In the 90s and early 2000s, GAP wasn’t just a store; it was a cultural force. Then came overexpansion, distraction, and one of the most infamous logo fails in branding history. For years, GAP drifted in a sea of sameness, losing clarity and connection.

But today, under the leadership of CEO Richard Dickson, GAP is staging a reclamation, not by chasing trends, but by staying true to its original brand promises and reclaiming who they are. Their latest campaign proves that legacy brands don’t need to reinvent, per se, to stay relevant; they need to evolve while protecting the soul of what made people fall in love with them in the first place.

In this episode

· Why growth without clarity leads to confusion and broken trust

· How cosmetic fixes like logos rarely solve deeper brand problems

· The leadership lesson: brand clarity first, then building a team of brand stewards

· How to evolve your brand in ways that feel relevant today without abandoning your core brand promises

At the end of the episode, I also share a personal note on closing A School and the launch of my next chapter, MENTORED, an accessible, affordable, and actionable way to help thousands more people, and meeting you where you’re at on Instagram. Be sure to follow @passionsquared on IG to join MENTORED when we open September 15th. OMG, it's all happening!