Remote Enterprise AI Program Lead

CAI; Pierre (SD); Remote; USD 110,000 - 124,000; Full time

Job summary

CAI is seeking an AI Program Manager to lead a portfolio of enterprise AI initiatives, driving cross-functional execution, governance, and successful delivery of business outcomes. This remote, contract role emphasizes governance, risk management, and value realization.

The position requires strong program management background, experience with Jira/Planisware, and the ability to engage executives while delivering on time and within budget.

Qualifications

• Bachelor's degree in Engineering, Computer Science, Business Administration, or related field.
• 12+ years of program or project management experience in technology, data, digital transformation, or related environments.
• Experience leading large-scale, cross-functional programs involving multiple stakeholders and competing priorities.
• Demonstrated ability to engage, influence, and challenge senior leaders and executives.
• Working knowledge of AI/ML concepts, data pipelines, and deployment considerations.
• Experience using program and portfolio management tools such as Jira, Microsoft Project, Asana, or Smartsheet.
• Familiarity with Agile methodologies and software development lifecycle practices.
• Basic understanding of cloud platforms and IT infrastructure concepts.
• Strong stakeholder management, communication, and executive presentation skills.
• Proven problem-solving, decision-making, and organizational skills.
• Ability to thrive in fast-paced, ambiguous environments and drive accountability without direct authority.

Responsibilities

• Lead end-to-end delivery of complex, interdependent AI programs, ensuring alignment with business objectives, timelines, budgets, and quality expectations.
• Partner with executive leadership to identify risks, drive critical decisions, remove obstacles, and maintain accountability across stakeholders.
• Provide program-level reporting on status, risks, dependencies, and value realization to senior leadership.
• Coordinate efforts across data scientists, engineers, business stakeholders, IT operations, security teams, and compliance partners.
• Facilitate program kickoffs, steering committee meetings, and post-implementation reviews.
• Assess incoming AI initiatives for feasibility, readiness, business value, and resource requirements.
• Support portfolio prioritization activities by evaluating impact, complexity, risk, and organizational capacity.
• Challenge scope, assumptions, and business cases to ensure realistic plans and measurable success criteria.
• Establish governance frameworks, delivery methodologies, and operational processes that balance innovation, speed, compliance, and quality.
• Serve as a liaison between AI and technology organizations to resolve technical and operational issues and improve service delivery.
• Track and elevate infrastructure, platform, security, and operational roadblocks through resolution.

Skills

Stakeholder management

Executive communication

Program management

Agile methodologies

Problem-solving

Adaptability

Education

Bachelor's degree in Engineering, Computer Science, Business Administration

Tools

Planisware

Jira

Microsoft Project

Asana

Smartsheet

Job description

CAI is seeking an AI Program Manager to lead a portfolio of enterprise AI initiatives, driving cross-functional execution, governance, and successful delivery of business outcomes. This remote, contract role emphasizes governance, risk management, and value realization.

The position requires strong program management background, experience with Jira/Planisware, and the ability to engage executives while delivering on time and within budget.