Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Experienced Sales Executive - Employee Benefits

Cottingham & Butler

Job Description

Job Description

We are seeking an experienced Employee Benefits Insurance Broker with at least 3 years' experience of B2B sales in the employee benefits space. This role will be responsible for providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs. Individuals who apply should possess:

  • Proven experience and success as an insurance broker, with a focus on employee benefits
  • A strong understanding of employee benefits products
  • Detail-oriented with strong analytical skills, capable of evaluating complex insurance plans and identifying cost-saving opportunities. 
  • Excellent communication and interpersonal skills, with the ability to build rapport and trust with clients.

Join a Winning Team: The individual in this role will joining a team with a solid track record of success in the employee benefits insurance industry. Over the years, our team has experienced significant growth of 18% (driven organically) and a client retention over 90%. This growth is a testament to our team's ability to adapt to changing market dynamics, anticipate client needs, and deliver results.

Unmatched Sales Support: We surround our sales team with everything they need to be successful, including:

  • Experienced Account Management Teams – Your clients will be in good hands with our account management teams. They are capable and proficient. In addition to having skilled account managers, we intentionally build redundancy into the teams to ensure that clients get the best service possible.
  • In-House Specialists - Our team includes people that specialize in compliance, HR consulting, analytics, client communications, worksite products, stop loss and technology. 
  • Tools & Resources - You will have assessments, checklists, audits, etc. that you can use to tailor custom strategies for each client. You will also have access to partner companies that will provide you with additional resources, such as ThinkHR and Zywave, etc.

Ultimately, we like to win and have a track record of doing it year-over-year. Many of the best brokers in the nation have chosen to call Cottingham & Butler home and have built careers unlike anything in the industry. Here is a link to a highlight video from one of our National Sales Celebration Event.

Pay & Benefits

  • Full salary + bonus
  • Most Benefits start Day 1
    • Medical, Dental, Vision Insurance
    • Flex Spending or HSA
    • 401(k) with company match
    • Profit-Sharing/ Defined Contribution (1-year waiting period)
    • PTO/ Paid Holidays
    • Company-paid ST and LT Disability
    • Maternity Leave/ Parental Leave
    • Subsidized Parking
    • Company-paid Term Life/ Accidental Death Insurance

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 | LinkedIn | Facebook

Vacancy posted 15 days ago
Similar jobs that could be interesting for youBased on the Experienced Sales Executive - Employee Benefits in Des Plaines, IL vacancy
  •  ...results. We are currently adding experienced transportation producers. Joining our sales team will allow you access to...  ...Events: Full salary + bonus Most Benefits start Day 1 Flex Spending or HSA...  ...amazing career opportunities our employees want and deserve. This is why we... 
    Suggested
    For contractors

    Cottingham & Butler

    Des Plaines, IL
    4 days ago
  •  ...results.  We are currently adding experienced transportation producers. Joining our sales team will allow you access to...  ...Celebration Events: Pay & Benefits ~ Full salary + bonus ~ Most...  ...amazing career opportunities our employees want and deserve. This is why we... 
    Suggested
    For contractors

    Cottingham & Butler

    Des Plaines, IL
    15 days ago
  •  ...Job Description Job Description Regional Sales Leader, Employee Benefits Location: Des Plaines, Illinois Cottingham & Butler is seeking...  ...business through hiring, managing, and developing sales executives. Attend sales calls to assist in closing deals and build... 
    Suggested
    Work at office

    Cottingham & Butler

    Des Plaines, IL
    15 days ago
  • $5,000 per month

     ...environment that strategically positions our employees for longevity and success. At HUB, we...  ...you with competitive and flexible benefits options that are rooted in your current...  ...expectations. Interfacing with Account Executives, provides a high level of support to Producers... 
    Suggested
    Work at office
    Local area
    Flexible hours

    Squaremouth

    Des Plaines, IL
    1 day ago
  • $5,000 per month

     ...meets or exceeds expectations. Interfacing with Account Executives, provides a high level of support to Producers in obtaining,...  ...working as an Account Manager or Account Representative in the employee benefit arena ~ Strong ability to listen, discern, and prioritize... 
    Suggested
    Work at office
    Local area

    HUB International

    Des Plaines, IL
    1 day ago
  • $115k - $142k

    MST Insurance Solutions, Inc. in Schaumburg, IL seeks an experienced Account Executive. The ideal candidate will have over 7 years of experience in employee benefits, managing client relationships, and executing benefit strategies. Responsibilities include client onboarding... 

