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Strategic Technical Project Manager, AI Deployments

$150k - $160k

Gainsight

Role overview A full-time, remote position based in the United States is open for a Strategic Technical Project Manager within a Professional Services organization, reporting to the PMO Director. The role centers on end-to-end ownership of complex, high-visibility customer engagements that deploy AI-driven and human-driven agent solutions at enterprise scale. It is well suited for someone who thrives in fast-paced environments and enjoys cross-functional collaboration across Sales, Customer Success, Solution Architecture, Product, and Engineering. Responsibilities Lead complex, multi-workstream customer engagements end to end, owning scope, timelines, budget, and risk management. Partner with customers and internal teams to translate AI-driven agent use cases into clear, deployable delivery plans and workflows. Manage parallel workstreams covering technical implementation (platform configuration, integrations, system access, workflow design, reporting) and human agent readiness (staffing, onboarding, training, certifications). Align executive stakeholders on success criteria, governance structures, and outcome validation frameworks. Coordinate Solution Architecture, Customer Success, Product, and Engineering teams to keep delivery tightly aligned. Proactively identify and mitigate technical, operational, and organizational risks, and monitor post-deployment signals to drive adoption, stability, and measurable outcomes. Requirements Bachelor's degree in Computer Science, Engineering, or a related technical field (or equivalent experience) plus 10+ years of relevant work experience. 7+ years managing enterprise-grade software or SaaS implementations within Professional Services or Technical Consulting. Demonstrated success leading multi-workstream engagements with 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. Willingness to travel up to 10–15% for customer onsite engagements, team meetings, or company events. Nice to have Experience operating in a Field Delivery Engineering (FDE) or customer-embedded delivery model. Background in business process outsourcing projects. Hands-on experience implementing Customer Success, CRM, or enterprise SaaS platforms. Familiarity with AI-driven solutions, automation, or advanced analytics implementations. Project management certification such as PMP or PRINCE2 (or equivalent). Benefits and work setup Remote work setup based anywhere in the U.S. Starting base salary range of $150,000 – $160,000 USD annually, plus performance-based commission and equity program participation. Comprehensive benefits including fully covered medical premiums (employee-only), flexible PTO, 401(k) plan, dental and vision coverage, and access to coworking spaces globally. Additional perks such as a $10,000 lifetime fertility stipend and dedicated Recharge Holidays providing one long weekend each quarter. Commitment to a fair, inclusive, and transparent hiring process, celebrating diversity as an equal opportunity employer. #J-18808-Ljbffr gainsight

Vacancy posted 3 days ago
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