Remote AI Program Leader — Enterprise Delivery

CAI; Cheyenne (WY); 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 and governance in a remote setting. You will oversee budgeting, planning, and delivery using tools like Planisware and Jira, engaging with executives to ensure business value and timely outcomes.

The role requires 12+ years of PM experience in tech, strong AI/ML knowledge, and the ability to navigate fast-paced environments while maintaining stakeholder alignment.

Qualifications

• Bachelor’s degree in Engineering, Computer Science, Business Administration, or a 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

Portfolio management

Budgeting

Planisware

JIRA

Agile methodologies

Executive communication

Stakeholder management

AI/ML concepts

Education

Bachelor’s degree in Engineering, Computer Science, Business Administration, or related field

Tools

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 and governance in a remote setting. You will oversee budgeting, planning, and delivery using tools like Planisware and Jira, engaging with executives to ensure business value and timely outcomes.

The role requires 12+ years of PM experience in tech, strong AI/ML knowledge, and the ability to navigate fast-paced environments while maintaining stakeholder alignment.