At Deland, Gibson, we believe exceptional client experiences start with exceptional teams. We're looking for an inspiring Personal Lines Supervisor to help lead, coach, and grow a talented group of insurance professionals who are passionate about delivering outstanding service. As Personal Lines Supervisor, you'll be at the center of one of our most important departments- shaping how our team operates, how our clients are served, and how our people grow. You'll have real influence, a collaborative leadership team behind you, and the autonomy to lead in a way that reflects your style. This is an opportunity to shape team culture, develop future leaders, influence operational excellence, and make a meaningful impact within a growing agency that invests deeply in its people. What You'll Do Lead & Inspire a High-Performing Team - Lead and mentor a team of 5–8 Client Advocates and Account Managers, fostering a culture of accountability, collaboration, and client-first thinking
- Set clear goals and expectations while conducting meaningful performance conversations that drive individual and team growth
- Support hiring and onboarding to build a team positioned for long-term success
Develop Talent & Build Capability - Assist with training programs that sharpen coverage knowledge, client communication, and cross-selling skills
- Help identify high-potential team members and partner with leadership on career development and succession planning
- Create onboarding experiences that set new hires up for success from day one
Champion the Client Experience - Model what exceptional, proactive service looks like, and raise the bar for the whole team
- Identify workflow improvements that make service delivery faster, smarter, and more consistent
- Step in on complex accounts when needed to ensure clients always feel supported
What You Bring - 5+ years of Property & Casualty insurance experience, with a strong preference for Personal Lines
- Active Massachusetts P&C License
- Proven leadership experience with a track record of coaching and developing high-performing teams
- Strong communicator with the ability to build trust across all levels of an organization
- Highly organized, solutions-oriented, and energized by a fast-paced environment
- Microsoft Office proficiency; Applied Epic experience is a strong plus
What We Offer - Hybrid flexibility based out of our Franklin, MA office - balance collaboration with the convenience of remote work
- Competitive compensation commensurate with experience
- Comprehensive benefits including medical, dental, vision, and 401(k)
- Generous PTO including vacation, holidays, sick time, and personal days
- Ongoing professional development and continuing education support
- A people-first culture where your leadership voice is heard and your growth is invested in
Our Core Values - We Work with Urgency
- We Show Compassion
- We Are Life-Long Learners
- We Have Grit
- We Innovate
About Deland, Gibson Founded in 1900, Deland, Gibson has built over a century of trust as a leading insurance and risk management advisor in Massachusetts. We're proud of our roots - and even more excited about where we're headed. If you're looking for a place where your work matters, your growth is supported, and your leadership makes a real difference, we'd love to connect.
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