In this episode, we're diving into one of the most recognizable names in vintage fashion—Tommy Hilfiger. From its small-shop beginnings to becoming a cultural giant in the '90s hip-hop and prep scenes, Tommy’s pieces still turn heads and pull in profit.

We cover:

• The origin story of Tommy Hilfiger and how he bootstrapped his way into global fame

• Why oversized sweatshirts, bold flags, and lion crests are vintage gold

• What’s hot right now in resale and what collectors are chasing

• Pro tips for sourcing, pricing, and selling vintage Tommy

• Little-known facts (like that time he went on Oprah to fight a false rumor)

• How Tommy’s new resale initiatives are shaping the future of sustainable fashion

If you’re flipping vintage, curating a collection, or just love a good story about fashion, fame, and second chances—this one’s for you.

Let’s stitch the legacy of Tommy together—one logo at a time.