Enterprise CS Leader: Growth, Renewal & Value Realization

Jobtailor; Austin (TX); On-site; USD 120,000 - 160,000; Full time

Job summary

Jobtailor is seeking an experienced Senior Customer Success Manager to own a focused portfolio of enterprise accounts across North America. You will build trusted relationships with senior stakeholders, develop account strategies, and coordinate cross-functional resources to drive adoption, retention and long-term growth.

You will lead after implementation to expand usage, monitor health signals, and manage renewal readiness in collaboration with Sales.

Qualifications

• 5+ years in Customer Success, Strategic Account Management, or a similar post-sales role at a B2B SaaS company, including enterprise customers.
• A track record of retaining and growing complex, high-value accounts with multiple stakeholders and long decision cycles.
• Executive presence and strong commercial judgment, able to earn credibility with senior leaders.
• Strong discovery and account-planning skills to uncover goals, dynamics, risk, and expansion potential.
• Experience leading executive business reviews, success planning, renewal preparation, and value realization programs.
• Comfort with technical and product-led conversations, able to discuss implementation, data, integrations, and product workflows.

Responsibilities

• Manage a focused portfolio of high-value enterprise accounts across North America.
• Build trusted relationships with senior stakeholders, develop account strategies, lead value reviews, and coordinate cross-functional resources to drive adoption, retention, and long-term growth
• Take the lead after implementation, helping customers expand their use of Userpilot and demonstrate value across their organization
• Monitor product adoption, stakeholder engagement, health signals, and commercial risk to identify issues early and coordinate the right response
• Guide customers through complex change, including broader rollout, new use cases, organizational shifts, and multi-team adoption
• Own renewal readiness and retention strategy in partnership with Sales. You lead the customer plan and risk mitigation; AEs own expansion and commercial negotiation
• Act as the voice of the customer with Product, Support, Implementation, and leadership, bringing structured insight rather than isolated requests
• Help raise the standard of enterprise Customer Success by mentoring peers and contributing to playbooks, processes, and team enablement

Skills

Customer Success

Strategic Account Management

Executive presence

Data-driven decision making

Account planning

Cross-functional coordination

Communication

Tools

CRM software

AI tools

Job description

Jobtailor is seeking an experienced Senior Customer Success Manager to own a focused portfolio of enterprise accounts across North America. You will build trusted relationships with senior stakeholders, develop account strategies, and coordinate cross-functional resources to drive adoption, retention and long-term growth.

You will lead after implementation to expand usage, monitor health signals, and manage renewal readiness in collaboration with Sales.