About the job
About Cara
Cara is a pioneering AI platform tailored specifically for the insurance sector, designed to empower agencies, brokerages, and wholesalers with automation capabilities, enhancing service delivery, accelerating sales, and scaling operations through a 24/7 digital workforce.
As one of the most rapidly expanding AI enterprises within the insurance industry, Cara is attracting a diverse array of agencies and brokerages, all while expanding our customer base. Our team comprises seasoned specialists in engineering and insurance from renowned companies such as Stripe, Blend, Strategy&, and Travelers, supported by top-tier venture capitalists. We are swiftly scaling our product offerings and team to meet the growing market demand.
About the Role
In your role as an Account Executive at Cara, you will be instrumental in driving new business opportunities and cultivating relationships with insurance agencies, brokerages, and Managing General Agents (MGAs). You will oversee the full sales cycle—from initial prospecting and discovery through to product demonstrations, closing deals, and maintaining ongoing relationships—while collaborating closely with our product team to ensure that prospects evolve into long-term partners.
This high-impact position places you at the forefront of helping agencies and brokerages leverage domain-specific AI technologies to revolutionize their operational processes. You will work directly with the founders, influence the go-to-market strategy, and play a vital role in shaping Cara’s growth trajectory.
What You’ll Do
New Business Development: Establish and manage a robust pipeline of agency and brokerage prospects through proactive outreach, inbound leads, referrals, and participation in industry events.
Full-Cycle Sales: Take ownership of the complete sales process—prospecting, qualification, discovery, product demonstrations, negotiations, closing contracts, and fostering retention and expansion.
Customer Engagement: Collaborate with prospective clients to understand their workflows and showcase Cara’s value proposition; partner with the product team to deliver customized solutions that align with their requirements.
Market Expansion: Act as a representative for Cara at industry conferences and networking events, positioning the company as the premier AI partner for insurance solutions.

