Regional Sales Leader - Employee Benefits

cottinghambutlerinsuranceservicesinc

Des Plaines, Illinois, United States · Des Plaines · United States

Posted Jun 19, 2025

Other
Benefits Sales

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Job description

Regional Sales Leader, Employee Benefits
Location: Des Plaines, Illinois

Cottingham & Butler is seeking an Employee Benefits sales leader for our Des Plaines, Illinois office. As the Sales Manager of our regional office, you will drive profitable growth in employee benefits, spearhead sales initiatives, and deliver exceptional value to our clients. Your leadership will be pivotal in developing a high-performing team that achieves sustained success. Don’t miss your chance to be part of one of the largest and fastest growing insurance brokerages in the nation.

Key Responsibilities:

Sales Leadership: Take charge of the regional employee benefits sales efforts, combining marketing, sales, and analytical strategies to cultivate and close business with target customers. Drive new business through hiring, managing, and developing sales executives. Attend sales calls to assist in closing deals and build strong personal relationships with sales producers.
Strategic Vision: Execute and implement the employee benefits vision and strategy for the regional office. Translate this vision into actionable annual operational plans. Promote the identification and evaluation of new products, services, and processes to enhance practice performance.
Client Service & Partnerships: Ensure our Employee Benefits service model exceeds client expectations and revenue retention targets. Review work products to meet service standards. Develop strong relationships with insurance carriers and partners to offer unique benefits and differentiate from competitors.
Financial Management: Achieve growth and profitability targets for the regional office. Drive initiatives to improve overall financial performance, including cross-selling.

Qualifications:

5+ years of proven experience in sales leadership within the employee benefits insurance industry.
Strong track record of achieving sales targets and driving business growth.
Ability to develop and mentor a high-performing sales team.
Excellent interpersonal and communication skills.
Strategic thinker with the ability to translate vision into action.
Strong relationship-building skills with clients, carriers and vendors.

If you are a proven leader with a passion for sales and employee benefits, and a knack for driving team success, we want to hear from you! Apply now to join our team and lead the Des Plaines Regional Office to new heights.

Pay & Benefits:

Full annual salary and bonus opportunities
Most Benefits starting day one
- Medical, Dental, Vision Insurance
- Flex Spending or Health Savings Account
- 401(k) with company match
- Profit-sharing/Defined contribution (1-year waiting period)
- PTO/Paid Holidays
- Maternity Leave & Parental Leave
- and so much more!

About Cottingham & Butler:

At Cottingham & Butler, we sell a promise to help our clients through life’s toughest moments. To deliver on that promise, we aim to hire, train, and grow the best professionals in the industry. We look for people with an insatiable desire to succeed, are committed to growing, and thrive on challenges. Our culture is guided by the theme of “better every day” constantly pushing ourselves to be better than yesterday – that’s who we are and what we believe in.

As an organization, we are tremendously optimistic about the future and have incredibly high expectations for our people and our performance. Our ability to grow as a company, fuels investments in new resources to better serve our clients and provide the amazing career opportunities our employees want and deserve. This is why we are a growth company and why we are committed to being better every day.

Want to learn more? Follow us on www.CottinghamButler.com | LinkedIn | Facebook