Enterprise Client Success Manager (Chicago)

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 Facebook, Palantir, Google, Amazon, McKinsey, 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: Salary range: $135K - $190K USD* Kalepa’s Growth / Client Success team is responsible for delivering outstanding value to our clients via our SaaS platform. The team functions as a strategic partner to our clients and a bridge to our development team, and supports all aspects of the post-sale lifecycle: deployment of our platform, client partnership, onboarding, working with Kalepa’s development team, cross sell / upsell, and renewal. In this role, you will be expected to own client partnerships and contribute to the development of Kalepa’s Client Success function, in partnership with and reporting to the VP who leads the group. Kalepa’s clients include some of the largest insurance carriers in the US, as well as smaller regional carriers and MGAs (Managing General Agents). You will be expected to ensure that Kalepa’s clients have the highest levels of satisfaction, deliver value that drives client retention and revenue expansion, and actively support the development of a world-class team. Travel to clients will be required and encouraged when practicable. Specific elements of the role include: Master Kalepa's SaaS platform Own end-to-end deployment and configuration of Kalepa’s SaaS platform from kickoff through go-live Build trusted relationships with client stakeholders across technical, operational, and executive teams Prepare and deliver presentations to C-level executives Plan, execute, and lead client user training Leverage large datasets to analyze the impact on client KPIs Coordinate with Kalepa’s Product team to support our product’s growth via issue identification, remediation tracking, and enhancement drafting About you: You have 5+ years of client-facing enterprise SaaS, growth, consulting, sales engineering, or technical sales experience. You love to hustle: finding ways to get things done, destroying obstacles, and never taking no for an answer. You have a strong analytical and technical foundation, are commercially oriented and data-driven. You are excited about bringing a world-class solution to clients to rapidly grow ARR. You love being the customer's voice. You understand their problems and needs in detail and always look for better ways to address them. You value open, frank, and respectful communication. As a plus: InsurTech or FinTech experience Experience at a venture-backed startup during a period of hypergrowth What you’ll get Competitive salary (based on experience level). Significant equity options package. 401(k) plan with employer match (regardless of employee contribution) Excellent benefits: 100% covered medical, 100% covered vision and dental for individuals and families, and others Work with an ambitious, smart, global, and fun team to transform a $1T global industry. 20 days of PTO a year Global team offsites (2021 - Playa del Carmen, 2022 - Rome, 2023 - Buenos Aires, 2024 - Lisbon, 2025 - Cartagena) Healthy living/gym stipend. Mobile phone bill stipend. Continuing education credits. * 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.