The Cassman Group Insurance Agency

Careers at The Cassman Group

Build a business. Set your own terms.

We're looking for driven, coachable people who want to control their own schedule, get paid for their skill instead of their hours, and build something that's genuinely theirs — while helping families solve a problem that actually matters.

Why Agents Choose This Career

Work that fits your life — not the other way around.

01

Time Freedom

No punch clock, no cubicle, no one dictating your hours. Your calendar is yours to build around what matters to you.

02

Set Your Own Schedule

Work mornings, evenings, weekends — whatever fits your life. Put in the hours you choose, when you choose to put them in.

03

Be Your Own Boss

You run this like your own business, because it is one. No micromanaging, no ceiling someone else gets to set for you.

04

Paid for Skill, Not Time

Your income reflects the value you deliver, not the hours you clock. Get better, and your ceiling moves with you.

05

100% Commission Structure

Straightforward, uncapped commission compensation. What you earn is a direct result of what you produce — nothing is capped, nothing is padded away from you.

06

Build Your Own Agency

This isn't just a job — it's a path to ownership. Grow a team, build equity in something that's actually yours, and create income that outlasts your own hours worked.

The Work Itself

A career you can actually be proud of.

Every family you sit down with has a real need. When you solve it with a quality product, you're not just closing a sale — you're the reason that family is protected if the worst happens. That's a rare kind of work to be proud of.

Is This You?

What we look for in an agent.

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You want to control your own income and refuse to accept an artificial ceiling on what you can earn.

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You're self-motivated enough to manage your own schedule without someone checking in on you.

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You genuinely like people, and you're comfortable having honest, sometimes hard, conversations with them.

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You're coachable — willing to learn a system and follow it, especially early on.

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You want more than a paycheck. You want to build something — your own book of business, eventually your own agency.

Take the First Step

Ready to build something of your own?

Send your resume and a short cover letter telling us why this career fits where you're headed. We personally review every application.

Recruiting@TheCassmanGroup.com

We'll follow up personally with next steps once we've reviewed your materials.