Enterprise AI & Architecture
Boston, United States · Hybrid · Full-time
- Posted 5d ago
- From Flywire’s careers page
- Location
- Boston, United States
- Work mode
- Hybrid
- Type
- Full-time
- Level
- Director
- Experience
- 15+ years
- Department
- Information Technology
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About the role
Company Description
Are you ready to trade your job for a journey? Become a FlyMate!
Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we are on a mission to deliver the world's most important and complex payments. Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments in higher education.
Today we support more than 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.
Job Description
The Sr. Director, Enterprise AI & Architecture will found and lead a centralized Enterprise AI organization, establishing enterprise-wide standards, governance model, shared platform strategy, and talent infrastructure needed to deliver measurable business value. This is a high-visibility role at the intersection of strategy, technology, and compliance in highly regulated sectors.
Key Responsibilities
- Define and own the Enterprise AI strategy, roadmap, and operating model. Build and lead a team spanning architecture, AI engineering, platform, governance, and security.
- Serve as strategic leader for the AI Center of Excellence and represent the Enterprise AI org to the Executive team, reporting on milestones, ROI, and risk posture.
- Define architecture patterns for AI-first applications, copilots, intelligent workflows, automation agents, and reusable AI components. Oversee a risk-tiered governance and architecture review process.
- Guide platform capabilities such as model access, retrieval frameworks, vector databases, observability, and governance guardrails.
- Define standards for AI-assisted software engineering practices across the SDLC.
- Establish and maintain enterprise AI/ML standards, frameworks, playbooks, and reference architectures. Drive adoption of a centralized AI platform including LLM gateway, model registry, agent frameworks, and shared APIs.
- Evaluate emerging AI vendors and technologies; run pilot programs and proofs-of-concept.
- Partner with business functions to identify and deliver high-value AI-enabled process improvements and enterprise enablement of AI productivity tools.
- Embed security, privacy, responsible AI, and compliance (PCI-DSS, SOX) into AI platforms and initiatives. Partner with Finance to implement FinOps guardrails and cost allocation models.
- Build and lead a small, high-performing AI-first organization, developing talent and owning delivery across scope, schedule, budget, quality, and business value.
Qualifications
- 15+ years of progressive technology leadership experience, including 5+ years managing multi-disciplinary engineering or architecture teams.
- Experience at large enterprises enabling AI productivity tools and hands-on leadership with AI, machine learning, Generative AI, and automation.
- Strong understanding of Generative AI concepts, LLMs, RAG pipelines, agentic AI frameworks, embeddings, prompt engineering, and vector databases.
- Experience with agentic AI patterns, Model Context Protocol (MCP) or similar approaches, and AI/ML model lifecycle practices.
- Strong technical fluency across cloud platforms, APIs, microservices, data platforms, observability, cybersecurity, and modern engineering practices.
- Bachelor's degree in Computer Science, Engineering, Information Systems, Data Science, or related field required.
- Proven experience leading enterprise-scale technology transformation, preferably in a regulated environment such as financial services.
- Strong command of compliance requirements relevant to payments (PCI-DSS, SOX) and experience with FinOps practices for AI/ML workloads.
Preferred Qualifications
- Experience at a global payments, fintech, or healthcare technology company.
- Familiarity with federated delivery models and domain-led architecture teams.
- Background in responsible AI, AI ethics frameworks, or model explainability.
- MBA or advanced degree in Computer Science, Engineering, or related field.
Additional Information
Flywire is an equal opportunity employer. The US base salary range for this full-time position is $200,000 - $250,000 and benefits. Salary ranges are determined by role, position level, and location.
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About Flywire
Global payments and softwareFlywire provides payments and software for complex transactions in education, travel, business and healthcare.
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