Gainsight
Strategic Technical Project Manager, AI Deployments
Remote role where the employee must remain based in a particular country.
United States only
Employer listed it 6h ago · Added today
First listed today.
Salary
$150k–$160k a year
Location
United States only
Timezone
US East
Contract
Full-time
Experience
Senior
Category
Operations
Stated by the employer in the job description
Remote flexibility
Work from home
This is a remote role, but the employee must be based in United States. It is work from home rather than work from anywhere.
What the employer says
- Source listing states candidate location: "USA - FL - Remote, Remote"
- Job description states: "based in The United States."
What Nomaders makes of it
- Payroll and tax are likely handled in that country only
The quotes above are the employer's own words; the reading is ours. Always check the original listing and employment terms before working from another country.
About the 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 .
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 large-scale, complex, and high-visibility customer engagements within Professional Services from contract signature through validated business outcomes by operating as the overall engagement owner across multiple workstreams: aligning stakeholders, managing scope and financials, mitigating risk, and ensuring AI agent plus human agent solutions are deployed responsibly and effectively in production environments with clear success criteria, strong governance, milestone-based ramping, and ongoing iteration based on real-world performance. This is a great opportunity for someone who thrives in a customer-embedded delivery environment that requires close partnership with product teams and balances speed, technical feasibility, user trust, and business value, and enjoys working cross-functionally with teams like Sales, Customer Success, Solution Architecture, Product, and Engineering. The ideal candidate brings strong skills in strategic project leadership, stakeholder alignment, and disciplined execution.
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 workflow, reporting build) and oversee human agent readiness plan (staffing timelines, onboarding and training schedules, certifications)
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.
Monitor post-deployment performance signals and drive structured follow-up actions to improve adoption, stability, trust, and measurable business outcomes
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 10-15%, primarily for customer onsite engagements.
What We're Looking For:
Bachelor’s degree in Computer Science, Engineering, or a related technical field (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.
Requirements
- ·Ability to operate effectively in fast-paced, evolving product environments.
- ·Willingness to travel up to 10–15%.
- ·Nice to have skills or experience:
- ·Experience in a Field Delivery Engineering (FDE) or customer-embedded delivery model.
- ·Experience with business process outsourcing projects
Benefits
No benefits package published with this listing. Ask about it at first interview.
How to apply
- 1Check the flexibility label above, work from home, matches where you plan to live and work.
- 2Tailor your CV to the role at Gainsight, mentioning your remote working experience and working hours (US East).
- 3Apply directly on the employer's careers page using the button below. Nomaders never handles your application.
Found 13h ago. Last checked today. Always confirm the details on the original posting, salary and location can change after publication.
Listing sourced from Company boards.
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