Caitlin van Alstyne

About Caitlin van Alstyne

I design AI-powered, inclusive learning ecosystems that turn potential into performance.A decade of teaching across the globe taught me one universal truth: growth thrives where curiosity, accountability, and belonging intersect.My belief that leaders must be intentionally equipped, not simply expected to succeed, was solidified when I transitioned into corporate L&D. I witnessed a high-stakes initiative lose momentum because honest feedback had no safe place to land. Talented individuals disengaged, progress stalled, and the experience reinforced a critical truth: leadership development is not a nice to have. It is a strategic investment in culture, psychological safety, and sustainable results.Since then, I’ve dedicated my career to designing learning programs that personalize development while preserving the human connection. I intentionally weave diversity, equity, inclusion, and accessibility (IDEA) into every lesson, resource, and metric, ensuring inclusion isn’t an add-on, but the foundation. By thoughtfully integrating AI to enhance (not replace) the learning experience, I create environments where innovation and psychological safety go hand in hand; practiced daily, not just framed on the wall.I put all of that into practice through five core strengths: Generative-AI Enablement & Change Management Global L&D & Talent Development Strategy Inclusive Program Design Feedback Culture & Accountability Coaching Learning Analytics | xAPI | NPS | KirkpatrickToday I co-lead an enterprise AI-readiness initiative while championing learning strategies that help every leader and learner show up with clarity, courage, and genuine connection.

Experience

1. Program Manager, Talent Development

   Alegeus

   Mar 2025 — Present · Orlando, FL, US

   Own and lead the design, and delivery of all Enterprise AI Education, including AI onboarding, enablement sessions, and scalable learning programs tailored to roles and readiness levels; partner with IT and business leaders to drive adoption and align use with strategic goals.Designed and launched Alegeus\' enterprise-wide AI Flight School, achieving 87% employee participation and earning a 95% favorability score, while building foundational AI literacy across the organization.Developed and modernized end-to-end process for four core development programs—New Hire Orientation, Member Solutions Leadership (team leads/supervisors), Pioneer (early career), and Trail Blazer (emerging managers)—aligning them to SHRM standards and embedding a pre/post evaluation model and NPS tracking (now at 94), driving measurable engagement and effectiveness.Facilitated high-impact learning experiences across leadership, onboarding, and AI enablement programs, seamlessly integrating tools like Microsoft Copilot, ChatGPT, and LinkedIn Learning AI; earned a 95% YTD favorability score through post-session evaluations.Drove enterprise AI adoption by embedding AI tools into training strategy and execution—partnered with IT to co-lead a Lunch & Learn series, launched internal enablement campaigns, and activated sustainable upskilling pathways across departments.Built and operationalized a robust measurement and evaluation framework to assess AI learning adoption, behavioral change, and long-term program impact—aligning learning strategy with organizational goals.Streamlined program development processes by standardizing build-and-govern protocols (e.g, design docs, change logs, facilitator guides) and centralizing delivery in Workday Learning, reducing development cycles from 2–3 months to just 3–4 weeks—with no loss of quality or documentation integrity.

Education

• St. John's University

  Bachelor of Science - BS, Sports Management

• Bridge-Linguatec

  International Diploma in English Language Teaching, Teaching English as a Second or Foreign Language/ESL Language Instructor

  2014 — 2014