matters most to me is what this honor represents. It reflects the dedication and heart of our employees. Their commitment to clients, communities, and one another is what truly defines Shepherd. Our focus remains on building an environment rooted in trust, growth, and purpose. I am grateful for every member of our team and proud of what we continue to accomplish together.”
— Quinn Shepherd, CEO
A Message from Our Kentuckiana Region COO
“The Kentuckiana team continues to raise the bar with their collaboration, service, and leadership. I am proud of the culture our employees create and the way they support one another. This recognition reflects their commitment to meaningful work and to the clients and communities we serve. Our priority is to continue building a workplace where people feel supported, valued, and motivated to grow.”
— Trent Hunt, Chief Operating Officer, Kentuckiana Region
Moving Forward Together
This recognition belongs to every member of the Shepherd family. As we continue to grow throughout Kentucky, our commitment stays the same. We will keep building a workplace where people feel valued, encouraged, and inspired to make a difference. We look forward to the year ahead and to continuing our mission of serving clients and communities with excellence.
