Build scalable, AI-enabled learning ecosystems and digital platforms that transform high-touch leadership development programs into interactive, in-the-flow-of-work experiences at Stripe. Requires 7+ years in instructional design/learning engineering, AI fluency, strong visual/UI design skills, and a product-led mindset.
Salary not listed
Hybrid7+ YOEOther
About the role
What you’ll do
Strategic partnership & program transformation
Consultative architecting: Act as a high-touch partner to People Development DRIs (e.g., Manager & Leadership Development, Team Effectiveness), helping them evolve high-touch, facilitated curricula into scalable digital learning ecosystems that meet Stripes in the flow of work.
Modernization audit: Lead a review of Stripe’s existing development content to identify opportunities where technology and AI can broaden the reach and impact of flagship programs without losing their signature rigor.
Stakeholder synthesis: Act as a "Product Manager" for learning, synthesizing diverse inputs from PD experts into a cohesive technical roadmap that aligns with Stripe’s talent & development strategy.
Systems architecture & AI innovation
AI-driven coaching: Lead the immediate architecture and deployment of AI-driven interfaces that provide context-aware leadership advice and skill-building grounded in Stripe’s unique operating principles and talent philosophy.
Infrastructure optimization: Partner with the Ops & Enablement team to build the data "pipes" and knowledge structures that allow our internal content to be surfaced dynamically and reliably.
Builder of builders: Create standardized templates, AI prompt libraries, and digital components that empower the broader People Development, Enablement and Operations team to maintain a high bar for craft and beauty independently.
Experience architecture & UI/UX design
Functional craft: Transform complex leadership philosophies into bite-sized, scannable, and interactive digital interfaces that reduce cognitive load and prioritize functional beauty.
In-platform enablement: Design and optimize learning assets for Stripe’s specific ecosystem (Confluence, Slack, and G-Suite), ensuring high utility mid-workflow.
Prototyping & user testing: Build interactive prototypes to test how Stripes engage with new tools, using rapid feedback loops to refine functionality before full-scale deployment.
Who you are
Minimum requirements
7-10+ years of experience in instructional design or learning engineering.
A portfolio of "functional beauty": You can demonstrate projects where you’ve transformed "walls of text" into intuitive, beautiful, and highly functional digital experiences.
AI native: You move beyond simple prompting to think about how AI can be architected into the learning journey to leverage scale and improve content.
Collaborative translator: You have a proven track record of partnering with high-level subject matter experts (leadership coaches, program managers, etc.) to productize their expertise into scalable, high-standard digital formats.
Product-led mindset: You think in terms of "user friction" and "interaction models" over "curriculum."
Visual design expertise: Mastery of design tools (e.g., Figma) and an obsessive eye for detail in layout, scale, craft and beauty.
Thoughtfully fast: You are someone who knows when and what to move fast on and when to be deliberate, balancing a sense of urgency and focus alongside ruthless prioritization.
Preferred qualifications
Experience in a high-growth, rapidly evolving tech environment.
Experience in digital product design.
Proven ability to navigate ambiguity and act as an internal consultant for complex organizational initiatives.
Familiarity with the technical constraints and opportunities within tools like Confluence, Slack, and modern LMS/LXP platforms.
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