Remote AI Program Manager – Enterprise Delivery

CAI; Dover (DE); Remote; USD 110,000 - 124,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

401k retirement plan

Job summary

CAI is seeking an AI Program Manager to lead a portfolio of enterprise AI initiatives, driving cross-functional execution and governance to deliver tangible business outcomes. The role is remote and contract-based, requiring work authorization without sponsorship.

You will manage end-to-end program delivery, engage executives, report on risks and value, and coordinate across data science, engineering, IT, security, and compliance teams.

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 with multiple stakeholders and 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 AI programs, aligning with objectives, timelines, budgets, and quality.
• Partner with executives to identify risks, drive decisions, remove obstacles, and ensure accountability.
• Provide program-level reporting on status, risks, dependencies, and value realization to senior leadership.
• Coordinate efforts across data scientists, engineers, business stakeholders, IT, security, and compliance.
• Facilitate program kickoffs, steering committees, and post-implementation reviews.
• Assess incoming AI initiatives for feasibility, readiness, impact, and resources.
• Support portfolio prioritization by evaluating impact, complexity, risk, and capacity.
• Challenge scope, assumptions, and business cases to ensure realistic plans and measurable success.
• Establish governance, delivery methodologies, and processes balancing innovation, speed, compliance and quality.
• Serve as liaison between AI and technology organizations to resolve issues and improve service delivery.
• Track and elevate infrastructure, platform, security, and ops blockers through resolution.

Skills

Program management

Portfolio management

Budgeting

Delivery tools

AI/ML concepts

Cloud concepts

Agile methodologies

Stakeholder management

Executive presentation

Education

Bachelor’s degree in Engineering/CS/Business Administration or related field

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 and governance to deliver tangible business outcomes. The role is remote and contract-based, requiring work authorization without sponsorship.

You will manage end-to-end program delivery, engage executives, report on risks and value, and coordinate across data science, engineering, IT, security, and compliance teams.