Strategic Technical Project Manager, AI Deployments
Tallahassee, United States · Remote · Full-time
- Posted 2w ago
- From Gainsight’s careers page
- Location
- Tallahassee, United States
- Work mode
- Remote
- Type
- Full-time
- Level
- Senior
- Experience
- 10+ years
- Department
- Other
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About the role
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.
What You'll Do:
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Own end-to-end accountability for complex, multi-workstream customer engagements, including scope, timelines, budget, and risk management.
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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.
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Identify, create, and manage parallel workstreams — technical implementation (AI platform configuration, integrations, system access, AI agent workflow, reporting build) and oversee human agent readiness plan (staffing timelines, onboarding and training schedules, certifications)
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Partner with executive stakeholders to define success criteria, governance structures, and outcome validation frameworks.
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Translate business objectives into structured delivery plans, work breakdown structures, and cross-functional execution models.
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Drive disciplined scope control, change management, and financial oversight across strategic engagements.
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Coordinate cross-functional teams including Solution Architecture, Customer Success, Product, and Engineering to ensure aligned delivery.
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Identify and proactively mitigate risks across technical, operational, and organizational dimensions.
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Ensure technical solutions are architecturally sound by partnering with technical teams, without serving as the primary engineer.
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Monitor post-deployment performance signals and drive structured follow-up actions to improve adoption, stability, trust, and measurable business outcomes
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Mentor Senior TPMs and contribute to leadership capability within the team.
This is not a complete list of responsibilities, and the scope of the role may evolve with the needs of the team and business. This role will require occasional travel for team meetings, training, or company events. Travel is expected to be up to 15%, primarily for customer onsite engagements.
What We're Looking For:
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Bachelor’s degree in Computer Science, Engineering, or a related technical field (or equivalent experience) and 10+ years of relevant experience.
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7+ years managing enterprise-grade software or SaaS implementations within Professional Services or Technical Consulting.
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Proven track record managing multi-workstream engagements with complex stakeholder environments and contract values exceeding $500K+.
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Strong project governance, financial management, and executive stakeholder alignment capabilities.
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Technical fluency in APIs, data models, and enterprise integrations sufficient to guide architectural discussions and manage risk.
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Experience partnering cross-functionally with Product and Engineering teams.
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Exceptional communication skills for both technical and executive audiences.
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Ability to operate effectively in fast-paced, evolving product environments.
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Willingness to travel up to 10–15%.
Nice to have skills or experience:
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Experience operating in a Field Delivery Engineering (FDE) or customer-embedded delivery model.
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Experience with business process outsourcing projects
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Experience implementing Customer Success, CRM, or enterprise SaaS platforms.
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Familiarity with AI-driven solutions, automation, or advanced analytics implementations.
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Project Management certification (PMP, PRINCE2, or equivalent).
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About Gainsight
Customer success and retention platformGainsight provides customer success and retention software, including products for customer teams, product experience and education.
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In your inbox every Wednesday and SaturdayPersonalised suggestions from verified career pages, matched to your role, location, level and skills.