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 Executive Assistant 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 a hybrid position; 2 or 3 days in-office per week.
Responsibilities:
Manage complex calendars for senior leaders, including internal and external meetings, region-wide events with marketing, and ad hoc requests from Managing Director
Screen, prioritize, and respond to select carrier correspondence (email, phone, mail) on behalf of leadership team
Prepare and edit high-quality documents, presentations, and reports for client-facing and internal use
Manage supply levels for presentation materials, assembling proposals, and overseeing the full proposal process including printing and binding of materials for associates as needed
Draft executive communications, meeting agendas, and follow-up correspondence
Serve as a central point of contact liaison for internal teams, clients, and national operations resources as applicable
Coordinate logistics for client events, open enrollment meetings, and run point for firm events
Heavy emphasis on full spectrum of event coordination for periodic firm events. Additional responsibilities should include party planning, event coordination, and tasks such as managing the annual holiday gift card mail merge and coordinating the recipient list.
Manage office supply inventory and requests for the Canton office in coordination with national operations resources
Inventory and distribution management of Hilb swag in collaboration with corporate marketing resource
Conduct research on benefits industry trends, carrier options, and regulatory updates as directed
Coordinate cross-departmental projects and action items, ensuring follow-through on deliverables
Serve as liaison for onboarding new hires in conjunction with hiring manager and corporate resources
Qualifications:
3+ years of executive assistant or administrative experience, preferably in financial services, insurance, or a professional services firm
Exceptional organizational and time management skills with the ability to manage multiple priorities simultaneously
Proficiency in Microsoft Office Suite (Copilot, Outlook, Word, Excel, PowerPoint)
Outstanding written and verbal communication skills with a professional, polished demeanor
Strong attention to detail and commitment to accuracy, especially with sensitive client and compliance information
Proven ability to exercise discretion and maintain confidentiality
Self-starter who can work independently in a remote environment and collaboratively on in-office days
Knowledge of relevant platforms including BenefitPoint, Salesforce and PowerBi (preferred but not required)
Associate's or Bachelor's degree in Business Administration, Communications, or a related field preferred
Travel may be required to fulfill the requirements of this position
Benefits:
Compensation: Salary of $55,000 to $65,000 annually; depending on experience
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
- 3+ years of executive assistant or administrative experience
- Proficiency in Microsoft Office Suite (Copilot, Outlook, Word, Excel, PowerPoint)
- Exceptional organizational and time management skills
- Outstanding written and verbal communication skills with a professional demeanor
- Strong attention to detail and commitment to accuracy with sensitive client and compliance information
- Proven ability to exercise discretion and maintain confidentiality
- Self-starter who can work independently and collaboratively in a hybrid environment
- Knowledge of BenefitPoint
- Knowledge of Salesforce
- Knowledge of PowerBi
- Associate's or Bachelor's degree in Business Administration, Communications, or related field
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.








