Shelley Osborne

Member Since 2021

Shelley Osborne

Head of Learning



Shelley Osborne is passionate about creating corporate learning cultures that enable continuous skills development and nurture a growth mindset to drive employee engagement and company performance. She has over fifteen years of experience across the education, consulting, and corporate sectors. Recently, Shelley was the Vice President of Learning at Udemy, where she led the company’s learning strategy and continuous upskilling of employees globally. In her work, she often leverages innovative technologies and fresh approaches like virtual reality and gamification to drive lasting engagement. Before Udemy, Shelley was the Vice President of Learning & Development at Farside HR Solutions, where she advised early- and late-stage companies on learning and talent strategy, skill development and leadership programs. Before moving into the professional learning and development space, Shelley had a successful career as a classroom teacher in Canada for almost a decade. Today, she teaches on the Udemy platform and over 150,000 students are enrolled in her courses spanning topics such as how to give and receive feedback, growing as a manager, and others. Shelley speaks regularly at industry events such as TEDWomen, ATD International Conference, DevLearn, and Unleash. She contributes to numerous publications, including Entrepreneur, Fast Company, and the U.S. Chamber of Commerce Foundation. Shelley has also provided expert commentary in The Wall Street Journal, CNBC, Cheddar TV, Inc., and more. Drawing from her experience, Shelley is the author of the McGraw Hill book, The Upskilling Imperative: Five Ways to Make Learning Core to the Way We Work, which examines how companies can create, implement, and maintain thriving learning cultures. “Don’t set out in life to be an interesting person; set out to be an interested person.” John W. Gardner


  • Training
  • Curriculum Development
  • E-Learning


August 15th, 2022

How to break the curse of perfectionism

In my experience, very few people want to talk about mistakes—they only want to highlight the wins. This is a huge missed opportunity for learning for individuals, as well as for work teams.

May 24th, 2022

7 lessons for driving your career forward

The key to success? You have to take control of the wheel.

April 8th, 2022

Here's how to build a successful power team at work

Every single person on your team—in the early days—needs to have an entrepreneurial spirit.

March 23rd, 2022

Why learning together is the future of online education

Learning is a verb—and we have to rethink how we design effective learning experiences.