Award-winning KW Team Leader. Director. Performer.
Hi, I’m Shonn
McCloud.
I lead KW Classic in Orlando, where I help agents build careers worth having. When I’m not in the training room, I’m in the rehearsal room, directing and performing on Central Florida stages.
Top 100 KW Team Leader
35 Under 35
Orlando + Tallahassee
2026 Orlando Real Producers 35 Under 35
2026 Top 100 Keller Williams Team Leaders
2025 Broker/Manager of the Year Finalist
2024 Top 100 Keller Williams Team Leaders
2023 KW Top Team Leader Black Belt Award
2022 Top 500 Orlando Real Producers
Orlando Sentinel Best of Theater recognition
An invitation
I’ve spent my career in two rooms that have more in common than you’d think: the training room and the rehearsal room.
In both, people show up with something they want, a little fear, and a lot of potential. My job is to help them get it on its feet.
At KW Classic, that looks like business plans, listing systems, and the calls you’ve been putting off. On stage, it looks like table work, notes, and opening night.
Whether you’re an agent looking for a home, a group looking for a speaker, or a theater looking for a director, I’d love to hear from you. It’s gonna be good.
In peace,
Shonn
Real estate, first
I build agents, teams, and businesses worth owning.
Real estate is what I’m known for. As Team Leader at KW Classic, I recruit, coach, and train agents across Orlando, and I build the systems and tools that help them grow.
01
Team Leader, KW Classic
Recruiting, agent development, and a culture where people want to stay. Training every week, coaching every day.
02
Coach and trainer
Business planning clinics, listing systems, roleplay labs, and AI workshops for agents at every level.
03
Founder, Zoffer
AI-powered offer automation for Florida buyer’s agents. Less paperwork, faster offers, more time with clients.
2026
35 Under 35 Leadership Award
Orlando Real Producers
2026
Top 100 Keller Williams Team Leaders
Keller Williams Realty
2025
Broker/Manager of the Year Finalist
Orlando Real Producers
2024
Top 100 Keller Williams Team Leaders
Keller Williams Realty
2023
Top Team Leader “Black Belt” Award
Keller Williams Realty
2022
Top 500
Orlando Real Producers
For agents
Looking for a team that has your back?
Whether you’re new to the business or a seasoned agent looking for more support, KW Classic is built to help you grow. Here’s what you get when you work with me.
01
Training every week, from listings to AI tools you’ll actually use.
02
Coaching that starts with your life goals, then builds the business to match.
03
Leadership that knows your name and answers your call.
Speaking + facilitation
Rooms I love to lead.
Keynotes, workshops, and clinics built from classes I’ve designed and taught. Practical, interactive, and a little bit theatrical.
Real Estate Business Planning
Start with the life you want, then build the numbers that pay for it.
AI Solutions and Strategies
Hand off the repetitive work and get back to people. For agents, teams, and nonprofits.
Listing Systems That Sell
A weekly rhythm for feedback, pricing conversations, and a clear game plan.
Scripts, Reps, and Roleplay
Knowledge isn’t the gap. Reps are. Interactive labs where everyone plays both sides.
Leadership and Culture
Facilitated clinics that turn a room of opinions into a plan people own.
Do It Scared
Getting fear fit, on stage and in business. Name it. Face it. Repeat it.
Act two
The stage taught me how to lead.
Before I led agents, I led rehearsal rooms. Directing is still how I think about people: get clear on what they want, then get it on its feet.
Directing
Next to Normal
Director · New Generation Theatrical · 2023
Critics’ Pick
Intimate Apparel
Director · Orlando Shakes · 2021
Orlando Sentinel
Trav’lin, A Musical
Director · Winter Park Playhouse · 2022
Orlando Sentinel
Oliver!
Co-Director · Theater at St. Luke’s · 2022
Orlando Sentinel
Little Shop of Horrors
Associate Director · Orlando Shakes · 2021
Orlando Sentinel
Fairview
Director, staged reading · UCF Celebrates the Arts with Orlando Shakes · 2022
The Golden Door
Director · Winter Park Playhouse New Musical Festival · 2021
Performing
Mr. Hawkins, The Prom
Theatre at St. Luke’s
Judge Turpin, Sweeney Todd
New Generation Theatrical at The Mezz
Anselmo, Man of La Mancha
Orlando Shakes
Man 1
Royal Caribbean entertainment
ECHOES Entertainment Group
Where young performers find their voice.
I founded ECHOES and serve as its Artistic Director. It’s an after-school performing arts program that uses theater, music, and movement to build the skills that carry kids through school and life.
Teaching artists
Faith Boles and Arius West, whose choreography was honored in the Orlando Sentinel’s Best of 2024.
Confidence
Finding your voice, then using it.
Emotional regulation
Naming feelings and working through them on stage.
Community
An ensemble where everyone has a part.
Empathy
Stepping into someone else’s shoes, literally.
What people are saying
“I love this! My word today is fear, go figure. I really miss saying hi and feeling your energy.”
Suzette, KW Classic agent, on “What Is Trying to Open Your Heart?”
Great letter. That admiral makes a good point. Making your bed is legit...if you can get your spouse and dogs out of the way!
Natalie K., KW Classic agent
On Wellness Isn’t All or Nothing
Love this message Shonn! Always a good reminder and a great way to think about it.
Shaun R., KW Classic agent
On Wellness Isn’t All or Nothing
Thank you Shonn! I needed this today!!! I’m going to go make up my bed :)
Suzette, KW Classic agent
On Wellness Isn’t All or Nothing
Good point. Just like business goals, personal goals are so important and will be easily overlooked.
Carl H., KW Classic agent
On Welcome to Fall!
Love this one, Shonn! Thanks for sharing.
Scott C., KW Classic agent
On The Burnt Toast Theory
Great article! It’s interesting how fear has shown up more at KW!!
Suzette, KW Classic agent
On Fear Fit
Great message Shonn! Good stuff!
Shaun R., KW Classic agent
On Not on Our Time
Great message! Thank you.
Natalie K., KW Classic agent
On Hold It in the Road
Wow! Well said!
Michelle R., KW Classic agent
On The View
The View
A weekly perspective.
Short notes on business, rest, fear, and the work. CrossFit, theater, and Luna the dog make regular appearances.
Let’s get it on its feet.
Speaking, directing, joining KW Classic, or something else entirely. Tell me what you’re working on.