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project44

Sr. Manager, PMO & AI Initiatives

project44, Chicago, Illinois, United States, 60290

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Sr. Manager, PMO & AI Initiatives

At project44, we're on a mission to make supply chains work. As the leading supply chain visibility platform, we provide real-time insights that empower the world's leading brands to deliver to their customers with greater speed, efficiency, and trust. As we continue to scale, we are looking for a Sr. Manager, PMO & AI Initiatives to oversee enterprise-wide programs and drive the successful adoption of AI across our organization. This role will sit at the intersection of strategy, operations, and innovationensuring we deliver business-critical projects on time while advancing AI-driven capabilities that fuel our next phase of growth. As Sr. Manager, PMO & AI Initiatives, you will own the planning, governance, and execution of cross-functional programs. You will partner with executives, product leaders, engineers, and data teams to ensure alignment and measurable outcomes. You will: Establish and lead a Project Management Office (PMO) to provide structure, governance, and best practices across major company initiatives. Drive program planning, resourcing, timelines, and delivery for strategic initiatives spanning multiple functions. Lead AI initiatives by identifying high-impact opportunities, coordinating cross-team pilots, and ensuring adoption across business units. Partner with Product and Engineering to integrate AI into our marketing platform, while also enabling internal teams to leverage AI for productivity and decision-making. Build dashboards, scorecards, and reporting to track progress, risks, dependencies, and ROI of enterprise programs. Create executive-level updates that clearly communicate progress, blockers, and recommendations. Foster a culture of accountability, transparency, and continuous improvement across all initiatives. Manage change management efforts to ensure smooth adoption of new technologies, tools, and processes. Requirements & preferred skills: 8+ years of experience in program management, PMO leadership, or strategic operations, ideally within SaaS, enterprise technology, or supply chain/logistics. Proven track record of successfully leading cross-functional programs from strategy to execution. Hands-on experience with AI/ML initiatives, either in product development or business operations. Strong understanding of project management methodologies (Agile, Waterfall, or hybrid approaches). Exceptional communication and stakeholder management skills; able to influence executives and cross-functional leaders. Experience building and scaling PMO processes, tools, and governance models. Analytical mindset, with comfort in using data to measure success, optimize execution, and drive adoption. Passion for innovation and ability to translate emerging technologies into business impact. What success looks like: Enterprise programs are delivered on time, on budget, and with measurable business outcomes. Project44 builds scalable PMO practices that provide clarity, consistency, and accountability across teams. AI initiatives drive meaningful impact across product innovation, internal operations, and customer value. Executive leadership has clear visibility into priorities, progress, and results.