Service Director, Employee Benefits – Small Group

Hilb Group; Canton (MA); Hybrid; USD 176,000 - 215,000; Full time

Benefits offered by this job

Company Paid Life Insurance

Long-Term Disability

Short-Term Disability

Medical, Dental, Vision

FSA/HSA plans

401(k) with company match

Generous PTO

Voluntary benefits including Critical-

Accident Insurance

Hospital Indemnity

Supplemental Life Insurance

Legal and Identity Protection

Pet benefits

Job summary

The Hilb Group, LLC in Canton, MA is seeking a Service Director, Employee Benefits – Small Group to lead our client service teams and ensure delivery excellence across the region. This is a hybrid position reporting to agency leadership and coordinating with multiple offices in MA, CT, and RI.

You will develop and execute service strategies aligned with growth, establish scalable workflows, mentor senior consultants and account managers, partner with sales to support new business onboarding, and

Qualifications

• 10+ years of progressive experience in Employee Benefits brokerage or consulting.
• 6+ years in a service leadership or operational management role.
• Deep knowledge of employee benefits products, funding arrangements, compliance requirements, and carrier markets.
• Proven ability to lead and scale service teams in a growth-oriented environment.

Responsibilities

• Develop and execute a service strategy aligned with growth objectives and revenue targets.
• Establish and maintain service delivery models, workflows, and standards.
• Serve as the senior service leader and escalation point for complex client or carrier issues.
• Partner with the Managing Director to drive profitability through efficient resource utilization.
• Ensure high-quality service delivery across applicable client segments.
• Lead, mentor, and develop a high-performing team of service leaders and account staff.

Skills

Leadership

Communication

Organizational skills

Problem-solving

Education

Bachelor's degree

Advanced degree or CEBS/RHU

Job description

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 Service Director, Employee Benefits – Small Group to join our team. This position will report to our agency located in Canton, MA, Mansfield, MA, Farmington, CT or Cranston, RI. 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.

Responsibilities:

• Develop and execute a service strategy aligned with firm growth objectives, client segmentation, and revenue targets.
• Establish and maintain service delivery models, workflows, and standards to support scalable growth.
• Serve as the senior service leader and escalation point for complex client or carrier issues.
• Partner with the Managing Director to drive profitability through efficient resource utilization and operational discipline.
• Ensure consistent, high-quality service delivery across applicable client segment(s).
• Oversee Roadmap process delivery and execution Segment-wide.
• Act as executive sponsor on select strategic accounts to ensure satisfaction, retention, and expansion.
• Monitor client satisfaction, retention metrics, and service KPIs to identify risks and improvement opportunities.
• Lead, mentor, and develop a high-performing team of service leaders, consultants’/account executives, account managers, and support staff.
• Foster a culture of accountability, collaboration, continuous improvement, and client-first mindset.
• Recruit, onboard, and retain top service talent; support succession planning and career pathing.
• Establish training standards and professional development programs to enhance technical and consultative capabilities.
• Serve as a strategic partner to the Sales Director to support new business onboarding, transitions, and integration.
• Align service resources to support sales growth while protecting service quality andclient experience.
• Provide service input on prospect strategies, capabilities, and resource planning.
• Support retention and cross-sell initiatives through proactive service leadership
• Establish and enforce service standards, quality control, and best practices across theservice organization.
• Partner with compliance, data analytics, finance, and operations teams to ensure adherence to regulatory and internal requirements
• Optimize workflows, service models (Roadmap), and utilization through process
• improvement and effective use of technology.
• Leverage reporting and analytics to manage capacity, forecast needs, and improve performance
• Maintain strong strategic relationships with carriers and vendor partners.
• Ensure service teams are leveraging carrier markets effectively and consistently.
• Stay informed on market trends, carrier changes, and regulatory developmentsimpacting service delivery.

Qualifications:

• Certification: L&H license
• Bachelor’s degree required; advanced degree or industry designations (CEBS, RHU, etc.) preferred.
• 10+ years of progressive experience in Employee Benefits brokerage or consulting, with 6+years in a service leadership or operational management role.
• Deep knowledge of employee benefits products, funding arrangements, compliancerequirements, and carrier markets.
• Proven ability to lead and scale service teams in a growth-oriented environment.
• Strong operational, organizational, and problem-solving skills.
• Exceptional communication and leadership capabilities with both internal teams and external clients.
• Experience partnering closely with sales leadership to support growth and retention.
• Travel and overtime may be required to fulfill the requirements of this position.

Benefits:

• 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!

Compensation:

• $195,000/yr. with bonus potential.

#LI-DNP

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.