[Hiring] Insurance Services Team Lead @Jerry.ai

Role Description

You could lead a team anywhere. Why us?

• Join a pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size).
• Work with a high-caliber team from companies like Lemonade, GEICO, Bain & Co, and McKinsey.
• Disrupt a massive market and help us scale to a $10B business in the next few years.
• Be immersed in a talent-dense environment that prioritizes first-principles thinking and rapid career acceleration.

About the Opportunity:

Jerry is growing fast, and more than 5 million customers count on us to make car insurance simple. As Team Lead on our Insurance Service team, you’ll work closely with the Manager, Contact Center Operations, to coach a team of 10 insurance agents and make sure every customer gets a white-glove experience.

Behind every great customer experience at Jerry is a team of licensed agents, ready on calls, chats, and digital channels. As their leader, you’ll raise that team’s game:

• Coaching every agent to their best.
• Setting a high bar for service.
• Keeping the team compliant.
• Solving problems before customers ever notice them.

Qualifications

• A People Leader: You drive results by coaching consistently, not just when something goes wrong.
• An Insurance & Systems Expert: You know policies, regulations, and call center and CRM tools well enough to answer tough questions and troubleshoot complex issues.
• Customer-Obsessed: You hold a high bar for service, sweat the details, and fix issues fast.
• Truth-Seeking: You bring rigor to every part of the job, from your own work to your team’s.

Requirements

• 3+ years of experience in a high-volume contact center in the insurance or financial services industry.
• 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.

Benefits

• Pay: $50,000 - $60,000 annual base.
• Workplace: Remote (we will provide you with equipment).
• Benefits: Insurance (health, vision, dental), paid time off, paid parental leave, 401K with employer matching, etc.