Principal Program Manager - Generative AI Implementation (100% Remote)

About AllShore Talent AllShore Talent partners with growing organizations to build high-performing technology and consulting teams. We connect skilled professionals with meaningful, long-term engagements across web technologies, digital experience platforms, and enterprise software delivery — offering competitive compensation, flexible engagement models, and a collaborative, remote-friendly culture. About the Role The Principal Program Manager is responsible for executing complex enterprise generative AI implementation programs with discipline, urgency, and measurable results. This individual will orchestrate multiple integrated workstreams, ensuring that technical implementation, business objectives, governance, organizational readiness, and user adoption remain aligned throughout the program. The Principal Program Manager will establish the operating structure required to move programs forward, proactively address risks and dependencies, and ensure that new capabilities become embedded within the client’s organization. This is not a traditional project coordination or status-reporting position. The Principal Program Manager must be capable of leading large-scale enterprise software implementations, driving accountability across teams, navigating complex technical and organizational environments, and communicating effectively with senior executives. The successful candidate will combine strong program-management discipline with an understanding of generative AI, enterprise technology, data, security, governance, and organizational change. Key Responsibilities Strategic Implementation Leadership Lead large-scale enterprise generative AI implementation programs from planning through deployment, adoption, and ongoing optimization. Translate business objectives and technical requirements into an integrated implementation strategy, program roadmap, and measurable delivery plan. Develop comprehensive adoption plans addressing organizational change, communications, training, skill development, process redesign, and user readiness. Establish governance models, decision-making structures, success metrics, and scalable roadmaps for embedding generative AI capabilities throughout client organizations. Ensure implementation decisions remain aligned with business outcomes, technical feasibility, security requirements, governance standards, and responsible AI practices. Partner with business, technology, data, security, legal, compliance, and change-management leaders to resolve issues and maintain alignment. Help clients move from experimentation and isolated use cases to scalable, repeatable, and governed enterprise AI capabilities. Program Management Excellence Lead cross-functional teams of consultants, engineers, architects, data professionals, change-management leaders, and subject matter experts. Manage multiple concurrent workstreams while maintaining visibility into integration points, critical dependencies, milestones, risks, and decisions. Establish the program structure, execution methodology, documentation standards, controls, and stage gates required for predictable delivery. Develop and maintain integrated program plans covering scope, schedule, resources, dependencies, milestones, risks, decisions, and business outcomes. Drive accountability across teams by assigning clear ownership, monitoring commitments, escalating obstacles, and ensuring timely resolution. Create and operationalize risk-mitigation strategies addressing technical, organizational, data, security, governance, adoption, and delivery challenges. Ensure required documentation, approvals, quality controls, and governance checkpoints are completed throughout the implementation. Monitor program health and proactively adjust plans based on emerging business needs, technical constraints, implementation findings, and adoption results. Identify cross-program conflicts and influence peripheral teams to prioritize work required for successful program delivery. Maintain strong delivery discipline while adapting implementation approaches as client needs and technical capabilities evolve. Governance and Executive Communication Establish and facilitate cross-functional and cross-program operating cadences. Lead program syncs, workstream reviews, governance meetings, steering committee sessions, and executive business reviews. Provide clear visibility into program progress, outcomes, risks, dependencies, decisions, and required leadership actions. Create executive-level reporting that connects implementation progress to business value and adoption. Facilitate decisions and tradeoff discussions involving scope, timing, risk, resources, technical complexity, and organizational readiness. Ensure business and technical stakeholders remain aligned on priorities, responsibilities, decisions, and success criteria. Communicate upcoming changes and explain their potential impact on users, business processes, technical teams, and customers. Define and report metrics covering delivery performance, implementation quality, risk, adoption, operational readiness, and business outcomes. Adoption and Organizational Change Ensure generative AI capabilities are operationalized and adopted rather than simply deployed. Partner with change-management and business leaders to identify impacted roles, processes, skills, and operating models. Develop adoption strategies that address stakeholder engagement, communications, training, enablement, feedback, and reinforcement. Track adoption and usage metrics, identify barriers, and implement corrective actions. Establish feedback loops that allow implementation and adoption strategies to evolve based on user needs and program results. Support the development of sustainable governance and operating models that remain effective after implementation. Requirements Required Qualifications Ten or more years of progressive program or project management experience. At least five years of experience managing complex enter