CareerPlan

Head of Customer Success

Remote · United StatesRemoteFull-time$140k–$165k2026-11-06 → 2026-11-10
Remote · from United StatesVisa sponsorship offered

Core

Own the post-sale relationship for enterprise customers, driving onboarding, adoption, retention, and expansion to ensure measurable value from ContextQA's AI-native QA platform.

Role type

Head of Customer Success (Foundational hire)

Builds

Post-sale relationship infrastructure, onboarding playbooks, success plans, and adoption frameworks for enterprise clients.

Domain

B2B SaaS, AI-native software quality, QA automation, DevOps

Deliverable

production ML models

Required skills

Enterprise B2B SaaS customer success, Fortune 500 account management, technical account management, onboarding strategy, adoption tracking, churn risk mitigation, renewal negotiation, expansion strategy, voice of the customer feedback, early-stage startup experience

Preferred skills

QA/DevOps background, forward-deployed engineering experience, AI agent testing familiarity, enterprise application environment experience, CS playbook creation

Technologies

Salesforce, Workday, SAP, Oracle, ServiceNow

Responsibilities

Define and execute structured onboarding plans with success criteria, conduct hands-on technical adoption and implementation alongside customers, monitor account health and intervene to prevent churn, lead renewals based on demonstrated value, partner with sales on expansion into AI agent testing, capture customer feedback for product development, build reusable CS infrastructure and frameworks

Seniority

Senior, hands-on IC (Foundational hire)