""We fail every week." Sean Ryan is joined by Ben O'Meara to talk about the journey of Huckberry, the role of a Chief Brand Officer, and the importance of storytelling and community engagement in branding. Ben shares his personal journey to Huckberry, the evolution of the brand's vision, and how they integrate products into their storytelling. They also touch on the show 'Dirt' and the significance of maintaining a personal connection with customers as the brand grows. Ben and Sean talk about art, music, and learning to play the drums. As well, maybe getting more into writing on the personal side (to take after Ben's family of journalists and advertising pros. * Check out the cool shit Ben's doing: https://www.instagram.com/bennyohh/?hl=en * Enjoy the love that goes into producing Dirt: https://huckberry.com/dirt * Buy quality clothes from a big company that still feels small and quaint: https://huckberry.com/ * Find out why 2 million men avoid navigating social media and read this on the daily instead: https://www.rotarydigital.net/ Chapters 00:00 Introduction to Strange Currencies 02:54 Ben O'Meara's Journey to Huckberry 06:11 The Evolution of Huckberry's Brand Vision 08:58 The Role of a Chief Brand Officer 12:00 Involvement in the Show 'Dirt' 15:08 Product Integration and Storytelling 17:57 Community Engagement and Brand Identity 21:12 Successful Collaborations and Learning from Failures 26:44 Creative Ventures and Customer Confusion 29:04 The Rewards of Leadership and Team Growth 31:30 Pursuing Personal Passions and Skills 36:35 The Importance of Writing and Storytelling 38:25 Influences and Personal Development 40:47 Stepping Out of Comfort Zones 43:01 Daily Habits for Success 45:52 Books, Podcasts, and Music Discoveries