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Strategic Technical Project Manager, AI Deployments

GainsightUSA - FL - RemoteR&D
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Salary
$150K – $160K USD
Job type
Full-time
Work mode
Remote
Posted
23 Sept 2026
Status
Open · checked 7d ago

About this role

The Gainsight is seeking a full-time Strategic Technical Project Manager for AI Deployments to lead large-scale customer engagements from contract signature to validated outcomes. Operating remotely across the United States within the Professional Services team, this role suits an experienced professional who excels at balancing technical feasibility, speed, and business value.

Role Overview

The Strategic Technical Project Manager drives high-visibility customer engagements, acting as the primary engagement owner across multiple workstreams. Reporting to the Director of the PMO, the person in this position manages scope, timelines, financials, and risk mitigation. Responsibilities include ensuring that AI and human agent solutions are deployed responsibly into production environments with strong governance, structured milestone ramping, and clear success criteria. Occasional travel of up to 10 to 15 percent is required for customer onsite meetings, team events, and training.

Key Responsibilities

Maintain end-to-end accountability for complex, multi-workstream customer engagements encompassing scope, budget, schedule, and risk management.
Partner with internal teams and clients to translate business problems into practical delivery plans and deployable AI agent workflows.
Direct parallel workstreams spanning technical configuration, integrations, and reporting builds, alongside human agent readiness such as onboarding and staffing schedules.
Establish governance structures, outcome validation frameworks, and success criteria alongside executive stakeholders.
Drive disciplined change management, scope control, and financial tracking across strategic accounts.
Coordinate cross-functional groups including Solution Architecture, Customer Success, Engineering, and Product.
Proactively identify and mitigate technical, operational, and organizational risks.
Monitor post-performance deployment signals to improve stability, user trust, adoption, and measurable business outcomes.
Mentor Senior TPMs to build leadership capability within the delivery team.

Requirements

Bachelor’s degree in Engineering, Computer Science, a related technical field, or equivalent practical experience.
Ten or more years of relevant professional experience.
Minimum of seven years managing enterprise-grade SaaS or software implementations within Technical Consulting or Professional Services.
Demonstrated track record of handling multi-workstream engagements with complex stakeholders and contract values exceeding $500,000.
Strong executive stakeholder alignment, financial management, and project governance capabilities.
Technical fluency in enterprise integrations, data models, and APIs sufficient to guide architectural discussions and oversee risk.
Experience collaborating cross-functional with Product and Engineering departments.
Exceptional communication skills tailored for technical and executive audiences.
Ability to thrive in fast-paced and evolving product settings.
Willingness to travel up to 15 percent of the time.

Nice to Have

Background in a customer-embedded delivery model or Field Delivery Engineering.
Prior experience managing business process outsourcing projects.
Experience deploying enterprise SaaS, CRM, or Customer Success platforms.
Familiarity with advanced analytics, automation, or AI-driven solutions.
Possession of a project management certification such as PMP or PRINCE2.

Skills and Tools

Enterprise software implementations and SaaS delivery frameworks
Project governance, risk management, and financial oversight
APIs, data models, and enterprise integrations
Stakeholder alignment and cross-functional leadership
Scope control and change management

Salary and Benefits

The starting base salary range is $150,000 to $160,000 USD annually, accompanied by performance-based commission eligibility and participation in the company equity program. The comprehensive benefits package includes fully covered employee-only medical premiums, dental and vision coverage, flexible PTO, a 401(k) plan, and remote work options. Additional perks feature a $10,000 lifetime fertility stipend, access to global coworking spaces, and quarterly Recharge Holidays for extended rest.

About the Company

The organization builds AI-driven customer success technology designed to orchestrate the customer journey from onboarding to advocacy. More than two thousand companies rely on its applications and AI agents to drive adoption, community connection, and learning. Guided by a human-first mission, the company fosters an inclusive culture built on collaboration, curiosity, and mutual support.

How to Apply

Candidates should review the details and submit an application directly on the official company careers page.

Questions candidates ask

Is this position fully remote?

Yes, this is a remote role based in the United States, though it requires up to 10% to 15% travel for customer onsites, training, and team events.

What is the salary range for this role?

The starting base salary range is $150,000 to $160,000 USD annually, with eligibility for performance-based commission and equity participation.

What level of experience is required?

Candidates must have 10+ years of relevant experience, including at least 7 years managing enterprise-grade SaaS or software implementations in Professional Services or Technical Consulting.

What benefits are included with employment?

Benefits include fully covered employee-only medical premiums, dental and vision coverage, flexible PTO, a 401(k) plan, a $10,000 lifetime fertility stipend, global coworking space access, and quarterly Recharge Holidays.

Will I need to write code in this position?

No, the role requires technical fluency in APIs, data models, and integrations to guide architectural discussions and manage risk, but it does not require serving as the primary engineer.

Ready to apply?

The application is on the official Gainsight careers page.

Apply on company site