We love what we do, we’re good at it, and we have fun doing it.

At Stumm Insurance, we believe that happy people make happy clients. We work hard, but remember what is most important to our Company—our people. We offer a fulfilling work environment, great benefits, and many chances to have fun at the office and at one of our many company events.

Open Positions

Account Executive

The Account Executive works directly with all levels of staff of both Stumm Insurance and of the clients on high-level aspects of client management & retention for groups ranging from 5 to 500+ employees.  This includes direct client support and advisement on high level benefit plan development, pricing, consultation and communication.

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Account Manager

The Account Manager works directly with the assigned client team and with client contacts on all aspects of daily client management for groups ranging from 5 to 500+ employees.  This includes renewal support, direct client support, processing client change transactions, claims resolution and census reviews.  The Account Manager will also prepare new client and open enrollment materials

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Account Coordinator

The Account Coordinator works with Stumm service teams on all aspects of client enrollment transactions for groups ranging from 5 to 500+ employees.  This includes employee enrollment, termination, and/or change requests received from the employer throughout the year.  The account coordinator will also assist Stumm service teams in preparing and updating group census material.

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Sales Executive

Our Sales Executives have the overall responsibility for prospecting and soliciting new clients for the employee benefit practice, as well as serving as the relationship manager between the client and Stumm service team.

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Keep In Touch

We are always looking for great talent. Feel free to provide us with your resume to be considered for future opportunities.

Keep in Touch

Best in Class Employee Benefits

Beyond a comprehensive benefits package, Stumm offers a generous 401K match, substantial paid time off, charitable donation matching and a health club reimbursement.

Competitive Compensation

We recognize and reward our team’s hard work and contributions to our success. We invest in our people who give their all to our clients with competitive salaries and multiple bonus potentials.

Unparalleled Growth Opportunities

We are committed to helping you grow your career with personalized training and development and ongoing mentoring.

Flexible Work Schedule

We love being together, but we also know there is life outside of Stumm. We work a regular hybrid schedule, offer additional work from home days, and provide flexible hours to meet your needs.

Ranked 4th on the Crain’s 2023 list of best places to work in Chicago

This doesn’t happen by chance: We believe our team is the key to our success, and we strive to give them the resources and environment to love what they do here.

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Our Employees Say It Best

"The culture that the Stumm brothers have created amongst the team clearly shows they care about each employee. They foster opportunities for the us to get to know each other outside of the office with the company events. I have met wonderful people and made great friends even in my short time here."

Alessandra, Account Coordinator

"Working in the Employee Benefits industry, we see time and time again how a good compensation package can lead to happy employees, loyalty, and retention for our clients – and Stumm leads by example! I’m happy to have found a workplace that not only values my time on the clock but also values my holistic well-being. "

Joe, Account Manager

"I’ve watched the company go from 9 employees to over 50 and maintain the same levels of respect, professionalism and fun at every stage of growth.  Every new employee who joins us is made to feel extremely welcome by the entire staff. Free lunch has allowed everyone in the office to work together more closely as we spend a part of each day getting to know about each other on a personal level.  When you have a personal connection to everyone in the office, it is amazing what a positive impact that has when it comes to being there to help each other out and to truly work as a team. "

Dave, Senior Account Executive