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.

October 15, 2025

Hey Sid!

“I have a wedding in Portland, ME at the end of the month with a 'Fall Festive' dress code, described as 'cocktail – jacket,...

September 16, 2025

Hey Sid!

“I wear a polo almost every day (I live in the Southeast and work from home) and have recently gotten into your Court style,...

August 26, 2025

Hey Sid!

“Can I really do a week-plus business trip with only a carry-on suitcase (without resorting to hotel laundry or buying a new wardrobe)?” -...

June 10, 2025

Hey Sid!

“I love suits almost as much as you, but lately I’ve been more interested in sport coats and blazers. My question is about the...

May 14, 2025

Hey Sid!

“Hey Sid, been shopping with you for over a decade now. You and your guys have dialed in the ‘basic but elegant’ thing and...

April 8, 2025

Hey Sid!

“Hey Sid! I noticed you came out with some cord shorts. I'm not the most fashion-savvy guy in the world, but I have always...

March 11, 2025

Hey Sid!

"Hey Mr. Mashburn! I hope you and your family are doing well. It's that time of year again. What's on your Christmas list for...

December 9, 2024

Hey Sid!

“Hey Sid. I'm starting to think about gifts for my sons. Last year I came in around Christmas and the men in the store...

November 19, 2024