A lot goes into dressing well. You don't have to figure it out alone.

Tailored is your personal style guide. It knows your closet and understands your taste.

Tailored style plan showing a complete outfit recommendation with flat-lay photo and styling reasoning

You know the feeling. You're standing in front of your closet with somewhere to be, and nothing looks right. You own good clothes. You've spent real money. But putting it together is a different skill. What goes with what. What fits the occasion. What actually works on you.

And somewhere in the back of your mind, you know you could look better than this. Not flashy. Not trying too hard. Just someone who clearly knows what they're doing.

Most guys want that. They just don't have anyone to show them how to get there.

How it works

Three steps. One guide.

1

Show it your closet.

Point your phone at what you own. Tailored sees the brand, the color, what it is, how it fits. In a few minutes, your guide knows your wardrobe better than you do.

2

Tell it what's coming up.

A wedding. A work trip. Tuesday. Tailored factors in the context, the weather, and what you've worn recently so it can work with what's actually in front of you.

3

Wear it with confidence.

One recommendation. Built from your clothes. Grounded in your taste. Ask why and it'll tell you.

What makes it different

It gets to know you.

You could ask any chatbot what to wear. But it won't remember the answer tomorrow. Tailored builds on every conversation. What it learns about you stays — your preferences, your wardrobe, your life.

The first conversation is helpful. The tenth is personal. That's what happens when your guide has been paying attention.

Remembers

"You always roll your sleeves. I'm skipping anything that doesn't look good pushed up."

Learns

"You wore that jacket to the last work dinner. Let's go a different direction."

Adapts

"You haven't worn those dress shoes since March. I've stopped suggesting them."

The founder

Meet the founder.

Josh Terry with his family outdoors

"I've always cared about how I show up. But outside of a photoshoot or a stylist doing the work for me, I never felt like I really knew what I was doing. So I built the guide I wished I'd had all along."

Early testers

What testers are saying.

"It gets that I'm in tech, remote, not trying to wear a hoodie every day and also not trying to look like I'm trying too hard."

Joe D.

"Super impressed it guessed my sizes from a photo. Easy to use to find new clothing items."

Chase P.

"The toughest thing about existing wardrobe apps is uploading pics of everything and organizing what you own. This just works."

Ieva

Currently in early access with testers in Austin and beyond.

Early access

Try Tailored.

We're onboarding in small groups. iPhone only. Tell us what you've got coming up and we'll get you in.

No spam. You'll hear from Josh personally.