DEREK JENNINGS
Derek Jennings - American Traditional Tattoo Artist in Orlando
Earned, Not Assumed
Derek Jennings came up the right way. A formal art background, followed by a multi-year apprenticeship under co-owner Earl Funk — the kind of foundation that shows in every line he puts down. He's been tattooing since 2010, and in that time has built one of the most loyal repeat client bases at The East.
The Style: Traditional Foundations, Illustrative Edge
Derek's work is rooted in American Traditional — the "bulletproof" approach to tattooing that holds up for decades. But he's never been interested in the flat, static version of that style. He works with dynamic line weights and rich, saturated color to create depth that makes a piece genuinely pop off the skin. The result sits somewhere between classic and contemporary in a way that's immediately his.
His favorite territory includes medieval and fantasy imagery — knights, castles, wizards, dark-age iconography — alongside Florida-rooted subjects, bold pet portraits, and fresh takes on the classic icons of tattooing. If it has a strong silhouette and room for character, Derek's interested.
Built on Relationships
Fifteen years in the same area means something. Derek has tattooed generations of the same families, watched clients' collections grow from one piece to full sleeves, and built the kind of trust that only comes from consistently delivering. For him, the relationship with the client matters as much as the work itself — and the two tend to reinforce each other.
Book with Derek
Derek is currently accepting new clients and typically responds the same day. Fill out the form below with your idea and let's get you on the calendar.
