Senior Account Executive

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

Position Summary Are you passionate about building long‑term client relationships and helping employers develop innovative employee benefits strategies? We are seeking an experienced Senior Client Executive to serve as the strategic advisor and primary relationship manager for our key employee benefits clients. In this role, you will oversee all aspects of your client relationships, from strategic planning and annual renewals to day‑to‑day service coordination and vendor management.

You will work closely with clients, insurance carriers, and internal teams to deliver exceptional service while helping organizations maximize the value of their employee benefits programs.

• Serve as the primary strategic advisor and relationship manager for a portfolio of large and complex employee benefits clients.
• Build and maintain trusted relationships with business owners, executives, HR professionals, and finance leaders.
• Lead annual renewal strategy, carrier negotiations, financial reviews, and executive presentations.
• Coordinate all aspects of client service, ensuring timely, accurate, and proactive support.
• Advise clients on employee benefits strategy, funding arrangements, compliance, wellness initiatives, pharmacy strategies, and cost containment solutions.
• Analyze claims experience, financial reports, and utilization trends to develop meaningful recommendations that support clients' business objectives.
• Partner with Producers, Account Managers, Analysts, Compliance Specialists, and carrier partners to deliver a seamless client experience.
• Lead implementations, carrier transitions, open enrollment planning, and major client initiatives.
• Identify opportunities to strengthen client relationships, improve benefit programs, and support organic account growth.
• Mentor Account Managers and junior team members while fostering collaboration and continuous improvement across the department.

• Bachelor's Degree required.
• Minimum of 7 years of employee benefits experience within an insurance agency, consulting firm, or insurance carrier.
• Active Life and Health Insurance License.
• Strong knowledge of fully insured level‑funded, self‑funded, and alternative funding strategies.
• Excellent communication, presentation, relationship management, and consulting skills.
• Strong analytical, financial, and problem‑solving abilities.
• Proven ability to manage multiple priorities while delivering exceptional client experience.

You are a strategic thinker who enjoys partnering with clients to solve complex challenges. You have a passion for building lasting relationships, leading client initiatives, and delivering exceptional service. You are collaborative, accountable, and driven to help clients make informed decisions that improve their employee benefits programs.

We believe our people are our greatest strength. Our team is built on collaboration, innovation, integrity, and a commitment to delivering outstanding service. We offer opportunities for professional growth, meaningful client relationships, and the ability to make a measurable impact on the organizations and employees we serve.

From starting at the kitchen table of Woodrow Cross, to becoming one of the largest insurance providers in New England, we’ve grown rapidly over the past 65 years. We’ve still held on to our core values of integrity, hard work, and dedication, and are still privately held. Our offices inspire a culture of community by supporting causes they stand behind. From fundraising for local food banks, to volunteering at after school programs, we’re proud of the many ways our offices find to give back.

Initiatives vary from branch to branch to better serve the individual communities they are located in.