Enterprise Account Executive (USA)

About 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 Meta, Palantir, Block, Affirm, Google, Amazon, McKinsey, Mastercard, and Uber.

Our Values (This is important):

Our culture is shaped by everyday decisions. Our values help us make them thoughtfully and consistently, especially when tradeoffs are difficult. We learn from mistakes so our good decisions outweigh our bad ones and their benefits compound over time.

• Excellence
• We take pride in our craft and expect excellent outcomes in everything we do. We set high standards, verify our work, and own the result. We make deliberate tradeoffs, including rethinking an approach, redoing work, or investing more time.
• Pursuit of the Truth
• We seek the truth, even when it is uncomfortable. We question assumptions, give candid feedback, and change our minds when evidence warrants it. We work with customers to understand their challenges and what solving them requires.
• Ensuring Customer Success
• We take responsibility for delivering results that matter to our customers. We measure success through improvements in their growth, profitability, and efficiency. We challenge our approach and customers’ requests when necessary, remaining accountable for the outcome.
• First Principles Thinking
• We reason from a problem’s underlying facts, objectives, and constraints. We distinguish what is necessary from what is familiar and question assumptions that limit possible solutions. We test our reasoning against reality and address root causes with approaches that scale without unnecessary complexity.

In addition to our NY office, we have remote employees speaking 10+ languages across the globe. But we invest in bringing our people together both for regional meetups and global offsites (2021

• Playa Del Carmen | 2022
• Rome | 2023
• Buenos Aires | 2024
• Lisbon | 2025
• Cartagena | 2026
• Tbilisi).

Kalepa’s culture isn’t for everyone, and that’s ok. But for the people who are a fit, they can’t imagine working elsewhere.

About the role

Base Salary: $135K - $175K*

Target Commission: OTE is 2x base with uncapped commission

Kalepa is looking for exceptional Enterprise Account Executives with 5+ years of enterprise sales experience to help spearhead our commercial growth and secure new relationships with leading US insurers. We are a VC-backed, remote-friendly startup delivering software to transform and disrupt commercial insurance. Our HQ is located in New York City.

Candidate will join a winning team and contribute directly to our rapidly growing client base. You will be expected to own the sales lifecycle and execute against Kalepa’s sales playbook: initiating contact with key decision-makers and P&L owners at large insurance carriers, demonstrating key proof points and value creation from the first sales meeting and, ultimately, negotiating initial agreements so we can land rapidly and deliver ongoing value to our clients.

About you

• You have 5+ years of enterprise SaaS sales experience, driving new logo sales with top tier companies.
• You have experience at a growth stage company during hypergrowth.
• You love to hustle: finding ways to get things done, destroying obstacles, and never taking no for an answer. The words “it can’t be done” don’t exist in your vocabulary.
• You are passionate, deeply motivated and have a strong will to win. You are excited about bringing a world-class solution to clients and to helping them win in-market.
• You are an excellent listener. You are perceptive to clients’ strategic priorities and business considerations. You serve as a trusted thought partner and always look ways to enable clients further with our solution.
• You are methodical, organized and adept at utilizing CRM and other sales tools.
• You value open, frank, and respectful communication.

As a plus:

• FinTech experience and/or experience selling into insurers

What you’ll get

• Competitive salary (based on experience level)*.
• Significant equity options package.
• Work with an ambitious, smart, global, and fun team to transform a $1T global industry.
• 20 days of PTO a year.
• Global team offsites.
• 100% covered PPO medical, 100% covered vision and dental for individuals and families.
• Healthy living/gym stipend. Mobile phone bill stipend.
• Continuing education credits.
• 401(k) plan with employer contribution (regardless of employee contribution)

*The salary range listed is an estimate and will vary based on a variety of factors. Final compensation will be determined during the offer stage based on relevant experience, performance during the interview process, and geographic location, and may therefore differ from the posted range.