Cross Insurance

Employee Benefits Senior Account Manager

Cross Insurance  •  $100k/yr  •  Shelton, CT (Hybrid)  •  9 days ago
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Job Description

The Cross Family of Agencies welcomes you. We need your talent and expertise.

We are seeking an experienced and strategically minded Senior Account Manager specializing in Employee Benefits and Health Insurance. In this role, you will serve as the primary strategic partner and trusted advisor to our mid-to-large-market corporate clients.

Unlike an entry-level service role, the Senior Account Manager owns the overall retention, satisfaction, and strategic direction of a dedicated book of business. You will lead the annual renewal process, analyze financial data, navigate complex compliance landscapes, and work closely with Producers to deliver high-touch, consultative service that keeps our clients ahead of the curve.

Key Responsibilities

  • Strategic Client Management: Act as the primary point of contact for a book of sophisticated corporate clients, building deep relationships with HR Directors, CFOs, and executives to understand and support their long-term business goals.
  • Renewal & Marketing Strategy: Lead the annual renewal process from start to finish. This includes gathering census data, analyzing carrier underwriting renewals, preparing requests for proposals (RFPs), negotiating with insurance carriers for optimal rates, and presenting comprehensive options to clients.
  • Financial & Data Analysis: Review and interpret monthly claims reports, utilization data, and financial metrics to identify cost drivers and proactively recommend plan design changes, wellness initiatives, or alternative funding mechanisms (e.g., self-funded or level-funded strategies).
  • Compliance & Regulatory Guidance: Keep clients fully informed and compliant with evolving federal and state laws, including ACA reporting, ERISA, COBRA, HIPAA, and FMLA.
  • Open Enrollment Leadership: Oversee the implementation of new plans and changes. Coordinate and lead open enrollment meetings (virtual and in-person), design employee communication materials, and ensure a smooth enrollment experience.
  • Mentorship & Team Collaboration: Partner seamlessly with the Sales/Producer team on new business and renewals. Provide guidance, mentorship, and support to junior account managers and administrative coordinators within the department.

Qualifications & Skills

Experience & Education

  • Experience: Minimum of 5–7 years of experience in employee benefits account management, preferably within a commercial insurance brokerage or consulting firm.
  • Licensing: Active Life and Health Insurance License is required
  • Education: Bachelor’s degree in Business, Human Resources, Finance, or a related field preferred. Professional designations (e.g., REBC, CEBS, GBA) are a major plus.

Core Competencies

  • Advanced Benefits Knowledge: Deep understanding of group health insurance products (HMO, PPO, HDHP), funding vehicles (fully-insured, level-funded, self-insured), ancillary benefits, and pharmacy benefit managers (PBMs).
  • Consultative Problem Solver: Ability to look at complex problems and data sets, identify the root issue, and formulate creative plan-design solutions for clients.
  • Project Management & Organization: Superior organizational skills with the ability to manage multiple complex renewals and client deadlines simultaneously under minimal supervision.
  • Communication Mastery: Exceptional presentation, writing, and interpersonal skills. Comfortable discussing complex financial and regulatory topics with C-suite executives.
  • Technical Proficiency: Mastery of benefits administration systems, agency management software (e.g., Employee Navigator, Vertafore/AMS363, Applied), and advanced Excel skills (VLOOKUPs, Pivot Tables).

What We Offer

  • Compensation: The base salary range for this role is $100,000–$120,000 annually.. Actual compensation will be based on factors including location, skills, experience, and internal equity. Cross Insurance offers a comprehensive benefits package including medical, dental, vision, 401(k) with match, paid time off, and more.
  • Work Flexibility: Opportunities for hybrid or flexible work schedules.
  • Professional Development: Financial support for continuing education, licensing, and industry certifications.

Compensation: The base salary range for this role is $100,000–$125,000 annually. Actual compensation will be based on factors including location, skills, experience, and internal equity. Cross Insurance offers a comprehensive benefits package including medical, dental, vision, 401(k) with match, paid time off, and more.

Cross Insurance

About Cross Insurance

Cross Insurance is a family owned insurance agency with over 40 branches throughout the Northeast. Established at the kitchen table of Woodrow Cross in 1954, today we have become one of New England’s largest independent insurance intermediaries. In 2023 and 2024 we were named the 2nd Largest Insurance Broker in Massachusetts. Since our founding, we have successfully acquired over 150 operations, increasing our footprint on the Northeast. With over 1,100 employees and counting, our experienced team is ready to provide insurance options for you.

- 27th Largest Broker of U. S. Business, Per Business Insurance report ’20

- 2nd Largest Insurance Broker in Massachusetts, per Boston Business Journal ’22, '23, and '24

- Official Insurance Broker of the New England Patriots, Gillette Stadium, the Boston Bruins, the Boston Red Sox, and New England Revolution

Four generations later, Cross Insurance is still family owned and operated. Cross Insurance is headquartered in Bangor, Maine.

Industry
Finance & Insurance
Company Size
501-1,000 employees
Headquarters
Bangor, ME
Year Founded
1954
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