Account Executive – SaaS Sales for Insurance AI

About the role

As an Account Executive at Cara, you will drive new business and expand relationships with insurance agencies, brokerages, and MGAs. You will own the full sales cycle, from prospecting to closing, while collaborating closely with the product team to ensure long‑term partnerships. This high‑impact position sits at the front line of helping insurers adopt domain‑specific AI.

Key responsibilities

• Build and manage a strong pipeline of agency and brokerage prospects through outbound outreach, inbound leads, referrals, and industry events.
• Own the end‑to‑end sales process – prospecting, qualification, discovery, demos, negotiation, closing, retention, and expansion.
• Engage with prospects to understand their workflows, demonstrate Cara’s value, and work with product to deliver tailored solutions.
• Represent Cara at conferences and networking events, positioning the company as the leading AI partner for insurance.

Required profile

• 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 translate 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.