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Stefan Regehr

Senior Director, UX & Product Design at Docebo

Design leader and hands-on builder partnering with founders and senior leaders to turn bold visions into shipped products.

Waterloo, ONEmailLinkedInGitHubPrint
15+ Years in product design
~100 PRs merged a month
0 → 75% Customer AI adoption
14+ Designers led

7 roles / 2005-present

Work Experience

Docebo (Remote)

Senior Director, UX & Product Design

2026-Present

Partner with senior leadership to advance an AI-first platform and transform the design organization. Lead 14+ designers across three teams while contributing hands-on design and code to raise UX and product quality.

Selected impact

  • Designed and built the Elemental Prototype Playground, connecting customer evidence, design alternatives, and working prototypes using real product components.
  • Lead the AI Assistant redesign and Workforce Readiness experience.
  • Unified three distributed design teams under a shared AI-first operating model.
  • Set design system strategy and shared quality standards across the product portfolio.
  • Built team capability through hiring, mentorship, critique, and performance management.

Knak (Remote)

Director of Product Design

2025-2026

Partnered with the CEO to expand into enterprise markets and bring AI and agentic product experiences to market. Led product design strategy and contributed hands-on design and front-end development alongside Product and Engineering.

Selected impact

  • Drove AI product strategy across email generation, subject line assistance, brand voice, translations, and dynamic content.
  • Built the Knak Prototype Playground inside the monorepo, using Claude Code and real Vue components to connect design exploration with implementation.
  • Built and shipped product features alongside Engineering, using AI-assisted development to move directly from design intent to working code.
  • Led the end-to-end design of the Knak Email & Landing Page Editor.
  • Built and coached the design team through hiring, growth plans, and performance management.

Knak (Remote)

Principal Product Designer

2022-2025

Designed all Knak product features including Drag & Drop Editor, AI Assistants, Admin & Studio experience, and Figma integrations. Created and implemented new design system with responsive components and theming support.

Selected impact

  • Led the end-to-end design of the Knak Email & Landing Page Editor.
  • Created the AI campaign-creation vision prototype and video walkthrough introduced at Adobe Summit 2024, working with the CEO, CTO, and leadership team.
  • Designed and implemented the Knak design system, including responsive components, design tokens, and full light/dark mode support.
  • Hired and mentored the design team through team rituals, feedback frameworks, and growth plans.
  • Established UX research and opportunity mapping processes to align design priorities with customer needs and business outcomes.

Arctic Wolf (Hybrid)

Senior UX Manager

2021-2022

Built UX research department from inception. Led creation of React design system reducing design debt by 20%. Hired and managed eight-person Design team.

Key contributions

  • Built UX research department from inception
  • Achieved 30% increase in user engagement
  • Reduced design debt by 20%

InFlight Corporation (Hybrid)

Design Lead

2015-2021

Partnered with the founders to build a design system and enterprise product suite that helped win customers and contributed to an acquisition. Led designers and UI developers modernizing PeopleSoft workflows for Fortune 500 companies, with responsive design and accessibility across the suite.

Key contributions

  • Directed design team and led design strategy
  • Designed and built the Product Showcase marketing website, pairing product demos and customer stories with self-service publishing for marketing.
  • Led design & implementation of all InFlight products

D2L Corporation (Kitchener)

Senior Product Designer - Team Lead

2007-2015

Worked with the CEO and customers on Harvard Business School experiences, Course Builder, and the Content redesign. Led design for Brightspace serving 15M+ learners, connecting company direction with user research, agile delivery, and team development.

Key contributions

  • Led design of Brightspace serving 15M+ learners globally
  • Championed transition to agile UX workflows
  • Mentored and hired new product designers

Manulife Group Benefits (Kitchener)

Senior Business Information Specialist

2005-2007

Designed and developed internal tools for claims management and analytics. Built web applications automating workflows, dashboards, and reporting tools for leadership.

4 core capabilities

Core Competencies

Product Design

2007-Present

User-centered product design across marketing technology, education technology, and enterprise platforms, grounded in research and iterative prototyping.

Design Engineering

2002-Present

Deep front-end expertise across HTML, CSS, JavaScript, Vue.js, React, and Angular, applied through agentic workflows using Claude Code and Cursor to ship features alongside Engineering.

Design Leadership

IC to Senior Director

Building and scaling design teams in enterprise and SaaS through clear standards, honest critique, and growth plans that turn designers into leaders.

Lean UX & Agile Development

2012-Present

Backlog management, sprint planning, design sprints, rapid prototyping, and usability testing in agile environments.

9 talks and sessions

Speaking Engagements

  • 2026

    The First Ten Minutes: Designing for Rising Customer Expectations

    Docebo Product Power-up (PPU), Milan

  • 2025

    AI Vision

    Knak Company Onsite, Ottawa

  • 2022

    Monthly R&D Demos

    Arctic Wolf, Waterloo

  • 2021

    InFlight Annual Offsite Design System Presentation

    InFlight Corporation, Niagara Falls

  • 2017

    From PeopleSoft Developer to UX Designer

    Alliance Conference Las Vegas

  • 2016

    Making PeopleSoft Accessible

    Alliance Conference Seattle

  • 2016

    Getting PeopleSoft in Shape for Mobile

    Collaborate Conference Las Vegas

  • 2011

    Calendar/Task Management and Seating Charts

    Fusion Conference Denver

  • 2010

    Architecting Your Course with Desire2Learn Course Builder

    Fusion Conference Chicago

    Highest-attended session (~200 attendees)

6 programs and credentials

Education

2024

Blueprint Management Training

Raw Signal Group

Leadership development focusing on feedback frameworks, one-on-ones, delegation, and team building.

2022

UX Strategy Program

Jared Spool's Center Centre

Nine-month intensive integrating strategic UX thinking into product development.

2014

Lean UX Intensive

Jeff Gothelf

Week-long intensive training on Lean UX methodologies and product discovery, working directly with Jeff Gothelf to master customer-centric product development and iterative design practices.

2004-Present

Continuous Learning

Online Courses

Coursera, Codecademy, Pluralsight, LinkedIn Learning for technical skill development.

2005

Technical Writing Diploma

Humber College

Business writing, copywriting, and graphic design principles.

2003

BA Honours Philosophy

University of Waterloo

Minor in Journalism. The program emphasized critical reasoning, structured argumentation, and clear writing.

3 community roles

Volunteering

2022-Present

Basketball Coach

Wildhawks Basketball, YBA / Kitchener

2024-Present

Baseball Coach

Kitchener-Waterloo Baseball (KWHLB) / Kitchener

2022-2023

Campaign Designer

Colleen James Election Campaign for Region of Waterloo Council / Region of Waterloo

Interested in my work?

Check out my portfolio to see case studies and projects.

View Portfolio