Supervisor, Insurance Sales

Jerry.ai•El Paso, TX

1d•$100,000 - $150,000•Remote

About The Position

We are looking for a Supervisor, Insurance Sales who is energized by the challenge of scaling a high-performance sales organization. Reporting to the Director, Contact Center Operations , you will be a player-coach responsible for the success of a team of Insurance Sales Agents. At Jerry, we don’t just sell insurance; we simplify the most complex and expensive aspects of car ownership. As a Team Lead, you will ensure your team provides a tailored, seamless experience for our 5M+ customers. You will be the bridge between front-line execution and operational strategy, coaching your team to hit aggressive targets while partnering with Product and Engineering to build the future of the Jerry super app.

Requirements

A Proven Leader: You have experience coaching, mentoring, or leading sales teams in a high-velocity environment.
A "First Principles" Thinker: You don't just follow a script; you understand the "why" and can identify gaps to build better processes.
Results-Oriented: You live for the metrics. You enjoy the challenge of hitting KPIs and holding your team accountable to a high bar of performance.
An Expert Communicator: You can explain complex insurance concepts with ease and maintain a professional, empathetic attitude under pressure.
Adaptable: You thrive in the ambiguity of a fast-growing startup and are comfortable moving between high-level strategy and hands-on execution.
Customer-obsessed : You genuinely care about making the purchasing process less painful for customers and champion a customer-first culture where every interaction builds trust.
3+ years of experience in personal lines insurance sales or a high-volume contact center environment.
Demonstrated experience in a leadership or "player-coach" capacity (Team Lead, Senior Rep, or Manager).
Active Property & Casualty (P&C) license is required (or willingness to obtain one quickly).
Strong technical aptitude and comfort with CRM tools and omni-channel communication platforms.

Responsibilities

Performance Coaching: Build a culture of excellence by conducting call audits, tracking key metrics, and providing rigorous monthly coaching for talent development.
Team Leadership: Manage the daily operations of your squad, including scheduling, performance reviews, and onboarding new high-caliber hires.
Operational Excellence: Provide direct feedback to Product Managers and Engineering to enhance our internal SOPs, GenAI tools, and the Jerry app experience.
Direct Customer Engagement: Lead by example by hopping on the front lines, simplifying jargon, preparing quotes, and binding policies to stay sharp on the customer experience.
Growth Strategy: Collaborate across insurance operations to identify gaps in coverage and find ways to increase new business policy sales and customer retention.