Cindy-Ann Boisson, a native of Trinidad and Tobago, currently resides in Florida, where she has established herself as a multifaceted performer. With a career spanning over a decade, she has honed her skills as a standup comedian, masterful storyteller, event host and emerging actor, earning acclaim for her unique blend of humor.
Cindy-Ann has produced, hosted and headlined corporate and private gigs throughout Florida with the versatility to deliver both clean and unclean comedy 😉
Want to host a children's comedy workshop? She can do that as well.
I had booked Cindy-Ann to feature for me last minute at a show and she went above and beyond as a performer. The crowd loved her and I would recommend booking her as she's also a hard worker!
Cindy-Ann Jane served as a stand-up comedian for a virtual social event for a organization of Psychologists. She was a pleasure to work with throughout all stages of the event planning process, as well as during the actual event. Her witty and sarcastic sense of humor, in conjunction with her discussion of everyday challenges, made for a very enjoyable evening. She was hilarious and pleasant, and she is highly recommended!
Cindy-Ann was responsive (text, email, and phone calls) and helped plan/host a virtual event with comedy, games, and activities. She connected with the guests and kept the energy up. Guests really enjoyed her! Would book her again.
Price Range: $250 and up
Gig Length: 10 - 60 minutes
Languages: English
You can expect professionalism, eloquence, perfectly timed levity, masterful storytelling, audience engagement, lots and lots of laughter.
You can expect a unique perspective on life from a mother, a wife and an island girl experiencing life as an adult immigrant.
A belly full of laughs and things to make you go hmmm.
Cindy-Ann Boisson, a native of Trinidad and Tobago, currently resides in Florida, where she has established herself as a multifaceted performer. With a career spanning over a decade, she has honed her skills as a standup comedian, masterful storyteller, and emerging actor, earning acclaim for her unique blend of humor.
Boisson's professional journey began in 2014, and she has since performed at various venues across the United States, the United Kingdom, Canada, Jamaica, and her home country. Notably, she has shared the stage with prominent comedians such as Maria Bamford, Michelle Buteau, Aida Rodriguez, Sammy Obeid and Sindhu Vee.
Cindy-Ann has been featured on South Florida live, Smile Jamaica and Trinidad and Tobago Television network.
In 2024, her one-woman show 'God's Favorite' debuted to sold-out audiences in Fort Lauderdale and Miami, showcasing her writing, production, and performance prowess. The show seamlessly integrated humor and poignant storytelling, exploring themes of migration, identity, grief, passion, and love. As an alumnus of the prestigious Stella Adler School of Acting, Boisson leverages her training to captivate audiences.
In 2024 she was awarded best actress at the RiffRaff film festival with her first short film 'Heaven's hotline'.
With determination and creative expression, she strives to leave a lasting impact and forge meaningful connections.
As a standup comic, a proper working mic and good lighting is important.
An audience with a desire to laugh and relax
| April 10, 2021 • 9:30pm - 10:15pm | Virtual Event |
| February 05, 2021 • 8:30pm - 9:00pm | Virtual Event |
My Parents
Carol Burnett
Saturday Night Live
Patrice O'neal
Bill Burr
Tig Notaro
Dave Chapelle
Wanda Sykes
Chris Rock
Eddie Murphy
Sinbad
Louis C K
Richard Pryor
Dennis 'Sprangalang' Hall (Trinidad and Tobago)
Errol Fabien (Trinidad and Tobago)
Paul Keens Douglas (Trinidad and Tobago)
Michelle Buteau
Maria Bamford
Microphone
Boynton Beach, FL 
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