H

Hilb Group

Nationwide personal and commercial insurance brokerage

Benefit Analyst

Full-TimeUpdated on 10/23/2026
No salary listed
Junior
Bachelor's
Mansfield, MA, USA+4 moreMore locations: Southborough, MA, USA | Cranston, RI, USA | Farmington, CT, USA | Canton, MA, USA
HybridHybrid position; reports to an agency in one of the listed locations.
InsuranceInsurance Sales & Agency

About the job

Requirements
  • A bachelor's degree in Business, Human Resources, Finance, or a related field is preferred.
  • At least one year of experience in employee benefits analysis or consulting is required.
  • Deep knowledge of benefits compliance, plan design, and renewal processes is required.
  • Experience working with insurance carriers, third-party administrators, and vendor contracts is required.
  • Advanced Excel skills and experience with SharePoint or similar document management tools are required.
  • Exceptional attention to detail and commitment to accuracy are preferred.
  • Strong written and verbal communication skills, including client-facing experience, are preferred.
  • Ability to manage multiple priorities and work independently with minimal oversight is preferred.
  • A proactive mindset and collaborative spirit are preferred.
Responsibilities
  • Support development of requests for proposals by gathering plan design information, rate history, enrollment and claims data, contribution details, and benefit change documentation.
  • Coordinate request-for-proposal and renewal timelines, track key deliverables, and follow up with internal teams, carriers, and vendors to support timely completion.
  • Prepare draft cover materials, including employer profiles, marketing objectives, and special conditions, for team review.
  • Analyze carrier proposals and summarize options aligned with the client's cost and benefit strategy.
  • Support carrier negotiations by preparing rate comparisons, identifying key terms, and documenting proposed changes.
  • Prepare renewal presentations with total cost summaries and year-over-year cost comparisons for internal and client review.
  • Develop financial exhibits using renewal, marketing, and request-for-proposal results to support recommendations and client decision-making.
  • Maintain accurate documentation of renewal and marketing activity in SharePoint.
  • Track receipt of renewal data from carriers and coordinate follow-up items throughout the renewal process.
  • Review carrier contracts, certificates, and policy documents for benefit accuracy, rate guarantees, commissions, eligibility, and class definitions, and escalate discrepancies for resolution.
  • Coordinate plan changes, including Life and Disability updates, and review rating structures and Voluntary Life Table I requirements for accuracy.
  • Review state and local benefits requirements, including statutory disability, health care spending ordinances, and dental mandates, and support implementation of required updates.
  • Review census data to identify potential statutory eligibility requirements by jurisdiction, including California, Massachusetts, New York, Texas, and San Francisco.
  • Coordinate with carriers and third-party administrators to gather information and support state-specific filing and notice requirements.
  • Identify potential gaps in Life and Disability coverage and prepare findings for team review.
  • Perform detailed census analysis to support benefit eligibility and plan administration.
  • Create and maintain documentation for compliance tracking, internal reporting, and audit support.

About the company

Hilb Group is an insurance brokerage serving personal and commercial lines across all 50 states through about 125 local branches. It assesses client needs and places policies with carriers, earning premiums and brokerage fees. The firm combines the buying power of a large broker with the local, hands-on service of neighborhood agencies, emphasizing local expertise and investing in employees. Its goal is to deliver customized, attentive insurance solutions that protect clients while supporting employee development and community impact.

Company Size

1,001-5,000

Company Stage

Debt Financing

Total Funding

$2B

Headquarters

Richmond, Virginia

Founded

2009

Get referred to Hilb Group

See people who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • Hilb closed Florida, Louisiana, and Michigan acquisitions in July and August 2026.
  • The 2024 refinancing added over $500 million acquisition capacity for aggressive M&A.
  • Rob Nesselt's March 2026 Southeast mandate targets retention and growth against Marsh and Risk Strategies.

What critics are saying

  • The $1.6 million 2024 data-breach settlement exposes weak cybersecurity and regulatory scrutiny.
  • The $2 billion refinancing increased leverage; debt service constrains margin and deal flexibility.
  • Integration risk rises after 2026 Florida, Louisiana, and Michigan buys; one bad year stalls growth.

What makes Hilb Group unique

  • Hilb Group runs 125-plus local offices across 32 states, preserving agency relationships.
  • Its platform bundles property, casualty, employee benefits, and specialty coverage under one broker.
  • Carlyle-backed acquisition discipline distinguishes Hilb from smaller independents and slower organic competitors.

Help us improve and share your feedback! Did you find this helpful?

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Disability Insurance
  • Health Savings Account/Flexible Spending Account
  • Unlimited Paid Time Off
  • 401(k) Company Match

Growth & Insights and Company News

6 month growth

33%

1 year growth

35%

2 year growth

35%
PR Newswire
Aug 28th, 2026
Hilb Group continues to grow Midwest presence, acquires michigan-based property and casualty agency.

