
businessSep 28, 202039:04pending
493: Move Coaching from Theory to Practice, with Jason Weeman
About this episode
Jason Weeman: Upwork
Jason Weeman works to build meaningful relationships by creating experiences that are inspiring and transformational. He has worked for some of the top brands in the world, including Apple, LinkedIn, and Upwork. Today, he is the head of corporate learning and development at Upwork. One of the key areas of focus for his team and him is building a coaching culture.
In this conversation, Jason and I discuss how his team was a catalyst for coaching culture at Upwork. We discuss what worked to influence culture in this way, what didn’t work, and the lessons they learned along the way.
Key Points
Be lazy, be curious, be often. -Michael Bungay Stanier
Organizations are trying to create a culture for coaching, but not giving the feedback. The stronger that we develop a sense of common language on feedback, the better we get on quality.
People sometimes don’t believe it should be so simple…so they try to make coaching development too complicated.
Resist the urge to focus too much on data and tracking.
Significant buy-in from executive leadership is critical for the success of a coaching program like this. Also, having a culture of “we” being in this together makes all the difference.
Resources Mentioned
Life at Upwork
The Coaching Habit workshop
The Last Feedback Workshop You’ll Ever Need
Related Episodes
These Coaching Questions Get Results, with Michael Bungay Stanier (episode 237)
How to Get the Ideal Team Player, with Patrick Lencioni (episode 301)
How to Create an Unstoppable Culture, with Ginger Hardage (episode 350)
Discover More
Activate your free membership for full access to the entire library of interviews since 2011, searchable by topic.
Get every episode summarized
Each time Coaching for Leaders publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from Coaching for Leaders

Four Words That Set Successful Leaders Apart
Coaching for Leaders
Sep 7, 202618:16pending

799: How Leaders Stay Grounded, with Aiko Bethea
Coaching for Leaders
Sep 7, 202638:19pending

How to Show Up at Your Best, with Jen Quammen
Coaching for Leaders
Sep 2, 202623:17pending

798: How to Get Unblocked, with Pam Manfredo Curtis
Coaching for Leaders
Aug 31, 202639:45pending