Multitalented Jessie Woo is Dating Her Boyfriend Jay Allen

Jessie Woo and Her Boyfriend Jay Allen at restaurant

Jessie Woo is an American singer, comedian, actress, TV personality, and Internet star known for her YouTube videos and her appearances on TV shows, including Love & Hip Hop: Miami. In 2024, Jessie has a boyfriend, Jay Allen. 

Born in 1990 in Montreal, Canada, to Haitian parents, Jessie Woo started singing early in the church where her father was a preacher and her mother a choir director.

After her parents’ divorce, her mother and all her siblings shifted to Miami.

Jessie attended and received a degree in Broadcast Journalism from Florida International University in 2010. She always wanted to be a singer, so she moved to New York with $700 in her pocket.

She lodged at her aunt’s apartment and got a corporate job, but it didn’t last long.

In 2013, Jessie launched her YouTube channel, where she shared her comedic skits and lifestyle content. She created irreverent and hilarious characters with a thick Kreyol accent inspired by a Haitian background.

Thus, people grew to her channel and turned into fans.

 

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A post shared by Mawusi MBali Woo (@thejessiewoo)

Then, in 2015, Jessie started her journey as a host in BET’s digital series, including I’ll Apologize Later. Later, she appeared in Love & Hip Hop: Miami to share her life story and career.

Key Insights

  • Jessie Woo’s real name is Jessica Juste, who dropped her first commercial single, Lady Like, in March 2019.
  • In August 2019, Jessie signed to Epic Records and contemporary R&B-oriented Extended Play (EP), Moods of a Cancer, which was her debut EP.
  • Jessie Woo runs a podcast, Jess A Couple Things, where several Internet and TV personalities, including Ollie Isaac and Shelah Marie, have already been interviewed.

Jessie Woo Started Dating Her Boyfriend Jay Allen in 2024

Not known about her past relationship, but Jessie Woo has been dating Jay Allen since February 2024.

However, they appeared for the first time in public on May 10, 2024, when attending. The GOAT celebration for Lauren Speed-Hamilton at Tiki Thai Alt.

Then, they appeared in an Atlanta Braves game with a couple, Cameron Hamilton and Lauren Speed-Hamilton.

 

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A post shared by Mawusi MBali Woo (@thejessiewoo)

After that, they started sharing their happy moments on their Instagram handles. They seem happy enjoying sea water, enjoying vacations and traveling around.

Jay Allen is a Film producer and co-head of the development at Swirl Films.

He spent her childhood in Charlotte, North Carolina, and received a Communication and Media Studies degree from the University of North Carolina at Wilmington.

Before Swirl Films, Jay worked at Atlanta startup Airwatch, which was sold for $2 billion in 2014.

Currently, he is a producer of the reality series Unscripted, which has been popular among African-American viewers on Ad-Supported Cable.

Jessie Woo and Jay Allen are Planning for a Baby

On a podcast, The Cocktail & Takeaways, by Madame Joyce, Jessie Woo talked about her marriage, pregnancy, lifestyle, and other stuff related to her.

In the podcast, she revealed that she and her boyfriend, Jay, are planning to get married and have a baby soon.

Also, her family members, especially her mother, are happy and encourage her to start a family life and get them a grandchild. Jessie and Jay met her family in only August.

And Jessie is also ready to take whatever that leads her to with her relationship with Jay.

Just So You Know

  • Jamie Foxx inspired Jessie Woo to start her career as a comedian. 
  • She also worked as co-host of Twitter’s talk show, Power Star Live, produced by Will Packer Media.
  • Jamie also performed as a host and writer at BET Digital’s shows, including Breaks and Black To Life.

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