Joshua Shepard is a broker with RE/MAX in Naperville

Number of years in real estate:

Two

Describe your look:

Old school brought new school

What is your favorite piece of clothing and why?

I think people look best in a T-shirt and well-fitting pair of jeans. It’s clean, simple and doesn’t require any effort. I’m 6’6” with a 7’1” wingspan and I think T-shirts make my arms look even longer, so the compromise is long sleeve T’s and thermal T’s in the fall and winter.

What do you consider a must-have accessory?

I don’t wear accessories, but I am looking into buying a couple of nice watches. They can dress up an outfit without being too flashy.

What is a fashion crime you have committed in the past?

There’s nothing I look back on and wish I had never worn. When I’m not dressed to the nines, I’m usually dressed WAY down.

Where are your favorite places to shop?

Ralph Lauren is quintessential American fashion. It has clothes for when I need to dress up, for when I’m hitting the outdoors or for causal affairs.

What, besides your wardrobe, completes your look? Confidence.

Suit coat and tie are vintage pieces borrowed from Shepard’s late grandfather, RC Bownes, shirt by the Nordstrom line, belt by Kenneth Cole, jeans by Levi’s, shoes by Cole Haan