Show Up & Show Out
The First Annual Talent Show, Chicago IL
Fly Guys Enterprise is an entertainment production company built to give real talent a real stage.
We create events that artists remember and audiences talk about.
Fly Guys Enterprise was founded in honor of Ronald Johnson, the man everyone called "Fly Guy." At just 17 years old, CEO Theo Huff stood beside his Uncle Ronald at their very first event together in 2005. Ronald's presence, his style, and his love for the culture lit a fire that has never gone out.
Every event we produce is a tribute to Ronald Johnson and the legacy he left behind.
Show Up and Show Out. A live performance competition built to discover and elevate real talent under real pressure.
The winner receives $1,000 cash and a performance slot in front of a major local artist's audience.
Only $100 to enter. Zelle 773-630-2261 or pay on site. Show Night: October 17, 2026 · Chicago, IL
Fly Guys Enterprise is a live event production company based in Chicago, Illinois. We produce talent showcases, live entertainment events, and community programs that create real opportunities for emerging artists.
Theo Huff is the CEO and Founder of Fly Guys Enterprise. Known as "Mr. Excitement," he has been producing live events in Chicago since 2005.
At 17, he produced his first event alongside his uncle Ronald Johnson, the man everyone called The Original Fly Guy. That night in 2005 is where Fly Guys Enterprise began.
theohuffxperience.comTheo Huff is a live event producer and community builder who has been creating entertainment experiences in Chicago since 2005.
Fly Guys Enterprise was founded in honor of Ronald Johnson, the Original Fly Guy. His legacy is at the foundation of everything this company does.
www.theohuffxperience.com ↗ Every stage we build is a tribute to where we came from.In 2005, at just 17 years old, Theo Huff stood beside his Uncle Ronald Johnson, the man everyone called Fly Guy, at their very first event together. Ronald didn't just show up dressed right. He showed up with presence, with joy, and with a love for the culture that was infectious to everyone around him.
Every show we produce is a tribute to Ronald Johnson and what it truly meant to be "fly."
To produce professional live events that create real opportunities for emerging talent in Chicago and beyond.
To grow Fly Guys Enterprise into a recognized regional entertainment company that develops and promotes local talent.
Fly Guys Enterprise works with young artists and performers, providing training, mentorship, and performance opportunities. Our youth program is grant-eligible and community-funded.
The FGE Youth Program is grant-eligible. If you represent a foundation, school, or organization interested in arts and talent development for Chicago youth, contact us.
250 expected attendees. 8 finalists on the main stage. $1,000 grand prize. Sponsorship opportunities are available at multiple levels.
Registration opens May 9, 2026 at 12:00 AM. Deadline: July 20, 2026. Auditions: July 30–31, 2026. Show Night: October 17, 2026.