Grow With Us! At Hilb Group, we recognize that our associates are our greatest asset. We promote a service-driven culture of high performance that encourages career and professional development. The Hilb Group is currently seeking a motivated and ambitious Employee Benefits Account Executive to join our team. This position will report to our agency located in Canton, MA. The ideal candidate will be motivated to succeed, is well organized, able to prioritize, and able to work well with a team. This is an in-office position.
Responsibilities:
Develop and implement benefit strategies that are both innovative and compliant, leveraging creative thinking to address client needs
Partner with producers to lead client meetings, presentations, and onboarding of new clients
Actively participate in strategic discussions, providing out-of-the-box solutions and consulting expertise to enhance clients’ benefit programs
Manage benefit program implementations and oversee annual renewal processes
Define and execute strategies to maintain ACA compliance and expand consulting services
Develop and maintain annual planning calendars for assigned clients, ensuring deadlines are met with precision
Provide guidance, training, and mentorship to Account Managers and Client Care Specialists
Encourage innovative thinking within the team to solve client challenges effectively
Delegate tasks efficiently, ensuring proper training and onboarding of junior staff
Act as the primary escalation point for client concerns, resolving issues with innovative and strategic approaches
Assist clients with benefit plan design, open enrollment tools, and long-term strategy development
Collaborate with benefit carriers to craft solutions aligned with client goals and regulatory standards
Oversee client compliance with regulations such as ACA, DOL audits, and PCORI reporting
Stay updated on compliance, benchmarking, reporting, and analytics to provide cutting-edge solutions
Create and review client-focused messaging strategies and benefits-related communication content
Represent the company at market meetings, client functions, industry seminars, and training programs
Qualifications:
High school diploma required; college coursework preferred
Life and Health (L&H) license required
5+ years of experience in a carrier or broker-related environment
Exceptional creative thinking and problem-solving skills
Strong organizational, prioritization, and multitasking abilities
Detail-oriented with excellent decision-making and analytical capabilities
Outstanding verbal and written communication skills
Proven ability to build and maintain strong client relationships
Effective in both independent and team-oriented work environments
Expertise in project management and delivering strategic outcomes
Proficiency in Microsoft Office Suite
Willingness to travel, including overnight trips
Flexibility to conduct after-hours meetings as needed
Benefits:
Compensation: $120,000/yr.
Company Paid Life Insurance, Long-Term and Short-Term Disability.
Medical, Dental, Vision and FSA/HSA plans.
401(k) with company match.
Additional voluntary benefits including Critical Illness, Accident Insurance, Hospital Indemnity and Supplemental Life Insurance, Legal and Identity Protection, and Pet benefits.
Generous PTO.
An awesome team of professionals!
The Hilb Group is an equal opportunity employer, and we actively support and comply with all applicable federal, state, and local laws prohibiting all forms of discrimination in employment. Additionally, we have a zero-tolerance policy for all forms of harassment in violation of federal, state, and local laws.
Skills Required
- High school diploma
- College coursework
- Life and Health (L&H) license
- 5+ years experience in a carrier or broker-related environment
- Creative thinking and problem-solving skills
- Strong organizational, prioritization, and multitasking abilities
- Detail-oriented with decision-making and analytical capabilities
- Outstanding verbal and written communication skills
- Proven ability to build and maintain strong client relationships
- Ability to work independently and in teams
- Expertise in project management and delivering strategic outcomes
- Proficiency in Microsoft Office Suite
- Willingness to travel, including overnight trips
- Flexibility to conduct after-hours meetings
Hilb Group Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Hilb Group and has not been reviewed or approved by Hilb Group.
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Strong & Reliable Incentives — Base pay and commission compare favorably to nearby agencies or prior employers in certain markets and roles.
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Retirement Support — The 401(k) program is frequently praised, with the match described as good.
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Wellbeing & Lifestyle Benefits — Work-from-home flexibility consistently stands out as a top perk and is often highlighted as part of the overall package.
Hilb Group Insights
What We Do
Partners Together - Endless Possibilities Hilb Group provides the resources of a big insurance broker and the attentive, personal service of a small agency. Our people are our greatest strength. Our values of trust, passion, integrity and growth drive our actions to benefit every client. Managing Risk Your risk profile doesn’t matter – Hilb paints a very wide portrait. We have more than 30 industry specialties, which gives our clients and brokers a unique advantage. We form enduring partnerships to get the best results every time, and work with the top insurers to provide a huge range of high-quality choices, matched exactly to your needs. About Hilb Group Founded in 2009, Hilb Group is a Top 25 middle market independent insurance broker. Hilb Group offers expertise in property & casualty, employee benefits, and retirement services to business and individuals throughout the nation.






