Account Executive

Cara

$80K — $120K *
Finance & Insurance
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2+ years of B2B SaaS sales experience, preferably in insurance, fintech, or AI/automation
  • Proven record of exceeding sales quotas in fast-paced environments
  • Strong skills in discovery, product demos, and closing sales
  • Ability to articulate complex technology into simple business benefits
  • Excellent interpersonal skills for engaging with various organizational levels
  • Bonus: Experience in selling to insurance agencies or brokerages

Responsibilities

  • Develop and manage a robust pipeline of prospects through outreach and networking
  • Own the entire sales cycle from prospecting to closing and account expansion
  • Understand client workflows to effectively demonstrate product value
  • Collaborate with product teams to tailor solutions for client needs
  • Represent Cara at industry events to enhance visibility and brand positioning

Benefits

  • Opportunity to collaborate directly with company founders
  • Take part in shaping the company's go-to-market strategy
  • Impactful role in driving company growth
  • High degree of ownership in a fast-paced environment
Full Job Description
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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