Deepjudge Inc. logo

Head of Customer Success

Job Overview

Location

Remote - USA

Job Type

Full-time

Category

Customer Success

Date Posted

May 28, 2026

Full Job Description

📋 Description

  • As Head of Customer Success at Deepjudge Inc., you will lead the post-sale motion for AI-native enterprise software serving elite law firms and Fortune 500 corporate legal teams, directly impacting retention, expansion, and customer partnership in high-stakes legal workflows.
  • You will personally own and drive NRR and GRR outcomes, lead high-touch implementations with top-tier customers, build scalable playbooks for adoption and value realization, and shape product direction through deep customer insights and executive storytelling.
  • You will join a unified revenue team where Customer Success, Sales, and Implementation operate as one coordinated unit under the CRO, breaking down silos to deliver seamless customer experiences and jointly own end-to-end revenue motion.
  • You will build and scale a high-performing CSM team from 5 to 12+ Tier-1 operators, establish Customer Advisory Boards, design AI-native post-sale motions, and create repeatable systems for health scoring, early warning, and customer-led product innovation.

🎯 Requirements

  • Proven personal ownership of GRR, NRR, and expansion ARR in fast-moving, enterprise SaaS environments
  • Experience designing and evolving post-sale motions for AI-native or complex technical products, with focus on use case landing and workflow integration
  • Demonstrated ability to hire, coach, and lead high-performing Customer Success teams while maintaining direct ownership of strategic customer relationships

🏖️ Benefits

  • OTE $350,000 – $400,000 including meaningful equity compensation
  • Opportunity to shape the foundation of a repeatable, AI-native post-sale system with direct impact on product and GTM strategy
  • Remote work within the USA with a growing, high-performance team across North America and Europe, backed by $42M+ from Felicis and Coatue

Skills & Technologies

REST
Remote
$350k-400k
Degree Required

Ready to Apply?

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Deepjudge Inc. logo
Deepjudge Inc.
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About Deepjudge Inc.

Deepjudge Inc. is an artificial intelligence company specializing in legal technology. They offer a platform designed to assist legal professionals by automating time-consuming tasks and enhancing legal research. Their AI-powered solutions analyze legal documents, predict case outcomes, and identify relevant legal precedents, enabling lawyers to work more efficiently and effectively. Deepjudge aims to democratize access to advanced legal analytics, making sophisticated AI tools accessible to a wider range of legal practitioners. The company focuses on improving decision-making, reducing costs, and ultimately transforming the practice of law through intelligent automation and data-driven insights.

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