Strategic Technical Project Manager

About the Role

The ideal candidate will have strong skills in strategic project leadership, executive stakeholder alignment, and disciplined scope and financial management. You will be the primary point of contact for customers and internal teams, shaping AI agent use cases into clear delivery plans and ensuring business problems are translated into practical, deployable workflows.

What You Will 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.
• 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.
• 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 organisational 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.
• Bring enterprise-grade delivery standards from large, complex organisational 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.

What We Are Looking For

• 5+ years of experience in technical project management, preferably in a customer-facing role.
• Strong technical fluency in AI-driven solutions, with the ability to guide architectural discussions and proactively mitigate delivery risk.
• Experience with cross-functional teams, including Sales, Customer Success, Solution Architecture, Product, and Engineering.
• Strong skills in strategic project leadership, executive stakeholder alignment, and disciplined scope and financial management.
• Ability to communicate effectively with executive stakeholders and drive stakeholder alignment.
• Experience with agile project management methodologies and tools.
• Strong analytical and problem-solving skills, with the ability to drive data-driven decisions.
• Experience with customer success platforms and AI-driven solutions.
• Strong business acumen, with the ability to understand customer needs and drive business outcomes.

Nice to Have

• Experience with cloud-based technologies and SaaS solutions.
• Knowledge of AI and machine learning concepts, with the ability to apply them to real-world problems.
• Experience with data analytics and visualization tools, such as Tableau or Power BI.
• Certification in project management, such as PMP or Agile.
• Experience with DevOps practices and tools, such as Jenkins or Docker.

Benefits and Perks

• Competitive salary and benefits package.
• Opportunity to work with a leading customer success platform.
• Collaborative and dynamic work environment.
• Flexible working hours and remote work options.
• Professional development opportunities, including training and certification programs.
• Access to cutting-edge technologies and tools.
• Recognition and reward programs for outstanding performance.

• When applying, make sure to highlight your experience with AI-driven solutions and technical project management.
• Be prepared to discuss your experience with cross-functional teams and executive stakeholder alignment.
• Showcase your ability to communicate effectively with technical and non-technical stakeholders.
• Emphasize your strong analytical and problem-solving skills, with the ability to drive data-driven decisions.
• Research Gainsight's customer success platform and be prepared to discuss how you can contribute to its growth and development.
• Be prepared to provide examples of your experience with agile project management methodologies and tools.
• Don't be afraid to ask questions during the interview process, such as what a typical day looks like in this role or what the biggest challenges are that the team is facing.