Hi my dear friends! đź’•

"Hollywood ~ Out of the Box!"


Musical Director: Bobby Schiff


Barb & Bobby

HOLLYWOOD ~ OUT OF THE BOX is a heartwarming and hilarious show about how a baby was found in a cardboard box in West Virginia and how she ended up in the Music Business in Hollywood. That baby was Barb Bailey. Her escapades with famous stars are tell-all; bombshell and UNFORGETTABLE.

With a song list just as eclectic as Barb is – the audience is regaled with Sondheim, Peter Allen and Ella – and everyone in between.

HOLLYWOOD is a thrill ride exposing celebs from Burt Reynolds to Lady Gaga to high class call girls.
Barb is a gorgeous power house of intimacy and unbridled laughter. And her audiences keep bombarding the box offices for more!
It doesn’t matter how we start out in this world. What matters is what we do with it.”

Promo Demo Video


RON FORMAN ~ Critic for “Cabaret Scenes Magazine,” New York City
“A show filled with some of the very best songs of the Great American Songbook…introduced by an always interesting – often funny – anecdote from her life experiences.”

CHAD WILLETTS ~ Owner of “Le Piano,” Chicago, IL
Barb Bailey pitched a no hitter…no runs, no hits, no errors. You may have started your journey in a box,
however you’ve never seen the boundaries or containment of a box…you embody freedom of expression, the embodiment of a true artist.”

ANDREW PORETZ ~ Critic for Sandi Durell’s “Theatre Pizzazz,” New York City
“Barb is a first rate storyteller…with a delightful mix of songs and stories of her journey from an abandoned baby in a box to a glamorous life in the Hollywood hills. Her greatest talent is her ability to sell a story, whether in the wonderful anecdotes she shared or in her song delivery.
A powerful encore of “Here’s to Life” was the perfect capper to an evening with Barb Bailey.”


I wear a lot of hats. I’m based in Chicago and have an Artist Management / Booking company with a roster of singers. I also sing and write my own shows for myself and for others.
HOLLYWOOD ~ OUT OF THE BOX is my 8th show. I have recently performed it in Chicago twice – and New York City.


Flyer 1


1 hour 30 min (Can be broken down into any length)
With or without an Intermission
Rates are negotiable


www.barbbaileymusic.com (Performance)
www.barbbaileyentertainment.com (Artist Management / Bookings)

"Where words fail, music speaks"

T. Tolis