Strategic Technical Project Manager, AI Deployments

gainsight; United States; Remote; USD 150,000 - 160,000; Full time

Benefits offered by this job

Remote work within US

Equity program

Performance-based commission

Comprehensive benefits (medical, 401k,

Job summary

Hidden Jobs is seeking a Strategic Technical Project Manager for a fully remote, United States–based role within a Professional Services organization. You will own end-to-end delivery of complex AI-driven and human agent solutions at enterprise scale, collaborating with Sales, Customer Success, Solution Architecture, Product, and Engineering.

The role requires a Bachelor's in CS/Engineering with 10+ years of experience, 7+ years delivering enterprise SaaS, and a track record of engagements over

Qualifications

• Bachelor's degree in CS, Engineering or related field, plus 10+ years of relevant experience.
• 7+ years managing enterprise-grade software or SaaS implementations.
• Proven success leading multi-workstream engagements with contract values over $500K.
• Strong governance, financial management, and executive stakeholder alignment.

Responsibilities

• Lead complex, multi-workstream customer engagements end to end, managing scope, timelines, budget, and risk.
• Translate AI-driven use cases into deployable delivery plans and workflows with customers and internal teams.
• Coordinate across Solution Architecture, Customer Success, Product, and Engineering to stay delivery-aligned.
• Identify and mitigate technical and organizational risks and monitor post-deployment signals to drive adoption and outcomes.
• Travel up to 10–15% for customer onsite engagements or events.

Skills

Enterprise software delivery

Stakeholder alignment

APIs and integrations

Project governance

Travel readiness

Education

Bachelor's degree in CS/Engineering or related

Tools

CRM platforms

Enterprise SaaS platforms

Solution architecture guidance

Job description

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.