Account Executive
At a glance
Mid-level Account Executive role at Cara. New York · full-time.
Pay not stated
Growth Roles summary, based on the employer's posting.
What you'll do
- Build pipeline among insurance agencies and brokerages through outbound work, inbound inquiries, referrals, and industry events
- Run each deal from prospecting and qualification through discovery, demos, negotiation, closing, retention, and expansion
- Learn prospects’ workflows, explain Cara’s value, and shape tailored solutions with the product team
- Attend conferences and networking events to position Cara as an AI partner for insurance
What you bring
- At least two years closing B2B SaaS deals, preferably involving insurance, fintech, or AI and automation
- A record of reaching or surpassing quota in a fast-growing setting
- The ability to lead discovery, deliver demos, close business, and translate complex technology into clear business value
- Strong communication and relationship skills with executives and frontline employees
Who this fits
This role suits a self-directed seller who wants substantial ownership in a fast-moving, ambiguous environment. You’ll work directly with founders, product teammates, and insurance buyers while handling the full sales cycle. The job is onsite in New York.
From the employer
About Cara
Cara is a domain-specific AI platform purpose-built for insurance—a modular system that enables agencies, brokerages, and wholesalers to automate servicing, accelerate sales, and scale operations with a 24/7 digital workforce.
We’re one of the fastest-growing AI companies in the insurance industry, attracting agencies and brokerages of all sizes with an expanding customer base. We’re a team of experts in engineering and insurance from Stripe, Blend, Strategy&, and Travelers, backed by top-tier VCs, and are scaling our product and team quickly to meet market demand.
About the Role
As 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.
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