Strategic Technical Project Manager, AI Deployments

Company: Gainsight

Location: USA - FL - Remote (Remote)

Salary: $150k - $160k per year

Type: Full-time

Remote: Yes

Posted: 2026-09-23

About this role

*We’re building the AI-driven future of customer success, from retention to growth!*

We’re building the AI-driven future of customer success, from retention to growth! 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. More than 2,000 companies trust Gainsight’s applications and AI agents to drive learning, adoption, community connection, and success for their customers. To explore how our suite of solutions is shaping the future of customer success, check out the [link](https://www.gainsight.com).

*About This Role:*

We’re looking for a full-time Strategic Technical Project Manager to join our Professional Services team reporting to the Director, PMO. This role is a remote role based in The United States.

In this role, you'll play a key role in driving successful delivery of large-scale, high-visibility customer engagements by owning end-to-end project leadership across scope, timelines, budget, and risk for complex AI agent and human agent deployments. This is a great opportunity for someone who thrives in a fast-paced, evolving environment and enjoys working cross-functionally with teams like Sales, Customer Success, Solution Architecture, Product, and Engineering. The ideal candidate brings strong skills in enterprise project governance, technical fluency in APIs and integrations, and executive stakeholder management.

*What You'll Do:*

  • 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 — technical implementation (AI platform configuration, integrations, system access, AI agent w...

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