Timberland’s new ICONIC campaign is kicking things up a notch—pun fully intended—building on last year’s 50th-anniversary buzz around the legendary Original Yellow Boot. Since ’73, this boot has been walking the walk, embraced by everyone from street style stars to rugged adventurers. Now, Timberland calls on four cultural icons, Naomi Campbell, Teddy Swims, Slawn, and Kai-Isaiah Jamal, reminding us that true icons don’t follow trends—they set them, one fearless step at a time.

Teddy Swims for Timberland’s ICONIC Campaign

Teddy Swims is as bold as they come. The soulful singer-songwriter with a voice that cuts through genres, brings the same raw honesty to Timberland’s ICONIC campaign.

“If I were going to call myself an icon, it would be because of authenticity. I try to be authentic and vulnerable. I think that’s an iconic thing.” – Teddy Swims

Jamie Morgan, the photographer behind the lens on this campaign, famously captured Naomi Campbell’s rise to stardom back in 1984. The pair are reunited to celebrate the essence of true iconography, reminding us that their timeless chemistry is as relevant today as it was nearly four decades ago.

Naomi Campbell for Timberland’s ICONIC Campaign
Slawn for Timberland’s ICONIC Campaign
Kai-Isaiah Jamal for Timberland’s ICONIC Campaign

Following Timberland’s recent high-fashion collabs with Louis Vuitton and Wales Bonner, the brand is certainly stepping into a new era of cool. CMO Maisie Willoughby sums it up: “…Timberland has always been about embracing originality; and what is more iconic than the Original Yellow Boot?”

Timberland’s Original Yellow Boot™

So, go grab a pair now and put your best foot forward.