Jerry Technologies, Inc. logo

Insurance Sales Lead

Job Overview

Location

Remote

Job Type

Full-time

Category

Sales Manager

Date Posted

February 22, 2026

Full Job Description

đź“‹ Description

  • • **Join a Pre-IPO Startup Revolutionizing Car Ownership:** Jerry.ai is not just another company; we are a rapidly growing, pre-IPO startup backed by significant capital, demonstrating impressive traction with 60X revenue growth over the past five years, and operating within a massive $2 trillion market. We are on a mission to simplify the complexities of car ownership, making it seamless and accessible for millions. You will be part of a high-caliber team, comprised of individuals from elite organizations like McKinsey, Amazon, BCG, and Nvidia, all driven by a shared passion for innovation and a commitment to first-principles thinking.
  • • **Lead and Empower a High-Performance Sales Team:** As an Insurance Sales Team Lead, you will report directly to the Director of Contact Center Operations and will be instrumental in scaling our high-performance sales organization. This is a player-coach role, meaning you will not only guide and mentor your team of Insurance Sales Agents but also actively participate in the sales process, leading by example. Your primary responsibility will be to ensure your team delivers a tailored, seamless, and exceptional experience to our 5 million customers, simplifying the often-daunting world of car insurance.
  • • **Drive Performance Through Rigorous Coaching and Development:** Cultivate a culture of excellence within your team by conducting thorough call audits, meticulously tracking key performance indicators (KPIs), and providing rigorous, personalized monthly coaching sessions. Your focus will be on talent development, empowering each agent to reach their full potential and contribute to the team's overall success. You will identify areas for improvement, celebrate wins, and foster an environment where continuous learning and growth are paramount.
  • • **Oversee Daily Operations and Foster Team Cohesion:** Manage the day-to-day operations of your assigned squad with efficiency and strategic foresight. This includes overseeing scheduling to ensure optimal coverage, conducting performance reviews that are constructive and development-oriented, and playing a key role in onboarding new, high-caliber hires. Your leadership will ensure the team operates smoothly and effectively, meeting and exceeding its objectives.
  • • **Bridge Front-Line Execution and Operational Strategy:** Act as a crucial link between the front-line sales activities and the broader operational strategy. You will translate customer feedback and team insights into actionable recommendations for product and engineering teams, helping to enhance our internal Standard Operating Procedures (SOPs), refine our GenAI tools, and improve the overall Jerry app experience. Your input will directly shape the future of our innovative super app.
  • • **Engage Directly with Customers to Drive Sales and Retention:** Lead by example by stepping onto the front lines and engaging directly with customers. Your role will involve simplifying complex insurance jargon, preparing accurate quotes, and binding policies. This hands-on approach not only ensures you stay sharp on the customer experience but also allows you to directly contribute to new business policy sales and customer retention, reinforcing our commitment to customer satisfaction.
  • • **Contribute to Growth Strategy and Market Expansion:** Collaborate closely with cross-functional teams within insurance operations to identify critical gaps in customer coverage and proactively develop strategies to increase new business policy sales. You will play a vital role in identifying opportunities to enhance customer retention and expand our market reach, contributing directly to Jerry.ai's ambitious growth objectives.
  • • **Embrace a Customer-Obsessed and Adaptable Mindset:** At Jerry.ai, we are deeply customer-obsessed. You will champion a customer-first culture where every interaction is an opportunity to build trust and provide unparalleled value. You should be adaptable and thrive in the dynamic, often ambiguous, environment of a fast-growing startup. Your ability to seamlessly transition between high-level strategic thinking and hands-on execution will be key to your success.
  • • **Leverage First-Principles Thinking to Innovate Processes:** We encourage a first-principles approach to problem-solving. You won't just follow existing scripts; you will delve into the fundamental 'why' behind our processes, identify inefficiencies, and propose innovative solutions to build better, more effective systems. This mindset is crucial for driving continuous improvement and staying ahead in a competitive market.
  • • **Be Results-Oriented and Metric-Driven:** You are motivated by data and driven by the challenge of achieving ambitious targets. You enjoy the process of hitting Key Performance Indicators (KPIs), holding yourself and your team accountable to a high standard of performance, and celebrating collective successes. Your focus on metrics will ensure we are always optimizing for efficiency and effectiveness.
  • • **Communicate Complex Concepts with Clarity and Empathy:** Possess exceptional communication skills, enabling you to explain intricate insurance concepts with ease and clarity. You can maintain a professional, empathetic, and reassuring attitude, even under pressure, ensuring customers feel understood and supported throughout their insurance journey.
  • • **Shape the Future of Car Ownership:** This is a unique opportunity to be at the forefront of disrupting a massive market and contribute to building a $10 billion business in the coming years. You will be immersed in a talent-dense environment that fosters rapid career acceleration and provides the platform to make a significant impact.

Skills & Technologies

Senior
Remote

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Jerry Technologies, Inc. logo
Jerry Technologies, Inc.
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About Jerry Technologies, Inc.

Jerry is a technology company focused on simplifying and personalizing the car ownership experience. They offer a mobile app that acts as a digital assistant for car owners, providing services such as insurance comparison and purchasing, maintenance scheduling, roadside assistance, and parking assistance. Jerry aims to reduce the stress and cost associated with owning a vehicle by leveraging AI and data analytics to offer tailored solutions and competitive pricing. Their platform connects users with a network of service providers and insurance carriers, streamlining the entire car ownership lifecycle.

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