72 CHICAGO | SEPTEMBER 2019
“Last season was the
most fun I’ve ever had in
my life,” says Trubisky,
shown here in one of his
13 custom suits.
GROOMING: J. St. Jaimes/
Distinct Artists | CLOTHING:
Three-piece suit, $3,500;
shirt, $295; handmade tie,
$115. All bespoke from ESQ,
esqclothing.com.