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Sr. Account Executive

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: USI Insurance Services
Remote/Work from Home position
Listed on 2026-01-28
Job specializations:
  • Sales
    Client Relationship Manager, Business Development
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below
Position: Employee Benefits Sr. Account Executive

Employee Benefits Sr. Account Executive

USI Insurance Services – Chicago, IL

Description

Manage large and complex clients as day‑to‑day contact. Activities include new and renewal marketing, fielding questions and requests, strategic planning and coverage review. Provide excellent customer service and leadership to accounts.

Responsibilities
  • Manage a complex book of business with various funding methods, advanced contract features and structure that requires a higher level of experience, technical expertise and customization.
  • Provide proactive, personalized support to assigned high‑touch, most‑complex Employee Benefits clients.
  • Primary contact between clients and insurance carriers. Provide best‑in‑class service to retain clients and drive growth.
  • Provide strong insurance technical expertise to clients and members of the Account Management and Sales Executive team.
  • Manage client renewals. Negotiate terms and conditions with carriers on behalf of clients.
  • Lead client meetings regarding renewals and utilization reports.
  • Articulate client strategic plans based on OMNI solutions.
  • Champion client cross‑selling initiatives and develop customer accounts.
  • Lead client interests in internal USI Technical Resources where appropriate.
  • Represent client interests during internal USI account strategy meetings.
  • Frequent in‑person attendance at client meetings. Ability to provide guidance and performance information, with and without the Benefits Producer.
  • Participate in peer review as both a participant and reviewer of standard and complex deliverables.
  • Technical expert for clients and internal team members on all compliance topics, including ERISA, COBRA, FMLA, 5500s and Health Care Reform.
  • Communicate and integrate the USI OMNI Solutions into client management.
  • Conduct on‑site and virtual meetings to communicate or administer benefit plans for clients.
  • Develop employee communications for renewal changes, enrollment procedures, miscellaneous benefit changes.
  • Resolution support and oversight for employee issues such as contract clarification, enrollment and billing.
  • Develop and deliver periodic training content to other service team members.
  • Ownership for multiple initiatives and special projects to support the service team.
  • Build and maintain strong relationships with carriers, vendors, and clients.
Knowledge,

Skills and Abilities
  • 6+ years of experience in the employee benefits industry or related marketplace. College degree preferred.
  • Expert understanding of Employee Benefits.
  • Must hold life and disability insurance or obtain it within 4 months following date of employment.
  • Comfortable with internet‑based programs and Microsoft Office products.
  • Strong communication, negotiation and presentation skills.
  • Able to carry out complex tasks with many concrete and abstract variables.
  • Able to work in a fast‑paced, team environment with minimal instruction.
  • Able to define problems and generate potential solutions.
  • Keep informed about industry information, technology and trends.
Hybrid Work Option

Hybrid – on‑site and remote work days.

Why USI?

USI is one of the largest insurance brokerage and consulting firms worldwide, with approximately $3 billion in revenue and over 10,500 associates across approximately 200 offices nationwide. We invest heavily in our associates and celebrate their growth and success through unique employee reward and recognition programs.

Unrivaled Resources and Support

USI ONE Advantage® delivers robust risk management and benefit solutions with bottom‑line financial impact. USI ONE® represents Omni, Network, Enterprise—three key elements that set USI apart from the competition.

Industry‑Leading Programs, Rewards and Recognition

Competitive pay, incentives, benefits, Summit Awards program, wellness program, college scholarships for associates’ children, and financial help in times of need.

Deep Community Engagement

Commitment to local communities, environmental sustainability, partnering with eco‑conscious vendors, and reducing our environmental footprint.

Committed to a Diverse and Inclusive Workplace

“I’m With U” diversity and inclusion program educates associates to serve clients, prospects, fellow team members, and local…

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