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Skyler James Bailey

@dreamablejames

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Man of ideas. Actor, Writer, Composer, self proclaimed cinephile. Co-founder of @dreamablemusicgroup. Founder of @youneediread

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“One Flew Over The Cuckoos Nest” Opens this week at Studio 17 (13 w 17th st, 3rd Floor). Super Excited for you to see this amazing show we put together! *Ticket link in my bio* Performances through April 30th- May 17th. I promise an experience you won’t forget. You’ll laugh, you’ll cry, you’ll question your own sanity.

“One Flew Over The Cuckoos Nest” Directed by @franciscosolorzano

Starring @sayraplayer @franciscosolorzano @jayajacq @paulskyelehrman @j.madisonjohnston @salvatoreinzerillo @denamtyler @narachaibmendes @evgeniyaradilova @mylapitt @rose.kanj @dramaartisan @rebelvause @wonder.woman.wonhee @jk__all__day @ktbillzzz

USE CODE “EARLYBIRD” for 25% off

*Ticket Link In MY Bio* by @dreamablejames

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5 months ago

Check me out on the latest episode of Law & Order “The Hardest Thing” tonight on Peacock 🙏🏾✨ As we proceed. God is good ✨ taken in Harlem by @dreamablejames

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2 years ago

Draw 3 ✨📸 : @rickygeephoto by @dreamablejames

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2 years ago

Jeffrey knows how to close a deal. Tiffany knows how to enjoy the benefits. 😂💳

From the outside? Successful husband. Beautiful wife. Luxury lifestyle. What could possibly be missing?

Apparently…more than either of them wants to admit. 👀 …Because sometimes having everything doesn’t mean you have everything you need.

Meet Jeffrey + Tiffany Monroe in Tangled Vows.

Find out what money can’t fix November 21. Purchase your tickets today — link in bio.
🎟️ 3PM Showtime: https://tr.ee/NJ3pm
🎟️ 7PM Showtime: https://tr.ee/NJ7pm

Purchase your tickets today on Eventbrite or Inspire23Productions.com — 𝙇𝙞𝙣𝙠𝙄𝙣𝘽𝙞𝙤.

Cast: @kay_smiling @msmyers707 @zeyisays @Godlucklulu @Levarnelson @elainenic7 @itsdanteb @dreamablejames @alexisnosniv

#TangledVows #Inspire23Productions #NJTheater #LiveTheater taken in Avenel Performing Arts Center by @dreamablejames

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12 days ago

⭐️SPECIAL ANNOUNCEMENT⭐️

We’ve been featured in @theblkscript

Award-Winning Short Film ‘Don’t Be Desperate,’ Starring D. Woods, Streams Free On YouTube For A Limited Time Before Our Streaming Debut

‘Don’t Be Desperate’ is streaming free on YouTube for a limited time before our streaming debut. The film is now available on @ognetworklive , @kwelitv multiple Roku FAST channels, and @iwomantv The free YouTube window is open now and will close soon. Free. Limited. Yours.

Don’t Be Desperate is a quirky but honest exploration into the colorful imagination of Aliyah Stanbeck, a woman in her late 30s who is a hopeless romantic with her head in the clouds but grounded by the fears of her “ticking clock.” An imaginative and anxious singer receives life-changing news on the eve of her first performance in years, forcing her to confront her deepest desires and her worst fears.

Since our 2022 premiere, Don’t Be Desperate has built a real track record. Official Selection at the Hip Hop Film Festival (2022) and Newark International Film Festival (2022). Independent Spirit Award at the 2023 Detroit Black Film Festival. Outstanding Music nomination at the 2023 Micheaux Film Festival.

We also aired nationally on Aspire TV. Music sits at the center of the story, anchored by the original song “Don’t Leave Me,” written by Wright, and a score by Nolan Mersier.

Take it one step at a time…

🧡Comment FILM below to get the link sent straight to your DMs and watch the film.

Shout out to our new distribution platforms @ognetwork @kwelitv for embracing this film!

