Strategic Technical Project Manager

Gainsight

Strategic Technical Project Manager developing and overseeing complex customer engagements at Gainsight. Ensuring timely delivery while collaborating with executive stakeholders in an AI-driven environment.

Posted 6/9/2026full-timeRemote • New York • 🇺🇸 United StatesSeniorLead💰 $150,000 - $160,000 per yearWebsite

About the role

Key responsibilities & impact

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

What you’ll need

Bachelor’s degree (or equivalent experience)
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

Comp & perks

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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

project governancefinancial managementrisk managementAPIsdata modelsenterprise integrationschange managementscope controldelivery planningcross-functional execution

Soft Skills

communication skillsstakeholder alignmentmentoringleadershipproblem-solvingorganizational skillscollaborationadaptabilitystrategic thinkingexecutive engagement

Certifications

Bachelor's degree