Every morning Brad commutes from the suburbs to downtown Chicago, where he works at a plucky little startup called Facebook. Add in business traveling and evenings dedicated to family, and he has no time to shop for clothes, even though he wants to look good. Lucky for Brad, in addition to our well-known trunk service, Trunk Club also offers in-house appointments at our Chicago headquarters.
Having built a relationship with Brad over the last couple of years, his personal stylist, Lisa Bubes, can anticipate which clothes he will like, allowing her to prepare selections ahead of appointments.

Lisa walks Brad through her picks, with the couch serving as their keep pile.

Moments later, the time-pressed executive emerges from Trunk Club on schedule and, in terms of style, well ahead of the game.

“Brad is a casual guy and his workplace is casual, too,” Lisa says. “My whole goal is getting him stuff that he can wear to work but also out to dinner and on the weekends with his family. Here’s why I chose the clothes for this outfit:
- The five-pocket chinos are soft and a good alternative to jeans.
- The four-season blazer can be worn year-round. It also has cool details like elbow patches that I knew Brad would like because he needs classic pieces but is always up for trying something different. Plus, the navy color ties in with the outfit.
- Since this outfit includes sneakers, I definitely wanted to avoid a leather belt. The web belt looks great with casual shoes—and of course it’s coordinated with the clothes.
- The sneakers add a cool punch to what would otherwise be a dressy look.
“When Brad first started with Trunk Club he was a little bit more restricted on what to try. Now we’ve built a level of trust, and he has a foundation of basics in his closet, so we can try working in more fun pieces.”
Trunk Club members are always welcome for in-house appointments at our River North loft: 311 West Superior, Suite 504. Your stylist will by happy to set up a time at your convenience. Members outside Chicago, while continuing to enjoy our trunk service, should by all means visit whenever they’re in the Windy City.
Lisa Bubes is a Trunk Club Senior Stylist and can be reached via Twitter: @LBTheStylist.