$240 / month
2 calls per month (60min/call)
Unlimited Q&A via chat
Expect responses in 2 days
Hands-on support
I’m an Executive Creative Director and brand strategist who’s steered award-winning work for Rolex, GM, Lufthansa, Pirelli, MINI Cooper, and more—collecting Lions, Arrows, and Pencils along the way. My career spans London, New York, Detroit, Shanghai, and beyond, blending luxury, automotive, fashion, tech, and sport into culturally resonant campaigns.
What I bring to the table
• Strategic brand elevation – turning market challenges into clear positioning and powerful narratives.
• Creative leadership & team building – frameworks that cultivate diverse talent and unite teams around one creative culture.
• AI-empowered workflows – practical guidance on integrating custom models, and automation into the creative process.
• Craft-obsessed storytelling – photography, film, typography, and experiential design that move audiences and metrics.
5 out of 5 stars
Simon is an incredible mentor! He is so experienced and has a wealth of knowledge to pull from when supporting you in your goals. I sought mentorship from an experienced Creative Director to deal with current challenges in my work and explore a path towards creative direction. Simon exceeded my expectations for a mentor! He has worked on huge projects with huge brands, but is also very down to earth. We discussed everything from Ai in the creative space, to my current work challenges, to my ambitious career goals. He is the person who encouraged me to take the leap with a new creative venture. He shared examples and advice and even offered to support with research outside of our sessions. His support gave me the courage to pursue a goal that had been on the back burner for a very long time. His mentorship is an investment in yourself and your career that's truly worth it!
Standard Plan • 2 months
5 out of 5 stars
Working with Simon has been transformative. After years as an Art Director, I struggled to break through to the Creative Director level. Simon brings the strategic insight I need to navigate this transition. He didn't just offer general advice, he helped me build a roadmap with accountability checkpoints that keep me moving forward. Beyond guidance, he's also strengthened my self-belief. His ability to recognize and reflect back my capabilities has given me the confidence to pursue my dream career. I'm grateful to have Simon as a mentor. I still have work to do to reach my goal, but I'm on the right track.
Standard Plan • 1 month
Strategic clarity with creative excellence. CCO/ECD Art Direction Leo, JWT, Ammirati, Rolex, Pirelli, GM, Lufthansa, Mini, US/UK citizen.
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From Iggy Pop to Rolex, for this week's My Creative Career, Simon Fairweather walked me through his three decades in …
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Notify me when Simon has new spots
We will send you a quick email if Simon has new open spots for mentorship, and only in that case!
Book a free intro call with Simon
Connect with Simon in a quick call (usually under 30 minutes)
What's included in the trial?
Every trial is a little different–here's what Simon says about their trial:
We'll meet for a quick call (usually under 30 minutes) where we:
- Break the ice and introduce ourselves
- Discuss your goals and how I can support you
- Coordinate logistics like time zones, meeting frequency, and communication methods
