Rob shows us what it takes to transition out of the structure and stability of the familiar path and embark on something creative and entrepreneurial.

Raised in Kent in the south of England, Rob spent a decade working in partnerships for the Cannes Festival of Creativity before deciding to move away from the success and stability he’d built. Through a recalibration of his mindset, a reconnection to his values, and adopting a new approach to the process of evolving his career, Rob found his ideal next step as the founding partner of Super Okay, the creative design studio.

Outside of work Rob is a photographer, avid record collector, and occasional DJ.

In this episode, we talk about:

- Leaving something successful, stable, and structured that no longer feels meaningful

- Letting go of classic markers of career success like title, brand-name, and money

- How he navigates the rollercoaster of entrepreneurship.

- The power of vulnerability when building a business

- The mix of humility, humor, and curiosity that keeps you grounded

Rob is funny, vulnerable, and honest about the messy process of becoming yourself.

If you’re navigating change or craving more alignment, this episode is for you.

Timestamps:

00:00 – Intro

03:05 – Growing up in a creative household

04:03 – Early career: Cannes Lions & advertising

05:44 – Discovering creativity through business development

07:53 – Burnout, cycles, and the March 2020 pause

09:27 – Redefining success beyond money & titles

11:53 – Discovering personal and professional values

13:46 – The power of conversations & networking

15:18 – Breaking down old identities and rebuilding

16:10 – Personal work: alcohol, mental health & avoidance

18:46 – Acceptance, self-awareness & emotional regulation

20:26 – The roller coaster of self-growth

21:10 – Becoming an entrepreneur

22:24 – Separating self-worth from business success

24:30 – Fulfillment through people, clients & values

27:54 – Anxiety, fear & resilience in entrepreneurship

31:10 – Advice to his younger self

32:10 – Billboard message: “Know thyself”… or not

32:44 – “Make DJing cool again” hot take

34:14 – Closing reflections & gratitude

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