Brian Robertson’ leadership philosophies are based on empowering the system, not the people. With clear limits, an ‘act don’t ask’ permissive mindset, the culture seeks to foster more entrepreneurial leadership, when people can exercise authority and autonomy, rather then sitting around, waiting to be told what to do.

As the founder of Holacracy and a veteran entrepreneur, Brian brings a new model for leadership and decision-making, rooted in clarity, authority, and giving people the ability to act.

Recorded at Running Remote in Austin, Brian shares how companies can unlock speed and autonomy by creating transparent systems where roles are dynamic, authority is clearly defined, and people are trusted to lead without waiting for permission. He explains why most “empowerment” efforts fall flat, how limits actually expand freedom, and what it looks like when even the newest hire can shape the CEO’s responsibilities.

From roundabouts to role maps, this conversation is packed with practical takeaways for leaders looking to future-proof their teams and ditch outdated command-and-control models. Empower the system.

Please join me in welcoming Brian Robertson to the Work 20XX podcast.

Editor’s Note: Recorded 2025-April-30 at the Running Remote conference in Austin, Texas.
Special thanks to Liam, Egor, Ana, and Team Running Remote.

Brian Robertson: Authority, Clarity, Limits, System | Work 20XX podcast with Jeff Frick Ep49 from Running Remote

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https://www.youtube.com/watch?v=Vv7awiTqQQY&list=PLZURvMqWbYjmmJlwGj0L0jWbWdCej1Jlt

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