Enterprise Retention Specialist I

Goosehead Insurance Agency LLC

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Westlake Chicago Until 8/21/2026 0+ years exp First posted April 10, 2026 Last posted April 10, 2026
Job description

The Retention Specialist I is an entry-‑level role responsible for re‑-marketing existing clients whose policies are expiring, experiencing premium increases, or facing adverse underwriting actions. This position blends sales expertise with high-‑touch service execution to ensure clients remain optimally placed with the right coverage solutions. Specialists conduct reshops, present alternative policy options, and proactively identify opportunities to cross-‑sell additional products. The role is central to preserving client relationships, stabilizing retention outcomes, and supporting agency revenue growth.

The Retention Specialist I serves as a front-line resource for clients requiring policy review, re‑marketing, or cancellation mitigation. When a client is price‑-sensitive or impacted by underwriting changes, the specialist evaluates available carrier options, reshops the policy, and presents tailored solutions that align with the client’s needs. This role requires balancing consultative sales skills with the precision and care of a service professional.

Specialists follow established workflows, scripts, and compliance standards while developing deeper insurance knowledge and autonomy. They are expected to identify cross‑-sell opportunities that enhance coverage and contribute to agency revenue. Performance is measured through retention outcomes, productivity metrics, and the ability to deliver a positive client experience during moments of potential attrition.

Job Responsibilities:

• Conduct outbound and inbound interactions with clients requiring policy reshops, renewal reviews, or cancellation mitigation
• Evaluate client needs and present alternative policy options when price sensitivity or underwriting changes occur
• Execute reshops across multiple carriers, ensuring accurate quoting and appropriate placement
• Deliver a concierge‑level service experience while applying sales techniques to retain and grow accounts
• Identify and pursue cross‑sell opportunities that enhance client coverage and agency revenue
• Document all interactions, outcomes, and next steps in agency systems
• Follow established scripts, workflows, and compliance guidelines
• Maintain active state insurance license and complete required training
• Collaborate with team members and leadership to meet retention and productivity goals

About this role

Summary

Assist clients with policy renewals, reshops, cross-selling, and retention in insurance.

Job title

Enterprise Retention Specialist I

Experience level

entry level

Minimum experience

0+ years exp

Industry

insurance

Location requirements

On-site in listed cities, remote not specified.

Salary

Not specified

Management role

No

Skills & keywords

Required skills

customer servicesales techniquesinsurance knowledgecommunication

Preferred skills

None specified

Specializations

client retentionpolicy reshopsinsurance salescustomer service
Locations

Structured locations inferred from the posting.

Westlake, Los Angeles, CA, USA

On-site City

Chicago, IL, USA

On-site City

Charlotte, NC, USA

On-site City

Austin, TX, USA

On-site City

Englewood, CO, USA

On-site City

Tempe, AZ, USA

On-site City

Columbus, OH, USA

On-site City

Nashville, TN, USA

On-site City

Houston, TX, USA

On-site City