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Anita Bennett

@awbside

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Anita On the B-Side! Entertainment & Hospitality "Olivia Pope!" It's Handled 😜
Entertainment Investor/Creator/Brand Stategist/ Exec. Prod. @unlv Alum

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CHICAGO, The Best is Yet to Come‼️‼️‼️

Please come join us for a night of Community, Celebration, and Gospel Music as @donaldlawrence Donald Lawrence & Co. takes the @citywinerychi City Winery Chicago stage for the first time with “REVIVAL‼️”

Sunday, October 11, 2026
2 Shows, 5pm & 8:30pm

For tickets: (Link in my Bio) & City Winery Chicago’s website

#DonaldLawrence #gospel #music #live #chicago by @awbside

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16 days ago

I’m so proud of this Queen. @iamjhud
ChiTown.
South side.
… EGOT!!!! ❤️🔥🙌🏾🌟💐
(Thank you for your beautiful presence and amazing energy)!!!
📷: @gtgyk by @awbside

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3 years ago

Nothing but Greatness all 2024! 👑 by @awbside

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3 years ago

MADE IN CHICAGO‼️ What an honor it was for me to celebrate my favorite vocalist @lalahhathaway today as she released her Homecoming album, Made In CHICAGO ❤️🎵✨
It was especially incredible as October 1st, today, is her father’s birthday…the King of Soul, the great @donnyhathaway #DonnyHathaway 👑🪽🎼

Lalah is now the voice of @chicagocta and what an amazing Private Album Release activated & curated by their team as the city also celebrate 79 years of CTA!!! 🥳

Thank You Team Lalah and Chicago Transit Authority Execs for this incredible experience‼️
#Chicago #Proud
#LalahHathaway
#MadeInChicago taken in Chicago, Illinois by @awbside

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2 days ago

CLEVELAND…Get ready for an extraordinary weekend!

I’m Thrilled and humbled to be part of the esteemed 47th Annual Tri-C Jazz Fest @tricjazzfest , presented by Key Bank, this weekend as a guest Presenting Host!

Heartfelt congratulations @itsorlandowatson on your groundbreaking inaugural year as Executive Director! Breathtaking performances ahead with Sheila E, Savion Glover, and hometown hero Durand Bernarr, just to name a few!

See ya tonight! 😉🎼

#TriCJazzFest
#jazzfest
#Cleveland taken in Cleveland, Ohio by @awbside

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3 months ago

#PROUD

Today, in #Chicago and all over the world, we celebrated our Forever President and First Lady Obama & the grand opening of the Obama Presidenti Library!
The Class, Dignity, and Grace that they have always embodied is something special! CONGRATULATIONS!!! @barackobama @michelleobama @obamafoundation @obamalibrary ❤️🤍💙🇺🇸 #Forever44

#PresidentObama
#MichelleObama taken in Obama Presidential Center by @awbside

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3 months ago

Fierce and Fabulous!!! Our Forever First Lady @michelleobama44 👑❤️

#Southside
#Chicago
#Brilliant
#Beautiful
#michelleobama by @awbside

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4 months ago

Memorial Weekend just got legendary!

Join us TODAY @wcsouthland for a celebration and performance that you don’t want to miss! The 2026 Rock & Roll Hall of Fame inductee, legendary @mclyte will rock the house, along with a very special surprise guest‼️

Saturday, May 23, 2026
Wind Creek Southland Casino
17300 S. Halsted
East Hazelcrest, IL

FREE Event‼️
Brilliant Showplace
(Casino Floor)
10pm

** Early Arrival suggested
** Must be 21
** Must have Valid ID
** Please Gamble Responsibly

#WindCreek #MemorialDay
#chicago #casino #mclyte taken in Wind Creek Chicago Southland by @awbside

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4 months ago

Chicagoland has world-class talent!

Thank you @wcsouthland for creating such amazing opportunities to showcase their talents!
More to come…💥🎸🎼🎰

🎸🎤: @deacon_denzel
🎥: @briadvisuals

#windcreek #chicago #casino #entertainment #Blues taken in Wind Creek Chicago Southland by @awbside

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6 months ago

The room stood still for this moment.

Thank you Kristen Lowe @kristenilycia__ for sharing your incredible voice and heart in honor of Kevin Ross. Your performance reminded us that music has the power to hold memory, love, and legacy all at once.

Music accompaniment by Anita Bennett @awbside
Videographer: @fstop316
Forever grateful for this beautiful tribute.

#KevinRossTribute #MODEChicago #ChicagoCreativeCommunity #LegacyLivesOn

@awbside
@fashionbarchicago
@mode.chicago taken in FashionBar TheShows by @awbside

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7 months ago

Wind Creek Chicago Southland @wcsouthland is proud to welcome DJ Sean Alvarez tonight with a special

#MastersOfSpin DJ set celebrating
2000’s Club Anthems‼️

Wind Creek Southland Casino
17300 S Halsted
East Hazelcrest, IL

Radiant Studio
(Casino Floor)
8pm - 12am
FREE Entry

** Must Be 21. Must Have Valid ID. Gamble Responsibly.

#WindCreek #chicago #music #DJ thankyou gaming gambling jackpot entertainment taken in Wind Creek Chicago Southland by @awbside

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7 months ago

Dear GOD,

Thank you for another year of life! #Grateful

With Love & Gratitude,
Anita 🙌🏾❤️🙏🏾🥳

#HappyBirtbday
#happybirthdaytome by @awbside

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8 months ago