Hilb Group continues to grow Midwest presence, acquires michigan-based property and casualty agency. Aug 28, 2026, 09:15 ET RICHMOND, Va., Aug. 28, 2026 /PRNewswire/ - Hilb Group announced today that it has acquired a Michigan-based property and casualty agency. The acquisition took effect on August 1, 2026, and builds on the company's growing portfolio in the Midwest region. About Hilb Group: The Hilb Group is a leading property and casualty and employee benefits insurance brokerage and advisory firm headquartered in Richmond, Virginia. Hilb Group is a portfolio company of The Carlyle Group, a global investment firm. Hilb Group seeks to grow through strategic acquisitions and by leveraging its resources and expertise to drive organic growth in its acquired agencies. The company has completed more than 200 acquisitions with over 125 offices in 32 states. Hilb Group is rated as one of the Fastest Growing Brokers by Business Insurance, a Top P/C Agency by Insurance Journal, and one of America's Fastest Growing Private Companies in the Inc. 5000. For more information on Hilb Group's growth as well as career opportunities, please visit our website at http://hilbgroup.com. Media Contact: M&A Contact: SOURCE The Hilb Group, LLC

Citybiz
Jul 2nd, 2026
Hilb Group acquires Florida commercial insurance agency to expand Southeast operations.

Hilb Group acquires Florida commercial insurance agency to expand Southeast operations. July 2, 2026 Hilb Group has expanded its footprint in the Southeast with the acquisition of a Florida-based commercial property and casualty insurance agency, continuing the company's acquisition-driven growth strategy in the insurance brokerage market. The transaction became effective July 1, 2026. Financial terms of the acquisition and the identity of the acquired agency were not disclosed. The acquisition strengthens Hilb Group's commercial property and casualty operations in Florida, a key market within the Southeast, as the Richmond, Virginia-based insurance brokerage continues to build regional scale through strategic acquisitions. The company said the addition enhances its growing property and casualty business while expanding its presence in one of the nation's largest commercial insurance markets. Hilb Group has relied on acquisitions as a central component of its long-term growth strategy, combining locally established agencies with the operational resources, market access, and advisory capabilities of its national platform. The company works to preserve local client relationships while providing acquired businesses with expanded carrier access, technology, and back-office support to drive organic growth. Backed by global investment firm The Carlyle Group, Hilb Group has completed more than 200 acquisitions and now operates from more than 125 offices across 32 states. The company provides property and casualty insurance, employee benefits, and risk management advisory services to businesses and organizations nationwide. The latest transaction continues a period of active consolidation across the insurance brokerage industry, where larger firms have increasingly acquired regional and specialty agencies to expand geographic coverage, deepen industry expertise, and strengthen client service capabilities. Florida remains an attractive market for commercial insurance providers due to its large business base and complex property insurance environment. Hilb Group has consistently expanded its national platform through targeted acquisitions aimed at increasing market density and enhancing specialized capabilities. The company has earned recognition as one of the fastest-growing insurance brokerages in the United States, including rankings by Business Insurance, Insurance Journal, and the Inc. 5000. With the addition of the Florida commercial property and casualty agency, Hilb Group further reinforces its Southeast operations while advancing its strategy of building a larger national brokerage platform through a combination of strategic acquisitions and organic growth.

Insurance Journal
Mar 3rd, 2026
People Moves: TDCI, Hilb Announce New Roles, New Faces

People moves: TDCI, Hilb announce new roles, new faces. March 3, 2026 The Tennessee Department of Commerce and Insurance announced personnel changes at the department this week. Michael Barber, with 20 years of experience in the insurance industry, was named director of the Consumer Insurance Services section. Barber joined TDCI in 2018 as a consumer insurance investigator, then worked as consumer insurance services manager, the department said in a statement. In 2025, the consumer section handled more than 5,100 consumer complaints and returned some $15 million to policyholders. Also, Peter Roth joined the department as director of business process improvement. He will oversee ways to streamline processes, improve efficiency and increase productivity by working with Insurance Division staff and with industry stakeholders, the department said. He is a retired Green Beret with management experience who previously worked with the Tennessee Department of Environment and Conservation. Hilb Group, a major insurance brokerage based in Virginia, named Rob Nesselt as its Southeast platform leader. Nesselt will oversee growth and business development in the region, Hilb said in a news release. Nesselt recently was commercial lines head at Risk Strategies' Atlantic region, and before that was with Marsh McLennan. Was this article valuable?

PR Newswire
Jul 18th, 2025
Hilb Group Expands into Kentucky Market

The Hilb Group, headquartered in Richmond, Va., has expanded into Kentucky by acquiring a local multi-line insurance agency, effective July 1, 2025. This acquisition enhances the company's services in the Midwest and Central regions, marking Kentucky as a new addition to its portfolio. The Hilb Group, a portfolio company of The Carlyle Group, has completed over 190 acquisitions with more than 125 offices in 32 states.

WV News
Jul 18th, 2025
Hilb Group Expands into Kentucky, Grows Market Presence

Hilb Group expands into Kentucky, grows market presence.