Strategic Technical Project Manager, AI Deployments

Gainsight · Remote · USA - FL - Remote ·
Fully remoteFull-timeLead8+ years
COMPENSATION
€•• – ••k
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Listed on the employer's job board (Ashby)

  • Fully remote (US)
  • Senior level role
  • AI deployment focus
  • Travel up to 15%
  • $150k-$160k base

Join the Professional Services team to drive large-scale customer engagements from contract signature to validated business outcomes. You will own multi-workstream projects, aligning stakeholders and ensuring responsible deployment of AI agent solutions in production environments.

What you'll do

  • Own end-to-end accountability for scope, timelines, budget, and risk
  • Translate business problems into practical, deployable AI workflows
  • Manage technical implementation and human agent readiness plans
  • Define success criteria and governance with executive stakeholders
  • Drive scope control, change management, and financial oversight
  • Coordinate cross-functional teams including Engineering and Product
  • Mentor Senior TPMs and contribute to team leadership capabilities

What you'll need

  • Bachelor’s degree in Computer Science, Engineering, or related field
  • 10+ years of relevant professional experience
  • 7+ years managing enterprise SaaS implementations
  • Experience with contracts exceeding $500K in value
  • Strong project governance and financial management skills
  • Technical fluency in APIs, data models, and integrations
  • Willingness to travel up to 10–15% for customer engagements

Nice to have

  • Experience in Field Delivery Engineering or embedded delivery
  • Background in business process outsourcing projects
  • Familiarity with AI-driven solutions and automation
  • Project Management certification such as PMP or PRINCE2

Stack

  • Gainsight CustomerOS
  • AI agents
  • APIs
  • Enterprise SaaS

How you'll work

  • Fully remote within the United States
  • Occasional travel required (10-15%)
  • Reports to Director, PMO

What you get

  • $150,000 – $160,000 annual base salary
  • Annual bonus and equity program participation
  • Fully covered medical premiums for employees
  • Flexible PTO and dedicated Recharge Holidays
  • $10,000 lifetime fertility stipend
  • Access to global coworking spaces