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Enterprise Retention Specialist I

Goosehead InsuranceChicago, IL

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Overview

Schedule
Full-time
Career level
Senior-level
Benefits
Career Development

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

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FAQs About Enterprise Retention Specialist I Jobs at Goosehead Insurance

What is the work location for this position at Goosehead Insurance?
This job at Goosehead Insurance is located in Chicago, IL, according to the details provided by the employer. Some roles may also include multiple work locations depending on the requirement.
What pay range can candidates expect for this role at Goosehead Insurance?
Employer has not shared pay details for this role.
What employment applies to this position at Goosehead Insurance?
Goosehead Insurance lists this role as a Full-time position.
What experience level is required for this role at Goosehead Insurance?
Goosehead Insurance is looking for a candidate with "Senior-level" experience level.
What benefits are offered by Goosehead Insurance for this role?
Goosehead Insurance offers Career Development for this position. Actual benefits may vary depending on the employer's policies and employment terms.
What is the process to apply for this position at Goosehead Insurance?
You can apply for this role at Goosehead Insurance either through Sonara's automated application system, which helps you submit applications 10X faster with minimal effort, or by applying manually using the direct link on the job page.