Ben Crothers - Earning the right to strategic work

How do we earn the right to facilitate strategic conversations? What does it look like to actually get ourselves in that room?

In this video converation I'm joined by Ben Crothers, well known author, Good Design Awards jury member and Principal Facilitator at Bright Pilots. We tackle into thorny questions about the relevance of sketching in an age of AI tools, ways to earn trust from senior leaders and how to avoid common pitfalls when facilitating strategic work.

This is a conversation that challenged my assumptions and left me inspired.

Want to dive more into design leadership?

I offer 1-1 design leadership coaching, small-group workshops and a set of free resources that you can download.

1-1 design leadership coaching

  • Personalised coaching for both design management leaders and hands-on design leaders
  • Build the skills to lead design - from influencing without authority to scaling impact to teams of teams
  • Practical guidance & techniques from years of real-world experience
  • Accelerate your career without burnout

Workshops & training

  • Confidently give and receive actionable design feedback
  • Scale your influence through trust and credibility
  • How to build team ownership and reclaim your calendar

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What people say about my impact

I highly recommend Judd to anyone looking for an enthusiastic and empathic coach, for anyone who wants to take the next step in their career, or to anyone who wants to improve their craft processes and ways of working.

Kelly, Design Lead

Judd is an amazing leader and coach, and I believe I’m a confident leader today because of his guidance. He has been personally invested in my growth as a design leader, and has helped me gain a whole different perspective on leadership that spans design, business, and people.

Soo, Design Director

Judd brought a wealth of real-world experience to the room, sharing actionable frameworks our team could take straight into their day-to-day work.

Laura, VP Product Design

Working with Judd has been truly transformative. His guidance helped me navigate a pivotal career transition and land a role that aligns deeply with my values and strengths.

Karine, Design Manager

Judd offers a wealth of design knowledge and leadership experience. I can say with confidence that Judd's coaching has had a tangible impact on my career. His empathetic and understanding approach is unparalleled.

JR, Design Lead

Judd goes the extra mile to create a safe space for coaching with his friendly and supportive approach. As a senior IC who transitioned into a management role, Judd's guidance for first-time managers & regular coaching helped me make the transition with confidence & ease.

Mannu, Design Manager

In a difficult time in my career, Judd provided frameworks, stories, resources and strategies. But more than that, he offered compassion and clarity on the sometimes solitary path of leadership.

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