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THE VISION

A Different Kind of Chair

From the beginning, Reggie Jones envisioned something unprecedented—a barbershop that transcends boundaries. Where the Chief of Police sits alongside entrepreneurs. Where billionaires wait their turn beside college students.

This isn't just about cuts and fades. It's about the conversations that happen in these chairs. The connections forged. The community built, one appointment at a time.

As a master barber educator and celebrity barber to NBA stars and Grammy winners alike, Reggie brought his expertise home to create something truly unique in Orlando—a space where quality knows no color, and excellence is the only standard.

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IN HONOR

Mike & Gail Winn

When Darryl E. Straughter passed in 2011, Mike Winn immediately purchased this building—not for profit, but for preservation.

"There's been a Black-owned barbershop on that corner for many years, and I wanted to preserve that," Mike said. "I did all I could as a landlord to make sure Reggie was going to make it."

The Winns understood that some things matter more than market value. They dedicated a beautiful elephant mural to this corner, a symbol of memory, strength, and the community they helped sustain.

If it wasn't for Mike Winn, there wouldn't be a West & Kennedy in Hannibal Square."

THE EXPERIENCE

Services

Master craftsmanship meets modern technique. Every service delivered with the precision and care that has defined us since 2009.

THE COMMUNITY

Everyone's Welcome

From Winter Park's Chief of Police to entrepreneurs, from astronauts to artists—our chairs have hosted them all. This is what inclusive excellence looks like.

Every time I walk in, time stops. There's connection, there's conversation, there's counseling. A moment of pause in a fast-paced world.

Penny Jordan

Photographer & Documentatian

I found a barbershop that made me feel welcome. I wouldn't get my hair cut for months while away because I just didn't trust anyone else.

Allen English

Cornell Hotel School Graduate

What I saw in Reggie is that he's got such a pure heart. He's trying to be successful but wants to impact lives. He's a special individual.

John Rivers

Founder, 4 Rivers Restaurants

THE SHOP

Grooming Essentials

Curated products for maintaining your look between visits. The same quality

we use in our chairs, now for your home.

YOUR CHAIR AWAITS

Book Your Experience

Join the legacy. Whether it's your first visit or your hundredth, every appointment is an opportunity to be a part of something historic

WEST & KENNEDY

The last Black-owned business in Historic Hannibal Square. Where excellence meets heritage, and every chair tells a story.

VISIT

West New England Ave &

Pennsylvanis Ave

Winter Park, FL 32789

By Appointment

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