Regional Sales Leader - Employee Benefits

Cottingham & Butler

Madison (WI)

On-site

USD 120,000 - 180,000

Full time

14 days+

A complete application in a minute

Tailored resume and cover letter, ready to send.

Get past ATS filters

Benefits offered by this job

Medical Insurance
Dental Insurance
Vision Insurance
401(k) with company match
PTO/Paid Holidays
Maternity/Parental Leave

Job summary

Cottingham & Butler is seeking a Regional Sales Leader for Employee Benefits in Madison, WI. You will lead the regional EB sales team, drive growth, and align strategies with clients and carriers to differentiate offerings.

This role emphasizes leadership, relationship-building, and accountability for revenue targets. Ideal candidates bring 5+ years in EB sales leadership, a proven target-driven track record, and strong strategic, interpersonal, and mentoring skills as you grow a high-performing

Qualifications

  • 5+ years of proven experience in sales leadership within the employee benefits insurance industry.
  • 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 capable of translating vision into action.
  • Strong relationships with clients, carriers and vendors.

Responsibilities

  • 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; assist in closing deals.
  • Develop and implement the regional office's vision and annual plans; explore new products and processes.
  • Ensure service models exceed client expectations and manage revenue retention; foster carrier/partner relationships.
  • Achieve growth and profitability targets for the regional office; drive cross-selling initiatives.

Skills

Sales leadership
Employee benefits
Sales targets
Team mentorship
Interpersonal skills
Strategic thinking
Relationship building
Communication skills

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!

  • 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 onwww.CottinghamButler.com|LinkedIn|Facebook

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Regional Employee Benefits Sales Leader — Madison
Regional Employee Benefits Sales Leader — Madison

Cottingham & Butler • Madison (WI)

On-site
USD 120,000 - 180,000
Medical Insurance
Dental Insurance
Vision Insurance
+3
Regional Sales Leader - Employee Benefits
Regional Sales Leader - Employee Benefits

Cottingham & Butler • Des Plaines (IL)

On-site
USD 120,000 - 180,000
Medical/Dental/Vision
401(k) with company match
Profit-sharing/Defined contribution
+2
Regional Employee Benefits Sales Leader
Regional Employee Benefits Sales Leader

Cottingham & Butler • Des Plaines (IL)

On-site
USD 120,000 - 180,000
Medical/Dental/Vision
401(k) with company match
Profit-sharing/Defined contribution
+2
Entry Level Sales Executive - Employee Benefits
Entry Level Sales Executive - Employee Benefits

Cottingham & Butler • Madison (WI)

On-site
USD 40,000 - 60,000
Experienced Sales Executive - Employee Benefits
Experienced Sales Executive - Employee Benefits

Cottingham & Butler • Dubuque (IA)

On-site
USD 65,000 - 90,000
Medical Insurance
Dental Insurance
Vision Insurance
+7
Senior Employee Benefits Broker - High-Growth Sales Leader
Senior Employee Benefits Broker - High-Growth Sales Leader

Cottingham & Butler • Dubuque (IA)

Hybrid
USD 65,000 - 90,000
Medical Insurance
Dental Insurance
Vision Insurance
+7
Experienced Sales Executive - Employee Benefits
Experienced Sales Executive - Employee Benefits

Cottingham & Butler • Des Plaines (IL)

On-site
USD 90,000 - 130,000
Full salary + bonus
Most Benefits start Day 1
Medical Insurance
+10
Experienced Sales Executive - Employee Benefits
Experienced Sales Executive - Employee Benefits

Cottingham & Butler • Madison (WI)

On-site
USD 75,000 - 110,000
Medical Insurance
Dental Insurance
Vision Insurance
+7
Experienced Sales Executive - Employee Benefits
Experienced Sales Executive - Employee Benefits

Cottingham & Butler • Dallas (TX)

On-site
USD 85,000 - 125,000
Medical Insurance
Dental Insurance
Vision Insurance
+5
Senior Employee Benefits Sales Broker
Senior Employee Benefits Sales Broker

Cottingham & Butler • Dallas (TX)

On-site
USD 85,000 - 125,000
Medical Insurance
Dental Insurance
Vision Insurance
+5