[Hiring] Senior Gainsight Administrator @Flexera

Role Description

We are seeking a Senior Gainsight Administrator to own and operate our Gainsight platform as a core system supporting Customer Success, retention, and growth. This role is responsible for end‑to‑end Gainsight administration, including configuration, automation, integrations, and reporting. The ideal candidate brings deep Gainsight expertise, strong systems thinking, and the ability to partner closely with CS, Operations, IT, and Product. This is a hands‑on role with accountability for scalability, data quality, and day‑to‑day reliability of the Gainsight ecosystem.

Responsibilities

• Gainsight Platform Ownership
  • Act as the primary owner and administrator for Gainsight (CS Edition)
  • Maintain platform reliability, data integrity, and configuration standards
  • Own C360 layouts, scorecards, health models, timelines, and reporting structure
  • Define and enforce governance, documentation, and admin best practices
• Automation & CS Workflows
  • Design, build, and maintain:
    • Rules Engine jobs
    • CTAs and Playbooks
    • Success Plans and lifecycle frameworks
    • Automated Programs and triggers
  • Translate CS engagement models into scalable system automation
  • Continuously reduce manual effort and improve CSM efficiency
• Reporting & Insights
  • Develop and maintain dashboards and reports for:
    • CS leadership and executives
    • CSMs and Digital CS teams
  • Support insights across health, adoption, engagement, renewals, churn, and sentiment
  • Ensure reporting accuracy, consistency, and actionability
• Data & Integrations
  • Partner with Salesforce admins and IT on Gainsight Salesforce integration
  • Monitor, troubleshoot, and resolve sync and Rules Engine failures
  • Manage schema changes, field mappings, and reference data
  • Support ingestion of data from external systems
• Cross‑Functional Partnership
  • Serve as a trusted systems partner to:
    • Customer Success
    • CS Operations
    • Product
    • Marketing
    • IT / Data teams
  • Gather requirements, recommend solutions, and execute improvements
  • Provide enablement and guidance for Gainsight users

Qualifications

• 5+ years in Customer Success Operations, Systems Administration, or RevOps
• 3+ years of hands‑on Gainsight administration experience
• Strong expertise in:
  • Rules Engine
  • C360 and Scorecards
  • CTAs, Playbooks, and Success Plans
  • Gainsight reporting and dashboards
• Solid understanding of Salesforce data models and integrations
• Proven ability to manage complex, scaled CS workflows
• Clear communicator with strong documentation discipline

Preferred Experience

• Gainsight PX (product usage tracking and adoption reporting)
• Power Automate (workflow automation across Microsoft tools and CS processes)
• API experience (REST APIs, JSON, authentication concepts)
• Experience supporting Digital CS / Tech‑Touch motions
• Experience working with NPS / CSAT survey data
• Prior ownership of Gainsight in a mid‑to‑large SaaS environment

What Success Looks Like

• Gainsight operates as a trusted system of record for Customer Success
• CSMs and leaders rely on Gainsight for prioritization and decision‑making
• CS workflows are automated, consistent, and scalable
• Cross‑functional teams view Gainsight as a strategic platform

Equal Opportunity Employer

Flexera is proud to be an equal opportunity employer. Qualified applicants will be considered for open roles regardless of age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by local/national laws, policies and/or regulations.

Flexera understands the value that results from employing a diverse, equitable, and inclusive workforce. We recognize that equity necessitates acknowledging past exclusion and that inclusion requires intentional effort. Our DEI (Diversity, Equity, and Inclusion) council is the driving force behind our commitment to championing policies and practices that foster a welcoming environment for all.

We encourage candidates requiring accommodations to please let us know by emailing [email protected].