Everything hangs on the trousers.
A 90-minute live session on everything that goes into a good pair of trousers. I bring 18 years of fixing other men's wardrobes. By the end of the night, you'll know what to look for, what a tailor can fix, and why the rest of your outfit has to live up to them. You also get my Trousers GPT, which gives you the measurements to aim for.
Grab a seat for $9
Think about where your money goes. The jacket. The shirt. The tie. The watch. Trousers get whatever is left, usually a pair off the rack in the size that sort of fits.
But the eye doesn't work that way. Half of what a person sees when you walk into a room is below your belt. And a pair of trousers is not one decision. It's a dozen: the cloth, the rise, the seat, the thigh, the taper, the hem, the break. Get them right and the whole outfit looks like it belongs to you. Get one wrong and nobody can say why, they just know something is off.
That's why you can't wear good trousers and skimp on everything else. It's also why a great jacket can't save a bad pair. The top and the bottom have to hold each other up.
I learned this the hard way. For years I wore trousers cut for a different decade. Too short, too narrow, too tight to sit in. I kept buying new jackets to fix a problem that started at the waist.
You don't need to replace everything. You need to understand the details, so you know what you're looking at the next time you try on a pair.
That's this workshop.
A 90-minute live session on trousers: rise, seat, thigh, taper, break, cloth, and how they work together. You also get my Trousers GPT, which turns your height, shoe size and other details into the measurements you should be aiming for. Nine dollars.
90 minutes on Zoom with me. Camera on or off, your call. Nothing to prepare.
EveryoneMy trousers GPT. Enter your height, shoe size and other details, and it tells you the measurements to go for: rise, leg opening, length and break. Take it shopping or to your tailor.
EveryoneCan't make it live? Buy the ticket anyway. The recording is yours. Run it back the next time you shop.
EveryoneThe exact words to use when you ask for trouser alterations, what a fair price looks like, and what no tailor can fix. Take it with you on your next drop-off.
Live only
“It’s wild how much money I was wasting on clothes that didn’t work together. One session fixed that. Now every piece in my closet has a purpose.”
Thursday, October 29, 2026 · 7:00 PM ET · Zoom
One time. No subscription.
Reserve my seatReplay included if you can't make it live.
| Where you are | Start time | Date |
|---|---|---|
| New York (ET) | 7:00 PM | Thu, Oct 29 |
| Chicago (CT) | 6:00 PM | Thu, Oct 29 |
| Denver (MT) | 5:00 PM | Thu, Oct 29 |
| Los Angeles (PT) | 4:00 PM | Thu, Oct 29 |
| London (GMT) | 11:00 PM | Thu, Oct 29 |
I was a rapper first. Baggy clothes, sneakers, and a firm belief that suits made you look soft.
At 30 I got a job in mortgages, sitting across from clients twice my age, looking like I was 19. So I started dressing up. I did it the GQ way, which means I did it wrong for years.
Then I found classic menswear, and I haven't bought a trend since. I've been teaching men how to dress since 2007, built a YouTube channel of 25,000 guys who care about this stuff, and spent 20 years in property management where I learned exactly how fast a room makes up its mind about you.
Now I run Chace & Ryder, where I build wardrobe systems for men who'd rather think about their work than their closet.
"When you dress well, you're not only showing respect for yourself, but you're also showing respect for others."
A friend once told me I could get dressed in the dark. That's the goal for you too. Each month we take one problem off your plate.
Fit, break and the standard they set for the whole outfit.
Sort the closet you already have.
Collar, lapel and tie. Where well-dressed men actually look.
Yes. The replay is yours for life. You'll miss the Tailor Talk Sheet and the chance to ask questions live, but you still get the full recording and the Trousers GPT.
No. This is a teaching session. You'll learn what to look for, and the Trousers GPT gives you your own numbers to shop to or take to your tailor.
No. Partners are a big part of who I work with, but this workshop is for any man who wants to dress better and stop guessing.
At the end I'll tell you about the Edit, where I go through your closet with you one on one. If you want it, great. If not, you still leave knowing exactly what a good pair of trousers looks like and the numbers to shop to.
No. Listen in, take notes and ask questions in the chat. Camera on or off is your call.
Ninety minutes. Nine dollars. Every detail that makes trousers work, plus the GPT that gives you your numbers.
Grab a seat for $9