I love how I can express my personality and mood through fashion. It makes me feel complete and it’s an amazing outlet for my creativity.
We would like to thank you for supporting James Jackson in this years competition. Your participation allows us to empower the Elton John AIDS Foundation in their mission to end AIDS for everyone, everywhere.
What makes your style stand out?
I am a mix of streetwear edge and classic tailoring. I like to play with contrast: polished yet casual, masculine with a playful wink. I am confident, composed, and unapologetically personal. I like to turn looks that say I know the rules of fashion… and choose exactly when to break them.
What’s your dream fashion moment?
My dream fashion moment would’ve been meeting André Leon Talley, a legend who embodied everything I love about fashion: intellect, extravagance, and unapologetic presence. I imagine standing across from him, draped in something structured yet dramatic, trading stories about style as identity and armor. For me, that moment wouldn’t just be about meeting an icon; it would be about being seen by someone who made space for people like me, bold voices who believe fashion is both art and attitude.
What would you do with $20,000?
I just started my own business as a personal stylist. After over 25 years in retail fashion, at the ripe age of 42 years old I decided to follow my dreams. I would put al lot of the money into building my business and setting myself up for success. I also just got married this past May to my amazing husband. We plan to extend our family this year can't wait to have a mini fashion icon apart of or family.