New York City, United States of America Hybrid Employment $135K - $175K

Kalepa is hiring an Enterprise Account Executive (USA)

About the Role

Drive enterprise growth in a transformative insurance technology space

In this role, you’ll lead end-to-end sales initiatives targeting large U.S. insurance carriers. You’ll initiate conversations with senior decision-makers and financial owners, guiding them from first contact through negotiation and agreement execution. Your focus will be on clearly demonstrating how our AI-driven platform improves underwriting speed, accuracy, and profitability—delivering tangible value from the earliest interactions.

What You’ll Do

  • Lead the complete sales cycle using a structured, repeatable approach tailored to enterprise clients
  • Engage C-suite and P&L leaders at top-tier insurers to understand strategic goals and align solutions
  • Articulate technical and business value quickly, turning early meetings into active opportunities
  • Navigate procurement and legal processes to secure agreements that enable fast deployment
  • Leverage CRM and sales tools to track progress, forecast accurately, and scale outreach

What We’re Looking For

  • Minimum of 5 years in enterprise sales, with deep experience in SaaS selling
  • Track record of winning new clients at large, complex organizations
  • Background in fast-growing startups or high-velocity sales environments
  • Resilient mindset—persistent, resourceful, and committed to overcoming obstacles
  • Strong strategic listener who can uncover business priorities and tailor messaging
  • Organized, process-driven, and fluent in sales technology stacks
  • Someone who values direct, honest dialogue and thrives in transparent cultures

Preferred Background

  • Experience in financial technology or insurance verticals
  • Prior success selling software solutions to insurance carriers

Compensation & Benefits

Base salary ranges from $135,000 to $175,000, with on-target earnings up to twice base through uncapped commission. The role includes a significant equity package and eligibility for employer-matched 401(k). Additional benefits include 100% covered medical, dental, and vision for employees and families, 20 days PTO, gym and phone stipends, continuing education support, and global team gatherings.

Work Environment

This position supports a hybrid model with team presence in New York City and remote work across the U.S. The culture is remote-friendly, with regional meetups and annual global offsites fostering collaboration. We value autonomy, accountability, and fast execution.

Our Culture

  • Hustle and Determination: We tackle hard problems and persist until we win. Ownership and urgency define how we operate.
  • Customer Impact: Every action is evaluated by whether it helps insurers make better, faster decisions.
  • Meritocracy: Excellence is recognized and rewarded. High performers grow quickly.
  • Transparency: We communicate openly, challenge ideas constructively, and prioritize truth over comfort.
  • Experiment Relentlessly: We test fast, learn quickly, and iterate to solve unprecedented challenges.
Required Skills
CRMsales toolsenterprise salesSaaS salesnew logo acquisitionprospectingsales strategynegotiationrelationship building CRMsales toolsenterprise salesSaaS salesnew logo acquisitionprospectingsales strategynegotiationrelationship building
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About company
Kalepa
Insurance is a $7T global industry built on professional labor: underwriting, claims, pricing, operations, and distribution. Kalepa is building AI that can perform that work. We create professional-grade AI systems for insurers: software that can read, reason, decide, and act inside real workflows and operate over long-time horizons. Kalepa begins by augmenting professionals with the tools to succeed at their jobs. That earns us the right to learn from real decisions, capture decision traces, and automate what can be automated successfully over time. Our products are already in production with leading insurers, driving measurable outcomes and expanding across functions. The opportunity is far broader than any single workflow: to build the AI operating system for decision-making across insurance. For people who want to work on AI that matters, in a sector where correctness, trust, and real-world impact count, Kalepa is just getting started. Kalepa is backed by leading investors such as IA Ventures and Inspired Capital, and our team brings experience from Facebook, Palantir, Google, Amazon, McKinsey, Mastercard, and Uber.
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Posted 4 hours ago