    MST Insurance Solutions, Inc.

    Schaumburg, IL
    5 days ago
  • $90k - $110k

     ...Regional Leader . This is an excellent opportunity for an experienced public accounting professional who wants strong client...  ...continued advancement. The position will focus primarily on employee benefit plan audits and privately held, for-profit clients , while... 
    Summer work
    Casual work
    Flexible hours

    Gables Search Group

    Northbrook, IL
    a month ago
  • Gallagher Benefit Services, a part of Gallagher, is seeking a seasoned client relationship professional in Rolling Meadows, IL. The role focuses on retaining and expanding a defined book of business, often working with a producer who generated substantial annual revenue... 

    Arthur J. Gallagher & Co. (AJG)

    Rolling Meadows, IL
    1 day ago
  • Introduction At Gallagher Benefit Services, you’re a trusted partner to organizations navigating...  ...Stewardship reviews, developing/executing strategic plans that will achieve our clients...  ...for Property & Casualty Insurance sales. Ability to travel up to 25%. Preferred:... 
    Local area

    Arthur J. Gallagher & Co. (AJG)

    Rolling Meadows, IL
    1 day ago
  • Gallagher Benefit Services is a trusted partner helping organizations navigate key people decisions, designing benefit strategies and wellbeing programs. This role focuses on retaining and expanding a defined client book of business, coordinating cross-functional teams,... 

    Gallagher

    Rolling Meadows, IL
    5 days ago
  • Gallagher Benefit Services in the United States is seeking a Senior Benefit Consultant to support client accounts with benefit strategies and programs. You’ll serve as the primary day-to-day contact, coordinate between clients and vendors, and lead renewals with proactive... 

    Arthur J. Gallagher & Co. (AJG)

    Rolling Meadows, IL
    3 days ago
  • $70k - $100k

     ...The Plexus Groupe is looking for candidates who dream big. We have an opening for a Client Manager within the Employee Benefits Practice at our Deer Park headquarters location, but candidates will also be considered for our Chicago office. Do you enjoy strategizing... 
    Full time
    Worldwide

    The Plexus Groupe

    Deer Park, IL
    a month ago
  • $20 - $28 per hour

    Employee Benefits & Health Insurance Agency - Elmhurst, IL Location: Elmhurst, IL (In-Office) Hours: 20-30 Hours Per Week; M-F btwn 9am - 5pm Pay: $20-$28 per hour, depending on experience Start Date: Summer 2026 Potential: Long-term position with growth opportunities... 
    Hourly pay
    Full time
    Part time
    Summer work
    Work at office
    Flexible hours

    CB Health Insurance

    Elmhurst, IL
    4 days ago
  • $5,000 per month

     ...environment that strategically positions our employees for longevity and success. At HUB, we...  ...you with competitive and flexible benefits options that are rooted in your current...  ...expectations. Interfacing with Account Executives, provides a high level of support to Producers... 
    Work at office
    Local area
    Flexible hours

    HUB International

    Deerfield, IL
    1 day ago
  • Introduction At Gallagher Benefit Services, you’re a trusted partner...  .... Overview The Account Executive is accountable for expanding...  ...business and actively driving the sale of additional services...  ...work. Gallagher embraces our employees’ diverse identities, experiences... 
    Full time
    Live out
    Work at office
    Local area
    Flexible hours

    Arthur J. Gallagher & Co. (AJG)

    Rolling Meadows, IL
    2 days ago
  •  ...a position open for Account Executive in our Schaumburg, IL office....  ...development and execution of client benefit strategy.Knowledge of self-...  ...benefit programs.Develop sales or cross-selling opportunities...  ...of 7 or more years of employee benefits-related experience and... 

    MST Insurance Solutions, Inc

    Schaumburg, IL
    23 days ago
  • $63.09k - $117.5k

     ...Marsh McLennan Agency Midwest Marsh McLennan Agency’s Midwest Region is a full-service brokerage providing business insurance, employee benefits, private client insurance, and retirement services to businesses and individuals across the country. MMA Midwest is... 
    Work at office
    Work from home

    Marsh McLennan Agency

    Schaumburg, IL
    5 days ago
  • $55k - $75k

     ...for a Client Coordinator within our   Employee Benefits Practice in our Deer Park, IL office....  ...assists the Client Manager and Client Executive with client questions,  proposals,  marketing, rate spreadsheeting, sales and service support including claims resolution... 
    Full time
    Zero hours contract
    Work at office
    Worldwide
    Monday to Friday

