About the RoleAs an Account Executive at Cara, you'll be responsible for driving new business and expanding relationships with insurance agencies, brokerages, and MGAs. You'll manage the full sales cycle-from prospecting and discovery through demo, close, and check-ins-while working closely with our product team to ensure prospects become long-term partners.
This is a high-impact role where you'll be on the front lines helping agencies and brokerages adopt domain-specific AI to transform how they operate. You'll collaborate directly with the founders, shape the go-to-market motion, and play a critical role in Cara's growth story.
What You'll Do- New Business Development: Build and manage a strong pipeline of agency and brokerage prospects through outbound outreach, inbound leads, referrals, and industry events.
- Full-Cycle Sales: Own the sales process end-to-end-prospecting, qualification, discovery, product demos, negotiation, closing, retention, and expansion.
- Customer Engagement: Work closely with prospects to understand their workflows and demonstrate Cara's value; work with the product team to present tailored solutions that fit their needs.
- Market Expansion: Represent Cara at conferences and networking events, positioning the company as the leading AI partner for insurance.
What You Have- 2+ years of closing experience in B2B SaaS sales, ideally with exposure to insurance, fintech, or AI/automation markets.
- Proven track record of meeting or exceeding quota in a high-growth environment.
- Strong discovery, demo, and closing skills, with the ability to simplify complex technology into clear business value.
- Excellent communication and relationship-building abilities with both executive decision-makers and frontline staff.
- Highly motivated, entrepreneurial mindset-thrives in a fast-paced, ambiguous environment with significant ownership.
- Bonus: Experience selling to insurance agencies, brokerages, or financial services organizations.