Sr. Program Manager, AI Transformation

Do you want to shape the future of fintech and healthtech? Energized by challenges and inspired by bold goals? Ready to elevate your career alongside driven and talented colleagues? If that sounds like you, explore a career at Alegeus today. Opportunity Happens Here. Sr. Program Manager, Enterprise AI Transformation Join our team at Alegeus, where you’ll experience unmatched opportunity and a culture that cares deeply about succeeding together. As a Sr. Program Manager, Enterprise AI Transformation, you’ll drive enterprise-wide AI impact by connecting strategy to execution—helping the business identify, prioritize, and scale high-value AI initiatives that deliver measurable outcomes. Collaborate with dedicated colleagues, embrace a spirit of innovation, and build an enriching career with us. OPPORTUNITY HAPPENS HERE — REALIZE YOURS Alongside the best and the brightest, you will regularly: Lead the enterprise AI operating model—bringing structure, visibility, and momentum to how AI initiatives are prioritized, tracked, and delivered across the organization Partner with senior leaders and cross-functional teams to uncover high-impact AI opportunities and translate ideas into actionable, value-driven programs Build and manage a dynamic portfolio of AI initiatives, providing clear insights into priorities, risks, progress, and business impact Shape how AI ideas become reality—designing streamlined intake, governance, and approval processes that accelerate execution Influence strategic decision-making by helping leadership evaluate AI investments based on business value, feasibility, and speed to impact Champion AI adoption across the enterprise by enabling teams with tools, frameworks, and practical guidance that enhance productivity and innovation ESSENTIAL SKILLS FOR CREATING A LASTING IMPACT Alegeus colleagues are known as problem-solvers, risk-takers, and innovative thinkers. As a Sr. Program Manager, Enterprise AI Transformation, these skills are essential for success: Abilities: Strong strategic thinking, analytical problem-solving, and execution discipline with the ability to translate complex AI opportunities into structured business cases, drive cross-functional alignment, and deliver clear executive communication in a fast-moving, evolving environment Experience: 6–10 years in strategy, transformation, operations, consulting, program management, or related roles, with proven success leading complex cross-functional initiatives, building business cases, managing portfolios, and working with senior stakeholders Education: Bachelor’s degree in Business, Finance, Economics, Engineering, Operations, Technology, or a related field (or equivalent practical experience) Location: This job is hybrid and will require you to be in the office(Boston, Maitland, or Milwaukee) 25% of the time. #LI-JK1 #LI-hybrid BECAUSE WE CARE, WE OFFER: A flexible work environment Competitive salaries, paid vacation, and holidays Robust professional development programs Comprehensive health, wellness, and financial packages SHARED AMBITION. INSPIRED FUTURE. At Alegeus, our success is guided by our aligned vision and values—it is how we work together and collaborate to achieve our goals. People First. We pride ourselves in bringing talented people together and treating one another with care. Partner Powered. We are committed to empowering our partners, knowing our success is shared and we win as one. Always Advancing. We are driven by potential and relentlessly determined to achieve our goals. “I truly believe that people who are well-skilled and talented can go wherever they want in this company. We want to create the best place anyone has ever worked.” - Alegeus employee Apply now, connect a friend to this opportunity, or sign up for job alerts! We are committed to a policy of Equal Employment Opportunity and will not discriminate against an applicant or employee on the basis of race, color, religion, creed, national origin or ancestry, sex, age, physical or mental disability, veteran or military status, genetic information, sexual orientation, marital status, or any other legally recognized protected basis under federal, state or local laws, regulations or ordinances. The information collected by this application is solely to determine suitability for employment, verify identity and maintain employment statistics on applicants. The posted salary range reflects the minimum and maximum target for this position’s compensation grade and represents a blended range across our three hub locations: Florida, Massachusetts, and Wisconsin. Within this range, individual compensation is determined based on a variety of factors, including but not limited to job-related skills, experience, and education. This range may also be adjusted based on geographic location and market conditions. In addition to base salary, total compensation may include bonuses, incentive plans, and a comprehensive benefits package. Position Compensation Range: $104,300.00 - $177,800.00 Alegeus may use AI technology during candidate interviews. The uses include recording, note-taking, and summarizing candidate interviews. The information generated by the AI technology will be used by Alegeus during the hiring process. If you wish to opt out of having AI technology transcribe your interview, please notify your recruiter in advance of the interview. Otherwise, by agreeing to an interview with us, you consent to the use of AI technology during your interview. Opportunity Happens Here. At Alegeus, we’re driven by the possibilities ahead — energized by the challenges we tackle and the growth we create for our people and partners. Our culture thrives on exceptional work and diverse perspectives, with a strong sense of care that unites us. As we transform the healthcare benefits landscape, we empower our employees to shape their careers and the future of our industry. If you’re ready to join a team that’s bold, collaborative, and inspired to make an impact, your next opportunity starts here. If you’ve ever swiped an FSA debit card or saved money in an HSA, there’s a good chance Alegeus helped make it possible! As the industry leader in consumer-directed healthcare solutions, our technology powers millions of benefit accounts. Our partners – which include some of the nation’s largest health insurance plans, benefit administrators, and financial institutions – use Alegeus software to manage accounts and process more than $6 billion in healthcare payments annually. As the market continues to evolve, Alegeus is uniquely equipped with the technical expertise and proven experience to help our partners succeed and grow by delighting their customers. We take immense pride in the impact we deliver, and deeply value the teammates we collaborate with to achieve it. We prioritize authenticity, trust and tenacity, and welcome diverse perspectives as we tackle each new challenge head-on. If you’re interested in working for an organization that cares deeply about succeeding together – for our partners, each other, and the people whose healthcare journeys we support – then you’ve come to the right place.