AI Program Manager

CAI; Montpelier (VT); 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, ensuring alignment with business goals, budgets, and timelines. The role requires collaboration with data scientists, engineers, and executives to drive successful delivery in a remote, contract capacity.

The ideal candidate has 12+ years in program management, strong AI/ML knowledge, and experience with Planisware/JIRA, Agile methods, and cloud concepts.

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

Cross-functional leadership

Executive communication

AI/ML concepts

Cloud & infrastructure basics

Agile methodologies

Stakeholder management

Problem solving

Decision making

Education

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

12+ years of program or project management experience

Tools

Planisware

JIRA

Microsoft Project

Asana

Smartsheet

Job description

AI Program Manager

Req number:

R8845

Employment type:

Full time

Worksite flexibility:

Remote

Who we are

CAI is a global services firm with over 9,000 associates worldwide and a yearly revenue of $1.3 billion+. We have over 40 years of excellence in uniting talent and technology to power the possible for our clients, colleagues, and communities. As a privately held company, we have the freedom and focus to do what is right—whatever it takes. Our tailor-made solutions create lasting results across the public and commercial sectors, and we are trailblazers in bringing neurodiversity to the enterprise.

Job Summary

We are looking for a motivated AI Program Manager ready to take us to the next level! If you have strong skills in portfolio management, budgeting, and delivery tools like Planisware and JIRA, and are looking for your next career move,

Job Description

We are looking for an AI Program Manager to lead and oversee a portfolio of enterprise AI initiatives, driving cross-functional execution, removing roadblocks, establishing governance, and ensuring successful delivery of business outcomes. This position will be a contract and remote.

Only candidates with work authorization that does not require sponsorship now or in the future will be considered.

What You’ll Do

• 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

What You'll Need

Required:

• 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

Preferred:

• PMP, PgMP, or similar project/program management certification

• Experience managing AI/ML programs, products, or transformation initiatives

• Knowledge of Lean, Six Sigma, or other process improvement methodologies

• Background in technology consulting, enterprise transformation, or organizational change leadership

• Experience establishing governance frameworks and scaling enterprise delivery processes

Physical Demands

• Ability to safely and successfully perform the essential job functions consistent with the ADA and other federal, state and local standards

• Sedentary work that involves sitting or remaining stationary most of the time with occasional need to move around the office to attend meetings, etc.

• Ability to conduct repetitive tasks on a computer, utilizing a mouse, keyboard, and monitor

Reasonable accommodation statement

If you require a reasonable accommodation in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employment selection process, please direct your inquiries to [e-mail] or (888) 824 – 8111.

EEO Statement

It is the policy of Computer Aid, Inc.(CAI) not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or because he or she is a protected veteran. It is also the policy of CAI to take affirmative action to employ and to advance in employment, all persons regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.

Employees and applicants of CAI will not be subject to harassment on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or because he or she is a protected veteran. Additionally, retaliation, including intimidation, threats, or coercion, because an employee or applicant has objected to discrimination, engaged or may engage in filing a complaint, assisted in a review, investigation, or hearing or have otherwise sought to obtain their legal rights under any Federal, State, or local EEO law is prohibited.

$80.00-$90.00 per hour

The pay range for this position is listed above. Exact compensation may vary based on several factors, including location, experience, and education. Benefit packages include medical, dental, and vision insurance, as well as 401k retirement account access. Employees in this role may also be entitled to paid sick leave and/or other paid time off as provided by applicable law.