Independent. Growing. 125 Years—and Ready For You.

Build a career where your work matters, your voice is heard, and your growth is real.

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Why Deland, Gibson

Your Work Shapes What We Become

Good ideas don't get lost in committee here. When you see a smarter way to manage renewals, strengthen client relationships, or uncover an opportunity others missed, we listen. If it works, it becomes how we do business.

Careers That Move

We believe great careers evolve. At Deland, Gibson, every role—from client advocates to executives—offers room to grow, learn, and lead. As our people evolve, so do their opportunities.

Energy That Stands Out

Forget what you think you know about insurance culture. The moment you walk into our office, the difference is clear. People are engaged, the conversations are real, and work makes an impact.

Still Independent, Still Growing

Family-owned since 1900. Not for sale. We're committed to growth, our team, and protecting what we've built for over a century.

What Drives Us

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Working with Urgency

Speed matters. Clients don't wait three days for a certificate, and neither do we. We move fast because the work matters.

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Showing Compassion

Someone calling about a claim might be having the worst day of their year. We remember that—even when we're busy.

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Being Lifelong Learners

The industry changes. 
Your clients change. Stay curious or fall behind. We choose curious.
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Having Grit

When things get complicated
—and they will—figure it out. The people who thrive here don't quit when it's hard.

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Innovating

Better tools, better 
processes, better ways 
to serve clients. If you see it, say it. We'll test it.

What It's Actually Like

Flexibility That Doesn't Require an Excuse

Hybrid schedule options. Summer Fridays. Need to leave early for your kid's game? Go. We trust you to get your work done without watching the clock.

Leadership You Can Talk To

No six layers between you and the people running the company. Questions? Ideas? Concerns? You can walk down the hall and ask.

Get Involved Beyond Your Role

Help decide where charitable dollars go. Shape how we use technology. Plan company events. We have teams for all of it, and you can join the ones you care about—or not. It's up to you.

We Use Technology, Not Hide Behind It

We're early adopters of AI and new insurance platforms. We're also the agency where a real person answers the phone when clients call. Both matter.

You're Not Working Alone

When you need help, you'll find it. When you have a question, someone has the answer. People here support each other—not because they have to, but because that's how the team works.

Benefits & Perks

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I've been here since 2017, right out of college. I've moved through different roles as the agency has grown, from accounting to my current position in sales enablement and training. DG creates space for people to grow in unexpected directions.

Training & Brand Coordinator

— Abbie Robinson
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I've never felt like I'm figuring things out alone here. If I need help or want to bounce something off someone, there are always people ready to jump in. And honestly? The amount of genuine laughter in this office says everything."

— Rose Kassim

HR Manager

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I have flexibility in how I work, but I also see my impact. I can work across multiple lines, talk directly with senior leadership when I need them, and when people offer support here, they actually follow through.

— Joe Smith

Commercial Lines Account Manager

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Meet the Gibson Brothers

Chip and Ted Gibson share the story of Deland, Gibson—our mission, our values, and why we're building something different in New England insurance.

See What's Open

From personal and commercial lines to employee benefits, we're looking for people who move fast, stay curious, and want to do work that means something to real people.

Questions About Working Here?

We're happy to talk about what the day-to-day looks like, what roles might be coming up, or whether Deland, Gibson is the right fit for where you are in your career.
[email protected]

Exploring a Merger?

If you're an agency owner who cares about your people and wants to join an independent, growing agency that will protect what you've built—let's talk.

Learn More About Merger Opportunities