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Enterprise Client Success Manager Chicago

💼 Full-time💰 $135,000–$135,000🗓 2026-08-01

Core

Strategic partner to enterprise insurance carriers and MGAs, driving post-sale lifecycle, deployment, and revenue expansion via a SaaS platform.

Role type

Senior Enterprise Client Success Manager

Builds

SaaS platform deployments, client partnerships, and revenue growth for insurance carriers

Domain

InsurTech / FinTech

Deliverable

client delivery

Required skills

end-to-end SaaS platform deployment, C-level executive presentation, user training, data analysis for KPIs, product enhancement drafting

Preferred skills

InsurTech or FinTech experience, venture-backed startup hypergrowth experience

Technologies

Kalepa SaaS platform

Responsibilities

Own end-to-end deployment and configuration of the SaaS platform, build trusted relationships with client stakeholders, prepare and deliver presentations to C-level executives, plan and lead client user training, leverage large datasets to analyze client KPIs, coordinate with Product team for issue identification and enhancement drafting

Seniority

Senior, hands-on IC

Rewrite
## About the role 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.
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