Strategic Technical Project Manager

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 the success of large-scale, high-visibility customer engagements within Professional Services by leading complex, multi-workstream implementations from contract signature through validated business outcomes.

Responsibilities

Own end-to-end accountability for complex, multi-workstream customer engagements, including scope, timelines, budget, and risk management; 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; 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; 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%

Benefits

Commission based on performance; Participation in Gainsight’s equity program; Fully covered medical premiums (employee-only); Flexible PTO; 401(k) plan; Dental and vision coverage; Remote work options; $10,000 lifetime fertility stipend; Access to coworking spaces around the globe; Dedicated Recharge Holidays - one long weekend each quarter to relax and reset