Remote Technical Program Manager Jobs in Wisconsin

AI Enablement Manager Req number: R7369 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 Enablement Manager ready to take us to the next level! If you have strong program management experience, technical fluency across AI and enterprise systems, and proven stakeholder leadership skills, and are looking for your next career move, apply now.

Job Description We are looking for an AI Enablement Manager to own and drive the execution of enterprise AI enablement programs across multiple concurrent initiatives. This position will be full‐time opportunity and remote . What You'll Do Own and drive end‐to‐end execution of the AI enablement program across a large business organization Serve as the central point of accountability for program delivery, milestones, and outcomes Manage and develop a team of AI enablement professionals, providing coaching, direction, and performance feedback Develop and maintain program roadmaps, milestone plans, and executive‐level status reporting Coordinate across multiple workstreams to manage dependencies, resolve blockers, and maintain alignment Track and communicate program KPIs and connect outcomes to measurable business value Act as the primary AI enablement liaison for business stakeholders, building trust and driving adoption Translate business needs into actionable technical concepts and vice versa Collaborate closely with solution engineers, business analysts, and technical teams Manage stakeholder expectations around scope, timelines, and AI capabilities Lead change management efforts to support AI adoption across the organization Develop training materials, communication plans, and enablement resources Monitor adoption metrics post‐launch and iterate to improve engagement and impact What You'll Need Required: 5–8 years of experience in program management, product management, or technology‐driven initiative leadership Proven ability to own and drive complex programs end‐to‐end Strong technical fluency across AI, data, cloud, and enterprise technology concepts Experience working directly with non‐technical business stakeholders Strong change management and adoption leadership experienceExcellent communication, presentation, and organizational skills Ability to manage multiple initiatives in fast‐moving, ambiguous environments Bachelor's degree or equivalent professional experience Preferred: Consulting, managed services, or professional services experience Exposure to public sector or regulated environments Experience leading AI or emerging technology initiatives Familiarity with Agile, Waterfall, and hybrid delivery models Relevant program management or change management certifications 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 application.accommodations@cai.io or (888) 824 – 8111. $150,000 - $160,000 per year 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 receive paid time off and may also be entitled to paid sick leave and/or other paid time off as provided by applicable law. #J-18808-Ljbffr