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.
• 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.
• Cook up 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.
• Lead steering committees and executive status reviews, communicating progress, risks, and outcome alignment.
• Develop reusable playbooks, governance frameworks, and strategic delivery standards to elevate the broader Professional Services practice.
• 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 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.
• 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

• Willingness to travel up to 10–15%.

Skills

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

Benefits

• Compensation and Benefits: Starting base salary range is $150,000 – $160,000 USD annually. Eligible for commission based on performance and participation in Gainsight’s equity program.
• Comprehensive benefits package including fully covered medical premiums (employee-only), flexible PTO, 401(k) plan, dental and vision coverage, and remote work options.
• $10,000 lifetime fertility stipend and access to coworking spaces around the globe.
• Dedicated Recharge Holidays - one long weekend each quarter to relax and reset.

Pay

• Starting base salary range is $150,000 – $160,000 USD annually.

Schedule

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