[Remote] Sr. Principal Program Manager - AI Transformation

Note: The job is a remote job and is open to candidates in USA. G-P is a leading SaaS-based Global Employment Platform that enables clients to expand into over 180 countries efficiently. They are seeking a Sr. Principal Program Manager to oversee AI transformation initiatives, ensuring alignment between business areas and enterprise technology teams while managing a multi-year roadmap for Finance, HRIS, and Legal transformations.ResponsibilitiesLead the collaboration between the business areas and aligned enterprise tech team to ensure alignment between changing ways of working and tech/AI enabled automation and agentic solutionsCollaborate with functional leaders and enterprise tech team on the roadmap and measurement of impact/benefits, adoption and enablementNavigate complex cross-functional dependencies to keep the engine moving—holding engineering, enterprise applications, and business teams accountable for hitting milestones and delivering measurable ROI on agentic initiativesPortfolio Governance & Roadmap Orchestration: Establish the standards for project intake, prioritization, and status reporting for the Finance, HRIS, and Legal infrastructure. Manage the "Golden Path" of initiatives that optimize the workflow journeyAI Program Lifecycle: Oversee the programmatic rollout of AI-forward capabilities (e.g., automated legal review, automated financial workflows). Manage the pilot-to-production lifecycle and measurable business impactDependency & Risk Mitigation: Proactively identify and manage critical path dependencies between Finance, HRIS, and Legal engines and the backend financial/contracting systems. Mediate resource contention across matrixed engineering and design teamsExecutive Steering & Communication: Chair high-level steering committees (SVP/C-Suite) to provide data-driven insights into portfolio health, budget variance, and risk-adjusted delivery timelinesSkills15+ Years in Program ManagementProven track record of managing $20M+ portfolios within a global enterprise SaaS environmentMatrixed Leadership: Expert experience working across Enterprise Application Engineering and Finance/Legal teams to deliver unified business solutionsMethodology Mastery: Advanced proficiency in PMP/PgMP frameworks, focusing on Risk Management, Resource Leveling, and Value RealizationDomain Experience: Must-have experience within HRIS and Legal environmentsLocation: Candidates can be in any US time zone (limited to the US, but open to strong candidates from Latin America)Experience with Workday ERP, Workday HRIS, and Workday AdaptiveExperience with DocuSignExperience with incentive/compensation systems, specifically CaptivateIQBenefitsCompetitive compensation and benefitsEligible for additional compensation as follows: Sales Roles: This position is eligible for a commission structure in addition to base salary.Non-Sales Roles: This position is eligible for an annual bonus which is paid dependent on various factors, including and without limitation, individual and company performance in addition to base salary.Generous paid parental leaveFlexible time offSpending accountsMedical insuranceDental insuranceVision insuranceSabbatical after 5 yearsCompany OverviewG-P is your co-pilot for global employment providing HR, legal and compliance support at your fingertips so you can build teams anywhere. It was founded in 2012, and is headquartered in Boston, Massachusetts, USA, with a workforce of 1001-5000 employees. Its website is https://www.globalization-partners.com/.