Entry-Level Sales Representative - Great American Employer Health Solutions

Great American Insurance Group; Boston (MA); Remote; USD 59,000 - 72,000; Full time

Benefits offered by this job

Medical, dental, vision coverage

401(k) with company match

Paid time off & holidays

Commuter benefits

Employee stock purchase plan

Job summary

Great American Employer Health Solutions is seeking an Entry-Level Sales Representative to join our growing team. This developmental role offers hands-on training and mentorship to build a long-term career in insurance sales, with exposure to underwriting and broker relationships.

The candidate will work with experienced professionals, gain experience across the sales cycle, and participate in training programs designed to prepare for advancement into a full Sales Representative role.

Qualifications

• Strong interpersonal, communication, and organizational skills.
• Ability to work independently while managing multiple priorities.
• Demonstrated work ethic, initiative, and willingness to learn.
• Comfortable building professional relationships and interacting with business leaders and insurance professionals.

Responsibilities

• Learn the Employer Health Solutions business and develop consultative sales skills.
• Review RFPs, analyze opportunities, and communicate underwriting considerations and eligibility requirements.
• Support the sales team with prospect and broker outreach, meeting coordination, and account management tasks.
• Participate in meetings with brokers, agencies, business owners, and prospective clients to gain exposure to the sales process.
• Progress through a structured training program to prepare you for advancement into a full Sales Representative role.

Skills

Interpersonal skills

Communication

Organizational skills

Independent work

Education

Bachelor's degree in Business, Marketing, Finance, Risk Management, Communications, or related field

Job description

Be Here. Be Great.

Working for a leader in the insurance industry means opportunity for you. Great American Insurance Group's member companies are subsidiaries of American Financial Group. We combine a \"small company\" culture where your ideas will be heard with \"big company\" expertise to help you succeed. With over 30 specialty and property and casualty operations, there are always opportunities here to learn and grow.

At Great American, we value and recognize the benefits derived when people with different backgrounds and experiences work together to achieve business results. Our goal is to create a workplace where all employees feel included, empowered, and enabled to perform at their best.This position is not eligible for employment visa sponsorship. Applicants must be authorized to work in the United States without the need for current or future sponsorship.

Great American Employer Heath Solutions blends financial strength with forward-thinking underwriting. By leveraging advanced underwriting techniques and adaptable program structures, Great American Employer Health Solutions delivers premium healthcare coverage tailored for small businesses. Their offerings include Level Funded health programs and medical stop loss, with a specialized focus on employer groups with fewer than 100 enrolled employees.

Great American Employer Health Solutions is hiring an Entry-Level Sales Representative! We are seeking a motivated, career-driven Entry-Level Sales Representative to join our growing team. This role is designed as a developmental opportunity for individuals who are eager to build a long-term career in insurance sales. Through hands-on training and mentorship, you will work alongside experienced sales professionals, gain exposure to underwriting and broker relationships, and learn the business from the ground up.

The candidate considered for this role can work fully remote within the continental United States.

Essential Job Functions & Responsibilities

• Partner with experienced sales representatives to learn the Employer Health Solutions business and develop consultative sales skills.
• Review and process Requests for Proposal (RFPs), analyze opportunities, and communicate with brokers regarding underwriting considerations and eligibility requirements.
• Support the sales team with prospect and broker outreach, meeting coordination, follow-up activities, and account management tasks.
• Participate in meetings with insurance brokers, agencies, business owners, and prospective clients to gain exposure to the sales process.
• Build knowledge of Medical Stop Loss and Level Funded Health Plans through structured training and on-the-job experience.
• Develop an understanding of underwriting guidelines, healthcare insurance products, and market dynamics.
• Attend industry conferences, broker events, and training programs to expand industry knowledge and relationships.
• Maintain accurate activity records and assist with sales reporting, CRM updates, and pipeline management.
• Collaborate with underwriting and internal business partners to support new business opportunities.
• Progress through a structured training program designed to prepare you for advancement into a full Sales Representative role.

Job Qualifications

• Bachelor's degree in Business, Marketing, Finance, Risk Management, Communications, or a related field.
• Strong interpersonal, communication, and organizational skills.
• Ability to work independently while managing multiple priorities.
• Demonstrated work ethic, initiative, and willingness to learn.
• Comfortable building professional relationships and interacting with business leaders and insurance professionals.

Preferred Qualifications

• Internship, part-time work, customer-facing experience, sales experience, athletics, leadership involvement, or other experiences demonstrating drive and competitiveness.
• Interest in sales, insurance, employee benefits, healthcare, or business development.
• Exposure to insurance, healthcare benefits, underwriting, or financial services is helpful but not required.

This job is non-exempt in California and Washington.

Business Unit: Great American Employer Health Solutions

Salary Range: $65,000.00 -$65,000.00

Benefits:

• We offer competitive benefits packages for full-time and part-time employees*
• Full-time employees have access to medical, dental, and vision coverage, wellness plans, parental leave, adoption assistance, and tuition reimbursement.
• Full-time and eligible part-time employees also enjoy Paid Time Off and paid holidays, a 401(k) plan with company match, an employee stock purchase plan, and commuter benefits.
• Compensation varies by role, level, and location and is influenced by skills, experience, and business needs.
• Your recruiter will provide details about benefits and specific compensation ranges during the hiring process. Learn more at
• *Excludes seasonal employees and interns.