Selected Work

Explore how I build teams, technical content, and learning experiences, from global platforms to hands-on AI projects.

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Designing and Building Cert Buddy project preview
AI & SystemsLearning Design

Designing and Building Cert Buddy

A launched AI-assisted study product used by hundreds of learners in more than 50 countries, combining retrieval practice, adaptive recommendations, progress evidence, and authoritative technical guidance.

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Launching and Scaling Microsoft Learn project preview
Learning DesignOrganizational Transformation

Launching and Scaling Microsoft Learn

Led the Programs PM team and built the cross-company programs and operational systems needed to launch and scale Microsoft Learn.

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Scaling Azure Architecture Guidance project preview
Content StrategyOrganizational Transformation

Scaling Azure Architecture Guidance

Led a global multidisciplinary organization connecting Microsoft’s architecture, adoption, reliability, and migration guidance into a stronger portfolio system.

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Transforming Hootsuite's Digital Experience project preview
Digital ExperienceOrganizational Transformation

Transforming Hootsuite's Digital Experience

Led the evolution of a critical support experience and its content infrastructure for a platform serving more than 18 million customers.

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Shaping Microsoft’s Modern Learning Strategy project preview
Learning DesignContent Strategy

Shaping Microsoft’s Modern Learning Strategy

Authored and helped socialize a multi-year strategy connecting role-based learning, credentials, labs, shared services, and platform consolidation around the learner journey.

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Building Microsoft Learn’s Contributor Onboarding System project preview
Organizational TransformationContent Strategy

Building Microsoft Learn’s Contributor Onboarding System

Designed the contributor onboarding, governance, funding, support, and lifecycle model that helped Microsoft Learn expand across the company without uncontrolled publishing.

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Reimagining Avalara's Help & Learning Ecosystem project preview
Content StrategyDigital Experience

Reimagining Avalara's Help & Learning Ecosystem

Led a content platform and operating-model transformation to unify a fragmented technical guidance ecosystem into a modern, structured Help 3.0 experience.

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Leading Azure for Operators Through Integration project preview
Organizational TransformationLeadership

Leading Azure for Operators Through Integration

Led the integration of acquired telecommunications content and learning organizations while preserving customer commitments and creating a practical path into Microsoft’s ecosystem.

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Rebooting the Office Developer Experience project preview
Content StrategyOrganizational Transformation

Rebooting the Office Developer Experience

Repositioned Office developer content around engineering alignment, code-first learning, docs as code, and a more integrated cross-platform developer journey.

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Inventing an AI System for Technical Content project preview
AI & SystemsContent Strategy

Inventing an AI System for Technical Content

Invented and prototyped a system that evaluates engineering data and uses contextual generative AI to create or improve release notes, error messages, and image descriptions.

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Designing a Microsoft Learn Module project preview
Learning DesignAI & Systems

Designing a Microsoft Learn Module

Partnered with engineering SMEs to design and author a nine-unit Microsoft Learn experience for Azure Operator Nexus, using AI-assisted workflows to accelerate content development.

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Recreating Speak & Spell Through AI-Assisted Experimentation project preview
AI & SystemsDigital Experience

Recreating Speak & Spell Through AI-Assisted Experimentation

Recreated the classic educational toy as an interactive web experience while exploring how AI lowers the cost of experimentation—but not the need for human judgment.

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Designing an Interactive Blackjack Learning Experience project preview
Learning DesignDigital Experience

Designing an Interactive Blackjack Learning Experience

Designed a seven-lesson, game-based learning experience that teaches Blackjack through explanation, demonstration, guided decisions, practice, and an independent final check.

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Creating a Modern Voice for Developer Content project preview
Content StrategyOrganizational Transformation

Creating a Modern Voice for Developer Content

Led an Office-wide effort to make developer content clearer, more useful, easier to find, and more responsive to customer intent.

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Launching Windows Phone for Developers project preview
Digital ExperienceContent Strategy

Launching Windows Phone for Developers

Led the Windows Phone developer content team and documentation strategy, establishing a continuous-publishing model across the SDK, Visual Studio, MSDN, and App Hub.

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Leading Through Strengths project preview
LeadershipOrganizational Transformation

Leading Through Strengths

Applied CliftonStrengths across three teams to strengthen coaching, collaboration, delegation, trust, and shared understanding of how people contribute.

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Designing a Pool Chemistry App project preview
AI & SystemsDigital Experience

Designing a Pool Chemistry App

A mobile-first pool-health dashboard that translates complex chemistry readings into an approachable everyday-owner experience with a clear overall score, visual statuses, and prioritized guidance.

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Homebrewing.ai: Teaching AI Through Craft project preview
AI & SystemsLearning Design

Homebrewing.ai: Teaching AI Through Craft

A curious maker’s laboratory where brewing craft became a practical way to understand AI, teach others, publish experiments, and build small tools.

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Learning Profession Explorer project preview
Learning DesignDigital Experience

Learning Profession Explorer

An interactive map of 50+ roles across the learning profession, with a cross-cutting view of AI and agentic work.

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AI Learning Journey
AI & SystemsLearning Design

AI Learning Journey

A public, hands-on AI and agentic AI curriculum for October–December 2026, with field notes on how different platforms teach technical skills.

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Luke Nyswonger

Connecting people, products, systems, and measurable adoption through technical learning and enablement.

Contact

hello@lukenyswonger.com

Based in Las Vegas, NV

© 2026 Luke Nyswonger. All rights reserved.