Regional Sales Leader - Employee Benefits
CottinghambutlerinsuranceservicesincRole Overview
Cottinghambutlerinsuranceservicesinc is hiring a Regional Sales Leader - Employee Benefits. This is a full-time role in Madison, Wisconsin. posted 3 weeks ago. Full responsibilities, required qualifications, and the apply link are listed in the description below.
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Job description
Regional Sales Leader, Employee Benefits
Location: Madison, WI
Cottingham & Butler is seeking an Employee Benefits sales leader for our Madison, WI 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 Madison 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
About Cottinghambutlerinsuranceservicesinc
Cottinghambutlerinsuranceservicesinc
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Frequently Asked Questions
How do I apply for the Regional Sales Leader - Employee Benefits position at Cottinghambutlerinsuranceservicesinc?
Use the Apply button above to submit your application directly to Cottinghambutlerinsuranceservicesinc. Most applications take less than 5 minutes if your resume and contact details are ready, and you'll be routed to the employer's official application system to finish.
Where is the Regional Sales Leader - Employee Benefits position at Cottinghambutlerinsuranceservicesinc located?
This position is based in Madison, Wisconsin. Cottinghambutlerinsuranceservicesinc has not indicated remote or hybrid options for this role, so candidates should plan for on-site work.
What does a Regional Sales Leader - Employee Benefits at Cottinghambutlerinsuranceservicesinc earn?
Cottinghambutlerinsuranceservicesinc has not disclosed a salary range in this posting. Many employers share specifics later in the interview process; you can also ask during a recruiter screen if compensation transparency is important to you.
When was the Regional Sales Leader - Employee Benefits role at Cottinghambutlerinsuranceservicesinc posted?
This role was posted on June 18, 2026 (21 days ago). It's still listed as actively hiring; we re-confirm openings against the source system multiple times per day and remove closed roles.
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