Behind The Brand

Meet Dapper Jack- Twillory’s Style Insider

Dapper Jack

Twillory is proud to introduce to you, the snazziest man in our office, Dapper Jack!  A Pre-Law graduate from Towson University, Jack has experienced a trajectory of maturity in style since his early college days. Fast forward years later, now a stud on the Twillory team, Jack has transitioned from “loud outfits that stood out” to an aura of “subtle elegance.” Through his ascension into dapperness, Jack has dabbled in personal shopping and styling for his peers, specializing in toning outfits for specific occasions.

We invite you to get to know Dapper Jack a little bit better.


  • Personal fitness and exercise lead directly to well-fitting clothes. This is not a coincidence.


  • Tone it down for subtle elegance – extravagance is not necessary after a certain age.
  • I used to put loud colors together, and try hard to mix patterns that really clashed. I would wear neon yellow, and neon purple, and sometimes throw in other colors. Now I’ve discovered and learned the hard way, that sometimes monochrome, or one or two colors is a safer, and better look.


  • You can convey seriousness, humor or any other type of mood, just by what you choose to put on in the morning.
  • As far as Twillory goes, my personal favorite shirt is the Royal Blue Panama shirt. But to be honest, I love all 19 of them. I am consistently thinking of different ways that I want to style each shirt.


  • It’s been said time and time again, but the most important aspect of any clothing or style is the way the clothes fit. Someone with no fashion sense? I’d tell them to become good friends with a tailor, and focus on basics. Fit is King, and a tailor can help you achieve that. Basics are just as important as those loud statement pieces.


  • I think that a clean pattern adds a lot of visual interest to an otherwise boring look. Gingham is a safe and easy pattern that most guys can get behind and look good in, so it’s caught on with most guys. Other patterns require a little bit more of a know-how, and you’ll find less guys experimenting with them.

Jack believes that “clothing gives a man the opportunity to make a first impression without saying any words.” He focuses on tailored chinos, crisp oxford shirts and wingtips, considering these choices to still depict the youthful nature of his spiffiness. His interests – fitness, jazz music, cooking – play supremely into his elegant style.

Want to see some of Jack’s dapper digs? Check out his instagram, @jack_esss, here! Like any of the shirts you see – the French Cuff White Sea Island Twill, the Black Mini Gingham, the Purple Gingham? Check them out at New users save 20%, just plug in promo code FIRSTTIMERS!

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