    The Plexus Groupe

    Deer Park, IL
    18 days ago
  • $21 per hour

     ...Description Job Description Job Title: Employee Relations Specialist (Entry Level)...  ...Monday–Friday, 40 hours/week; 100% onsite Benefits: This position is eligible for medical,...  ...and HR compliance. Opportunity to work closely with experienced HR professionals.... 
    Permanent employment
    Contract work
    Monday to Friday

    Addison Group

    Niles, IL
    17 days ago
  • $50k - $100k

     ...we continue to grow, were looking for an experienced, enthusiastic salesperson to join our...  ...McGrath Kia, we believe in a low-pressure sales environment where our customers feel valued...  ...in, explaining key features and benefits. Guide Financing Options: Assist customers... 
    Full time
    Local area

    McGrath Arlington Kia

    Palatine, IL
    2 days ago
  •  ...Job Description Job Description We are seeking an experienced Bilingual Service Sales Representative to join our team. The ideal candidate is fluent...  ...where achievements are recognized and rewarded. Benefits Paid Time Off (PTO)###Flexible Schedule###Dental... 
    Work at office
    Flexible hours

    Leticia Herrera Agency/American Family Insurance

    Addison, IL
    17 days ago
  •  ...support and act as the primary HR contact for newly acquired employees. The role operates in a hybrid setting with company-provided equipment...  ...records in Oracle HR systems, and supporting HR policies and benefits questions. #J-18808-Ljbffr Arthur J. Gallagher & Co.

    Arthur J. Gallagher & Co.

    Rolling Meadows, IL
    4 days ago
  •  ...a reliable and detail‑oriented Warehouse Employee to join our team in Wood Dale, IL. In this...  ...standards. Coordinate with logistics, sales, and service teams to ensure timely order...  ...aptitude and familiarity with parts handling. Benefits Health, Dental & Vision Insurance -... 
    Worldwide
    Weekend work
    Afternoon shift

    Cargo Floor

    Wood Dale, IL
    4 days ago
  • $69k

     ...Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This...  ...with stock options Comprehensive benefits package including medical, dental, and prescription...  ...Ongoing training and mentorship from experienced managers High-quality leads... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    Prospect Heights, IL
    15 hours ago
  • IntroductionAt Gallagher Benefit Services, you’re a trusted partner...  ....OverviewThe Account Executive is accountable for expanding...  ...business and actively driving the sale of additional servicesSupporting...  ...work. Gallagher embraces our employees’ diverse identities, experiences... 
    Full time
    Live out
    Work at office
    Local area
    Flexible hours

    Arthur J. Gallagher & Co.

    Rolling Meadows, IL
    16 hours ago
  •  ...support for our community. We are currently looking for an Experienced Insurance Service Sales Specialist who is fluent in Spanish to join our tight-...  ...Insurance systems is highly valued but not required Benefits Flexible Schedule###Dental Insurance###Vision Insurance###Mon... 
    Full time
    Work at office
    Flexible hours

    Leticia Herrera Agency/American Family Insurance

    Addison, IL
    19 days ago
  •  .... May be asked to assist with technology hardware or software support as needed. Collaborate with other Campus Technology Student Employees on projects. May be asked to test or give feedback on software or services from a student perspective. Department Name : Information... 
    Work at office
    Monday to Friday

    Oakton College

    Des Plaines, IL
    17 days ago
  •  ...Job Description Job Description Overview : The Student Life and Campus Inclusion Student Employee will provide customer service and administrative support to students, employees, and visitors requesting assistance and/or additional guidance. Students in this role... 
    Summer work
    Work at office
    Flexible hours
    Afternoon shift

    Oakton College

    Des Plaines, IL
    a month ago
  • $63.29k - $98.64k

     ...Actuator Division is looking for a Technical Sales Rep . The position will be located at...  ...to engineer a better tomorrow. Pay, Benefits, Work Schedule Competitive...  ...opportunities for all job applicants and employees. Employment decisions are based upon job... 
    Permanent employment
    Temporary work
    For contractors
    Work at office
    Immediate start

    Parker Hannifin Corporation

    Des Plaines, IL
    3 days ago
  •  ...Job Description Job Description Overview: The Enrollment Center Student Employee will provide customer service primarily via phone to students, parents, and community members who visit/contact the Enrollment Center by providing general information about the enrollment... 
    Summer work
    Work at office

    Oakton College

    Des Plaines, IL
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Experienced Sales Executive - Employee Benefits. Be the first to apply!