Experienced Sales Executive - Employee Benefits Job at Cottingham & Butler (Des Plaines)

Experienced Sales Executive - Employee Benefits

We are seeking an experienced Employee Benefits Insurance Broker. Join a Winning...

Location

United States , Dubuque

Salary:

Not provided

Cottingham & Butler

Expiration Date

Until further notice

Requirements

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
At least 3 years' experience of B2B sales in the employee benefits space

Job Responsibility

Providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs

What we offer

Full salary + bonus
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

Experienced Sales Executive - Employee Benefits

We are seeking an experienced Employee Benefits Insurance Broker. Join a Winning...

Location

United States , Dallas

Salary:

Not provided

Cottingham & Butler

Expiration Date

Until further notice

Requirements

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
At least 3 years' experience of B2B sales in the employee benefits space

Job Responsibility

Providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs

What we offer

Full salary + bonus
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

Experienced Sales Executive - Employee Benefits

We are seeking an experienced Employee Benefits Insurance Broker. Join a Winning...

Location

United States , Appleton

Salary:

Not provided

Cottingham & Butler

Expiration Date

Until further notice

Requirements

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
At least 3 years' experience of B2B sales in the employee benefits space

Job Responsibility

Providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs

What we offer

Full salary + bonus
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

Experienced Sales Executive - Employee Benefits

We are seeking an experienced Employee Benefits Insurance Broker. Join a Winning...

Location

United States , Des Moines

Salary:

Not provided

Cottingham & Butler

Expiration Date

Until further notice

Requirements

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
At least 3 years' experience of B2B sales in the employee benefits space

Job Responsibility

Providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs

What we offer

Full salary + bonus
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

Experienced Sales Executive - Employee Benefits

We are seeking an experienced Employee Benefits Insurance Broker. Join a Winning...

Location

United States , Madison, Wisconsin

Salary:

Not provided

Cottingham & Butler

Expiration Date

Until further notice

Requirements

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
At least 3 years' experience of B2B sales in the employee benefits space

Job Responsibility

Providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs

What we offer

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
Full salary + bonus

Experienced Sales Executive - Employee Benefits

We are seeking an experienced Employee Benefits Insurance Broker. Join a Winning...

Location

Salary:

Not provided

Cottingham & Butler

Expiration Date

Until further notice

Requirements

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
At least 3 years' experience in the employee benefits space
Active Life/Health insurance license

Job Responsibility

Providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs

What we offer

Full salary + bonus
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

Fulltime

Experienced Employee Benefits Producer

The Experienced Employee Benefits Producer is responsible for promoting and exec...

Location

United States , Oak Brook

Salary:

175000.00 - 250000.00 USD / Year

Brown & Brown UK

Expiration Date

Until further notice

Requirements

Active Life & Health Insurance License
Proven experience in the insurance industry with a strong focus on Employee Benefits preferred
Associate or Bachelor’s degree preferred
equivalent professional experience considered
Demonstrated expertise in CRM platforms, with Microsoft Dynamics experience strongly preferred
Proficiency with Microsoft Office tools (Outlook, Excel, Word, PowerPoint) and insurance sales/service management systems
Strong consultative selling skills, business acumen, and the ability to communicate complex concepts clearly to clients
Willingness to travel for client meetings, conferences, and networking events as needed
Must maintain an acceptable driving record and minimum insurance requirements

Job Responsibility

Partner with the Office Leader and Sales Leader to develop and execute marketing strategies aligned with business planning objectives
Drive new business development through proactive prospecting efforts, including calls, emails, in-person meetings, networking events, and other creative pipeline-building activities
Fully utilize Microsoft Dynamics CRM for all sales activity, pipeline management, and client communications to ensure accurate and timely reporting
Conduct annual stewardship meetings with clients, providing experience analysis, policy reviews, and strategic benefit recommendations
Maintain direct client relationships with key accounts and prospects to ensure superior customer service and retention
Collaborate with Account Managers/Executives and Marketing Coordinators for seamless placement of new and renewal business
Interpret, analyze, negotiate, and recommend insurance coverage solutions tailored to each client’s needs and risk profile
Stay current on industry trends, emerging products, carrier capabilities, and evolving employee benefit needs
Deepen specialization in specific industries or markets through networking, training, and professional development opportunities
Mentor and support new Producers as directed by the Sales Leader or Office Leader, sharing best practices for business development and client management

What we offer

Health Benefits: Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance
Financial Benefits: ESPP
401k
Student Loan Assistance
Tuition Reimbursement
Mental Health & Wellness: Free Mental Health & Enhanced Advocacy Services
Beyond Benefits: Paid Time Off, Holidays, Preferred Partner Discounts and more

Fulltime

Human Resource Executive

We seek an energetic, hands-on HR Executive who will own all HR responsibilities...

Location

United States , Edgewood

Salary:

Not provided

Robert Half

Expiration Date

Until further notice

Requirements

Bachelor’s degree in Human Resources, Business Administration, or related field (required)
Minimum 5 years progressive HR experience, with direct HR management of 100+ employees including manufacturing, hourly, and sales staff
Demonstrated ability to create and scale HR infrastructure to enable growth and revenue improvement
Expertise in payroll, compensation, and benefits administration
Strategic mindset with experience partnering with leadership to drive company revenue
Extroverted, proactive leader who thrives in high-volume, fast-moving environments
Experienced in developing and implementing retention and incentive strategies that boost employee productivity and revenue
Confident, visible communicator, comfortable giving senior leadership honest, actionable feedback
Solution-oriented, creative, and comfortable challenging the status quo when it benefits the business

Job Responsibility

Design and establish HR policies, employee handbook, vacation/time-off structure, expense reporting, and HR best practices
Build and lead the HR department, onboarding, payroll, compensation, and benefits
Advise executive leaders and managers, attending board meetings and recommending actionable changes that drive performance and profitability
Support company growth strategies by developing retention, incentive, and engagement programs that positively impact revenue
Partner with sales and operational managers to align people strategies to business objectives and support revenue-generating teams
Develop and manage employee relations initiatives, creating a happy, engaged workforce that contributes to business growth
Proactively walk the floor, serve as a visible leader, and foster a positive work environment
Review and refine organizational structures to enable scalable growth, productivity, and margin improvement
Identify opportunities to optimize processes, break ineffective rules, and implement solutions that drive results
Analyze headcount, turnover, and retention data, recommending improvements aligned with growth and revenue targets

What we offer

medical
vision
dental
life and disability insurance
company 401(k) plan

Select Country

Experienced Sales Executive - Employee Benefits

Cottingham & Butler

Location:
United States , Des Plaines

Category:
Sales

Contract Type:
Not provided

Salary:

Job Description:

Job Responsibility:

Requirements:

Additional Information:

Job Posted:
February 17, 2026

Looking for more opportunities? Search for other job offers that match your skills and interests.

Similar Jobs for Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Employee Benefits Producer

Human Resource Executive

Our AI answers in your language

Experienced Sales Executive - Employee Benefits

Cottingham & Butler

Location:United States , Des Plaines

Category:Sales

Contract Type:Not provided

Salary:

Job Description:

Job Responsibility:

Requirements:

Additional Information:

Job Posted:February 17, 2026

Looking for more opportunities? Search for other job offers that match your skills and interests.

Similar Jobs for Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Sales Executive - Employee Benefits

Experienced Employee Benefits Producer

Human Resource Executive

Location:
United States , Des Plaines

Category:
Sales

Contract Type:
Not provided

Job Posted:
February 17, 2026