Written & Directed by: Yhá Mourhia Wright
@mswrightontime

Director of Photography:
@janae.lisa

✨✨✨✨✨
Starring:
@yagirldwoods
@tralynnhusbands
@blairhall__

With:
@allwayssabrina
@dreamablejames

Casting By:
@tiffroshae

Creative Producer:
@javanamundy

Produced By:
@showrunher

Executive Producers:
@realmitziepratt
Purpose Driven Productions
YháWright Productions

Key Costume & Wardrobe Design by:
@theempressofstyle

Makeup Artist:
@ma_beautynyc

Hairstylist:
@faithhopeandhairofficial

Follow the dream… #dbdfilm #shortfilm #yhamourhiawright

⭐️The dream continues…

🧡Comment “FILM” for a link to DBD by @dreamablejames

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3 months ago

“So you’re having a party? Where is everyone?”

Come watch four strangers - a host, his neighbor, the bartender, and the building’s super - bumble their way through a housewarming party featuring top shelf tequila, charcuterie, and a wide variety of faux pas.

The Housewarming will run at @theplayerstheatrenyc in Greenwich Village:
-6/18 at 7PM
-6/19 at 7PM
-6/20 at 7PM
-6/21 at 3PM

Ticket link in bio. by @dreamablejames

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4 months ago

Meet Big George played by @dreamablejames.

A presence you feel before he even speaks, Big George carries a quiet weight in the ward.

Skyler James Bailey is a New York City based actor. Born in The Bronx, NY. THEATER: Thoughts Of A Colored Man Dir. Tremane Harris (651 Arts 2025) Lions Don’t Hug Dir. Stella Sacca (Winterfest 2020, Brooklyn Art Haus Residency 2023), Black Magic Dir. Tony Jenkins (Fringe Festival Winner 2016), Serials at The Fled Dir. Crystal Sky Williams. WORKSHOP: BAM Residency Workshops (2024) Dir. Postell Pringle. FILM: Uptown The Way God Intended Dir. KarynRose Bruyning (Vimeo Staff Pick 2022, Webby Award Honoree 2023), XXVisible Dir. Bobby Yan (Best Drama Short Coney Island Film Festival 2022). TELEVISION: Only Murders In The Building (Hulu 2024), Law & Order (Peacock 2025).

Strong. Grounded. Watching it all unfold.

Tickets on sale now! Link in bio!

Studio 17, NYC
April 30 – May 17 by @dreamablejames

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6 months ago

The past year has been so significant to my personal growth. I’m grateful for all the hard decisions, failures, wins, scary transitions, new responsibilities, love, family. I’m grateful for all of it. Thank you God for another year of Life ✨ This new year will be my year of ABUNDANCE ✨ Happy Birthday to me 🎂✨🤙🏾 taken in Harlem by @dreamablejames

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a year ago

I am happy to announce that CYCLES the stageplay made it into Broadway World!!! Congratulations 🎉@shakerriabreonie on this major accomplishment. You stepped out on faith and look at the rewards. I am so proud of you! You go girl🥰❤️ I am honored to be a part of this AMAZING CAST. Thamk you for trusting us with your baby and allowing us to be a part of your vision.❤️

2 more shows to go. You don't want to miss it. Get your tix TODAY. LINK IN BIO🎟

#skysthelimit #goals #blackgirlmagic #theater #TheaterLife #actorlife taken in New York City by @dreamablejames

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a year ago

It’s official. The cast of Cycles is here!

We couldn’t be more proud of the artists bringing these roles to life.

@colin.pieters
@msmyers707
@shakerriabreonie*
@dreamablejames
& Anayah Cobbler

July 11, 17 & 19 at @chaintheatrenyc 🎉PROGRAM #3 🎉 Tickets on sale now!

This production is presented as part of an Equity Approved Showcase. (*)Denotes member of Actor’s Equity Association.

#CyclesThePlay #BlackStoriesOnStage #chaintheatre #summeroneactfestival #NewPlayAlert by @dreamablejames

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a year ago

Come check me out as “Anger” in @rootedtheaterco production of “Thoughts Of A Colored Man” by Keenan Scott II. Directed by @tre.tramane. Showing Feb 14th and 15th 7pm at @651arts ✨

Tkt link in my bio 🫴🏾✨

See y’all soon 🤙🏾 by @dreamablejames

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2 years ago