Strategic Technical Project Manager, AI Deployments

New
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GainsightCustomer Success AI
USA - FL - RemoteFull-TimeSenior
Salary$150,000 – $160,000 USD annually. This role is also eligible for commission based on performance and participation in Gainsight’s equity program.
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Job Details

Experience
10+ years of relevant experience
Required Skills
Project ManagementRESTful APIsStakeholder managementRisk Management

Requirements

  • Bachelor’s degree in Computer Science, Engineering, or a related technical field (or equivalent experience).
  • 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.
  • Experience with contract values exceeding $500K+.
  • Technical fluency in APIs, data models, and enterprise integrations.
  • Strong project governance, financial management, and executive stakeholder alignment capabilities.
  • Experience partnering cross-functionally with Product and Engineering teams.
  • Ability to operate effectively in fast-paced, evolving product environments.
  • Willingness to travel up to 10–15% for team meetings, training, or customer onsite engagements.

Responsibilities

  • Own end-to-end accountability for complex, multi-workstream customer engagements, including scope, timelines, budget, and risk management.
  • Partner with customers and internal teams to shape AI agent use cases into clear delivery plans, ensuring business problems are translated into practical, deployable workflows.
  • Identify, create, and manage parallel workstreams including technical implementation and human agent readiness planning.
  • 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.
  • Monitor post-deployment performance signals and drive structured follow-up actions to improve adoption, stability, trust, and outcomes.
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$150,000 – $160,000 USD annually. This role is also eligible for commission based on performance and participation in Gainsight’s equity program.
Apply Now