Strategic Technical Project Manager

About the 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.

Responsibilities

• 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.
• Lead SteerCo and C-suite steering committees, executive QBRs, and status reviews — communicating progress, risks, and business outcome alignment directly to senior executive audiences.
• 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.
• Cookordination 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.
• Drive AI / agentic workflow deployments end-to-end — from scoping and design through go-live, adoption, and iteration — ensuring measurable business outcomes are achieved in production environments.
• Develop reusable playbooks, governance frameworks, delivery standards, and methodology documentation that elevate the broader Professional Services practice — owning the creation of new standards, not just following existing ones.
• Bring enterprise-grade delivery standards from large, complex organizational environments — applying structured governance and risk management to accelerate time-to-value for Gainsight's most strategic accounts.
• 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.

Requirements

• Bachelor’s degree (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.
• Experience partnering cross-functionally with Product and Engineering teams.
• Exceptional communication skills for both technical and executive audiences.
• Ability to operate effectively in fast-paced, evolving product environments.
• Willingness to travel up to 10–15%.

Qualifications

• Not specified.

Skills

• Strategic project leadership.
• Executive stakeholder alignment.
• Disciplined scope and financial management.
• Technical fluency in APIs, data models, and enterprise integrations.
• Communication skills for both technical and executive audiences.
• Ability to operate effectively in fast-paced, evolving product environments.

Benefits

• Gainsters love working here for several reasons.
• Our Compensation and Benefits: At Gainsight, we believe great work happens when teammates feel fully supported. The starting base salary range for this role is $150,000 – $160,000 USD annually. This role is also eligible for commission based on performance and participation in Gainsight’s equity program. Actual compensation may vary based on factors such as skills, experience, and location.
• We offer a comprehensive benefits package including fully covered medical premiums (employee-only), flexible PTO, 401(k) plan, dental and vision coverage, and remote work options.
• Additional benefits include a $10,000 lifetime fertility stipend and access to coworking spaces around the globe.
• You'll also enjoy dedicated Recharge Holidays - one long weekend each quarter to relax and reset.

Pay

• The starting base salary range for this role is $150,000 – $160,000 USD annually.

Schedule

• This role is a remote role based in The United States.