Hey Sid!
No jacket required
“Hey Sid! I'm a university administrator who runs an entrepreneurship program. During the Fall and Spring terms I get to wear five-pockets, OCBD, blazer,...
Liner Notes | Hey Sid!
You ask, Sid answers.
Hey Sid!
Counseling in session
“I am about to graduate with my Master’s in Counseling (mental health therapist) in May. I have typically worn jeans, an Oxford shirt, and...
Hey Sid!
Sunday in Augusta
“I’ve got the honor and pleasure of spending Sunday at the Masters coming up in a few weeks and want to get it right....
Hey Sid!
Age-appropriate blue jeans?
"A friend of mine who is a sharp dresser recently told me he disposed of his blue jeans as they were no longer 'age...
Hey Sid!
Winter Olympics in Milano/Cortina
“Hey Sid! I’ll be attending the Winter Olympics in Milan in February to cheer on team USA. I want to make sure I’m dressed...
Hey Sid!
Sid's Christmas List
"Hey Sid! What's on your Christmas list for 2025?" - Taylor
Hey Sid!
Rome in the rain
“I'm travelling to Rome this December on a church history study trip. The days are going to involve a looot of walking and I...
Hey Sid!
High School Reunion
“I have my 20-year high school reunion in November. What should I wear that gives off a sprezzatura vibe?” - David S.
Hey Sid!
"Fall Festive" & the emergency tie
“I have a wedding in Portland, ME at the end of the month with a 'Fall Festive' dress code, described as 'cocktail – jacket,...