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.
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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
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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 - $177,800.00Alegeus 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.
Skills Required
- 6-10 years in strategy, transformation, operations, consulting, program management, or related roles
- Proven success leading complex cross-functional initiatives, building business cases, and managing portfolios
- Strong strategic thinking, analytical problem-solving, execution discipline, and executive communication skills
- Bachelor's degree in Business, Finance, Economics, Engineering, Operations, Technology, or related field (or equivalent practical experience)
- Hybrid work; must be in office ~25% of the time (Boston, Maitland, or Milwaukee)
Alegeus Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Alegeus and has not been reviewed or approved by Alegeus.
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Healthcare Strength — Benefits include comprehensive medical, dental, vision, and mental‑health support, with indications of affordable single‑coverage premiums. This breadth aligns with a benefits‑technology focus and is presented as a program strength.
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Retirement Support — A 401(k) program with employer matching and significant company contributions is highlighted, alongside a defined vesting schedule. Retirement savings support is positioned as a core element of the package.
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Leave & Time Off Breadth — Generous or “unlimited” PTO and paid holidays are emphasized within the offering. Time off breadth appears strong, even if practical usage may vary by team norms.
Alegeus Insights
What We Do
Alegeus is the market leader in consumer directed healthcare solutions, offering the industry’s most comprehensive platform for the administration of healthcare benefit accounts (including FSAs, HSAs, HRAs, wellness incentive, dependent care, and commuter accounts), the industry’s most widely-used benefit debit card, and powerful consumer engagement solutions to help consumers optimize their healthcare spending and maximize their healthcare savings. Over 300 clients - including health insurance plans, third party administrators and financial institutions - leverage Alegeus’ deep expertise and proven technology to administer benefit accounts for more than 30 million members and process more than $9.1 billion in consumer healthcare payments annually.
