Senior Customer Success Manager (Enterprise)

Userpilot

$100K — $130K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in Customer Success or Strategic Account Management at a B2B SaaS company
  • Proven track record of retaining and growing complex enterprise accounts
  • Strong executive presence and ability to manage senior-level conversations
  • Skilled in discovery and account planning to identify risks and opportunities
  • Experience leading success planning and renewal strategies
  • Comfortable discussing technical aspects of products and integrations
  • Data-driven mindset with ability to leverage customer insights for value storytelling
  • Excellent communication skills for coordinating with internal teams and customers

Responsibilities

  • Manage gross retention and long-term outcomes for strategic enterprise accounts
  • Build relationships with executive sponsors and key stakeholders
  • Create and execute tailored success plans aligned with customer goals
  • Lead executive business reviews to demonstrate business impact of product usage
  • Monitor adoption and health signals to preemptively address risks
  • Guide customers through complex changes and broader rollouts
  • Collaborate with Sales on renewal strategies and account expansion
  • Act as the voice of the customer to inform product and support teams
  • Mentor peers and contribute to improving team processes

Benefits

  • Competitive base salary with performance-based bonuses
  • Private medical insurance
  • Hybrid work structure: 3 days in office and 2 remote
  • 15 days PTO in addition to public holidays
  • 14 days of sick leave
  • Access to training budget and industry events
Full Job Description
You'll manage a focused portfolio of high-value enterprise accounts across North America. You'll 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. Our Implementation team owns installation, integrations, and initial setup; you'll take the lead after implementation, helping customers expand their use of Userpilot and demonstrate value across their organization.

What You'll Own
  • Gross retention and long-term customer outcomes across a focused portfolio of strategic enterprise accounts
  • Building multi-threaded relationships with executive sponsors, product leaders, operational stakeholders, and day-to-day champions
  • Creating and executing strategic success plans tied to each customer's goals, adoption milestones, measurable outcomes, and renewal priorities
  • Leading executive business reviews and value conversations that translate product usage into business impact
  • Monitoring product adoption, stakeholder engagement, health signals, and commercial risk to identify issues early and coordinate the right response
  • Guiding customers through complex change, including broader rollout, new use cases, organizational shifts, and multi-team adoption
  • Owning renewal readiness and retention strategy in partnership with Sales. You lead the customer plan and risk mitigation; AEs own expansion and commercial negotiation
  • Identifying expansion signals and partnering with AEs to build a coordinated account strategy
  • Acting as the voice of the customer with Product, Support, Implementation, and leadership, bringing structured insight rather than isolated requests
  • Helping raise the standard of enterprise Customer Success by mentoring peers and contributing to playbooks, processes, and team enablement


What We're Looking For

Required
  • 5+ years in Customer Success, Strategic Account Management, or a similar post-sales role at a B2B SaaS company, including meaningful experience with enterprise customers
  • A track record of retaining and growing complex, high-value accounts with multiple stakeholders, long decision cycles, and demanding business requirements
  • Executive presence and strong commercial judgment. You can earn credibility with senior leaders, navigate difficult conversations, and keep discussions focused on outcomes
  • Strong discovery and account-planning skills, with the ability to uncover customer goals, organizational 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. You do not need to be an engineer, but you can discuss implementation, data, integrations, and product workflows with confidence
  • Data-driven by default: you use product adoption, health indicators, CRM data, and customer context to prioritize action and tell a clear value story
  • Excellent written and verbal communication, including the ability to coordinate complex work across customers and internal teams
  • Genuine comfort using AI tools to synthesize account context, identify patterns, prepare customer communication, and improve the quality and speed of your work

Bonus
  • Experience with product analytics, user engagement, digital adoption, or in-app experience platforms
  • Experience supporting global customers, multi-product environments, or enterprise-wide rollouts
  • Familiarity with APIs, JavaScript, data integrations, or web fundamentals
  • Fluency in additional European languages
  • Experience mentoring CSMs or contributing to team-level programs and operating rhythms


Benefits
  • Competitive base salary + performance-based bonus
  • Private medical insurance
  • Hybrid structure: 3 days in office, 2 remote
  • 15 days PTO + public holidays
  • 14 days sick leave
  • Training budget, industry events, and conference access


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