Remote (Country) Full-time

Gainsight is hiring a Strategic Technical Project Manager

About the Role

Gainsight is hiring a Strategic Technical Project Manager to drive the success of large-scale, high-visibility customer engagements within our Professional Services organization. You will lead complex, multi-workstream implementations from contract signature through validated business outcomes, ensuring solutions are delivered on time, within scope, and aligned to measurable impact.

What You'll Do

  • Own end-to-end accountability for complex, multi-workstream customer engagements, including scope, timelines, budget, and risk management.
  • Partner with executive stakeholders to define success criteria, governance structures, and outcome validation frameworks.
  • Translate business objectives into structured delivery plans, work breakdown structures, and cross-functional execution models.
  • Drive disciplined scope control, change management, and financial oversight across strategic engagements.
  • Coordinate cross-functional teams including Solution Architecture, Customer Success, Product, and Engineering to ensure aligned delivery.
  • Identify and proactively mitigate risks across technical, operational, and organizational dimensions.
  • Ensure technical solutions are architecturally sound by partnering with technical teams, without serving as the primary engineer.
  • Lead steering committees and executive status reviews, communicating progress, risks, and outcome alignment.
  • Develop reusable playbooks, governance frameworks, and strategic delivery standards to elevate the broader Professional Services practice.
  • Mentor Senior TPMs and contribute to leadership capability within the team.

What We're Looking For

  • Bachelor’s degree (or equivalent experience) and 10+ years of relevant experience.
  • 7+ years managing enterprise-grade software or SaaS implementations within Professional Services or Technical Consulting.
  • Proven track record managing multi-workstream engagements with complex stakeholder environments and contract values exceeding $500K+.
  • Strong project governance, financial management, and executive stakeholder alignment capabilities.
  • Technical fluency in APIs, data models, and enterprise integrations sufficient to guide architectural discussions and manage risk.
  • Experience partnering cross-functionally with Product and Engineering teams.
  • Exceptional communication skills for both technical and executive audiences.
  • Ability to operate effectively in fast-paced, evolving product environments.
  • Willingness to travel up to 10–15%.

Technical Stack

  • APIs
  • Data models
  • Enterprise integrations

Team & Environment

You will report to the Director, PMO as part of the Professional Services team.

Benefits & Compensation

  • Annual salary: $150,000 – $160,000 USD + equity participation in Gainsight’s equity program.
  • Comprehensive benefits package including fully covered medical premiums (employee-only).
  • Flexible PTO.
  • 401(k) plan.
  • Dental and vision coverage.
  • Remote work options.
  • $10,000 lifetime fertility stipend.
  • Access to coworking spaces around the globe.
  • Dedicated Recharge Holidays—one long weekend each quarter.

Work Mode

This is a fully remote position open to candidates located in The United States.

As an equal opportunity employer, Gainsight celebrates diversity and is committed to creating a welcoming experience for all candidates.

Required Skills
APIsdata modelsenterprise integrationsproject managementstakeholder managementtechnical leadershipSaaSSDLCAgile methodologiesrisk managementcommunicationstrategic planningcross-functional collaboration
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About company
Gainsight

Gainsight is the AI-powered retention engine behind the world’s most customer-centric companies. The Gainsight CustomerOS platform orchestrates the customer journey from onboarding to outcomes to advocacy.

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Job Details
Category management
Posted a month ago