United States onlyAbout Kalepa:
Commercial insurance is a trillion-dollar industry still run out of Microsoft Outlook.
Kalepa is changing that.
Kalepa is an AI Underwriting Platform built to deliver Professional-Grade AI in production - helping the world's most important insurers centralize and prioritize submission data, surface critical risk insights, and make faster, more confident decisions. Customers see meaningful improvements to both speed and portfolio quality as soon as they implement Kalepa - so much so that clients call it “truly an underwriter’s dream.”
Kalepa is backed by leading investors such as IA Ventures and Inspired Capital, and our team brings experience from Facebook, Google, Amazon, Mastercard, and Uber.
Our Values (This is important):
Many organizations have a dusty list of corporate values that no one ever follows. Kalepa is not one of those companies. Our values are designed to unlock the potential of our employees.
Success at Kalepa is bred from five core principles:
- Hustle and Determination - We hire people who take full ownership of their craft and relentlessly pursue excellence with speed and determination. We choose the hard problems and do not give up. This is the foundation of how we work and how we win.
- Deliver Customer Impact - We're obsessed with customer impact. Every feature, every line of code, every decision is measured against one question: does this help insurers make better decisions? If it doesn't drive speed, accuracy, or profitability for our customers, we don't build it.
- Meritocracy - We're building something exceptional, and that requires exceptional people and ideas. We have a high bar but we reward excellence with rapid growth. If you're the best at what you do, you'll thrive here.
- Transparency - We value honest, transparent communication over politics. We challenge ideas, not people. We say what needs to be said, even when it's hard. This is how we solve problems fast and find the truth.
- Experiment Relentlessly - Many of the problems we face have never been solved before. We tackle them by testing quickly, measuring rigorously, and iterating until we find the path forward. Speed of learning is our advantage.
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).
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: $170K - $190K*
Year 1 OTE: $340K - $380K (uncapped commission/upside), guaranteed attainment for first two quarters of Year 1
Location Preference: This role may require up to ~50% travel depending on your location. You will be expected to spend several days per week meeting with clients and prospects in-person. There is a preference for Tri-state area or Chicago, but open to other geographies in CST or EST with access to a major airport.
Kalepa is looking for an exceptional Strategic Accounts Director with 10+ years of enterprise sales experience to help spearhead 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.
In this sales role, you will focus on a set of named, high-value, tier 1 enterprise accounts. You will own a mix of prospects (primary focus) and cross-sell opportunities at existing accounts. Within these accounts, you will be expected to identify key influencers and stakeholders, develop new relationships and nurture existing ones, turn them into sales opportunities, and ultimately deliver large commercial agreements.
The Strategic Accounts Director will be working closely with company leadership and serve as a trusted thought partner to the prospects/clients they serve. You'll be expected to think strategically and continuously devise and execute on novel and thoughtful approaches to generate new opportunities and expand Kalepa's revenue from your set of named accounts. You will partner closely with Kalepa's Client Success team to ensure engagements are set up to deliver significant commercial impact and ROI for our clients and to evangelize Copilot within client organizations.
About you:
- You have 10+ years of enterprise SaaS Sales experience - driving new logo sales with top tier enterprise organizations and expanding existing relationships
- Exceptional, demonstrated, ability to close and grow large enterprise SaaS contracts
- You are able to quickly develop master-level knowledge of the industry and become a thought partners to your clients, prospects, and Kalepa’s leadership
- You have experience at an early-stage startup during hypergrowth
- You can independently develop and execute sales plans to exceed Kalepa’s targets, including prospecting at the senior executive level at enterprise organizations, including publicly traded companies
- Strong verbal and written communication skills; ability to engage effectively with senior executives.
- 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 will be expected to spend several days per week meeting with clients and prospects in-person within your geography (Tri-state area or Midwest if based in Chicago)
- 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 for ways to enable clients further with our Copilot solution.
- You value open, frank, and respectful communication.
What you’ll get:
- Competitive salary (based on experience level)*.
- Very aggressive bonus structure, designed to reward exceptional performance.
- Significant equity options package.
- 401(k) plan with employer contribution (regardless of employee contribution)
- Work with an ambitious, smart, global, and fun team to transform a $1T global industry.
- Ground floor opportunity – very early member of Kalepa’s sales team
- Excellent benefits: 100% covered medical, 100% covered vision and dental, very generous PTO, and others.
- Global team off-sites (2021 - Playa del Carmen, 2022 - Rome, 2023 - Buenos Aires, 2024 - Lisbon, 2025 - Cartagena)
*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.
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CA and US only