Broadway's Desi Oakley joins The Art of Kindness podcast for our holiday extravaganza! The Wicked and Waitress star gets festive with host Robert Peterpaul about: Her new holiday single Christmas on the Coast + holiday favorites.
Desi Oakley
Desi Oakley most recently appeared as Roxie Hart in Chicago on Broadway. She also performed as the original Jenna in the National Tour of Waitress.
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BIO
Desi Oakley most recently appeared as Roxie Hart in Chicago on Broadway. She also performed as the original Jenna in the National Tour of Waitress. Her Broadway credits include Wicked, Annie and Les Misérables. In addition to Waitress, her National Tour credits include Wicked and Evita. Desi's new original album Repeat can be found on iTunes and all streaming platforms. She was raised in Wichita, KS and is a proud graduate of the University of Michigan. Follow her @desioakley.
Photos
STAGE CREDITS
[Broadway]
Broadway Revival, 2014
Ensemble [Replacement], Fantine (Understudy) [Replacement]
[Broadway]
Broadway Revival, 2012
Performer (Swing), Lily St. Regis (Understudy), Grace Farrell (Understudy)
[Broadway]
Original Broadway Production, 2003
Ensemble [Replacement], Elphaba (Understudy) [Replacement], Nessarose (Understudy) [Replacement]
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Videos
Video: Fabiola Caraballo Quijada and Chris Hayes Celebrate Jimmy Award Wins on GOOD MORNING AMERICA
by Josh Sharpe - 2025-06-25 10:21:31
Exclusive: Holli' Conway Sings 'Dangerous Woman' from BROADWAY SINGS ARIANA/GAGA
by Joey Mervis - 2025-05-23 12:41:11
Video: Desi Oakley Sings 'She Used To Be Mine' in WAITRESS at La Mirada Theatre
by Joshua Wright - 2024-09-25 12:59:16
Video: Inside Rehearsals for WAITRESS Starring Desi Oakley at La Mirada Theatre
by Joshua Wright - 2024-09-19 11:10:23
Video: Eden Espinosa Performs 'Time For Starting Over' From 17 AGAIN; Cast Recording Available Now!
by Stephi Wild - 2023-12-01 10:09:47
Video: Get A First Look At The 2023 Jimmy Awards Opening Number Featuring Tunes From KIMBERLY AKIMBO, SIX, SHUCKED And More!
by A.A. Cristi - 2023-06-23 17:02:21
VIDEO: Talented Teens From Across the U.S. Prepare for The Jimmy Awards!
by Nicole Rosky - 2022-06-24 16:06:05
News
A CHRISTMAS CAROL Cast Announced at Commonwealth Shakespeare
by A.A. Cristi - Oct 7, 2026
Commonwealth Shakespeare Company announced the cast for its adaptation of Charles Dickens' A CHRISTMAS CAROL, returning to the Cutler Majestic Theatre in Boston with Will Lyman reprising his role as Ebenezer Scrooge.
by A.A. Cristi - Oct 7, 2026
Commonwealth Shakespeare Company announced the cast for its adaptation of Charles Dickens' A CHRISTMAS CAROL, returning to the Cutler Majestic Theatre in Boston with Will Lyman reprising his role as Ebenezer Scrooge.
AT THIS PERFORMANCE… to Celebrate 23rd Anniversary at Green Room 42
by Stephi Wild - Oct 2, 2026
The monthly cabaret series spotlighting Broadway and Off-Broadway standbys, understudies, and alternates will feature performers from TITANIQUE, SIX THE MUSICAL, HEATHERS THE MUSICAL, and other productions.
by Stephi Wild - Oct 2, 2026
The monthly cabaret series spotlighting Broadway and Off-Broadway standbys, understudies, and alternates will feature performers from TITANIQUE, SIX THE MUSICAL, HEATHERS THE MUSICAL, and other productions.
DEATH BECOMES HER, A WALK ON THE MOON, and More Set for AT THIS PERFORMANCE... at Green Room 42
by Stephi Wild - Aug 21, 2026
Stephen DeAngelis will host the 199th edition of his monthly series, featuring standbys and understudies from DEATH BECOMES HER, A WALK ON THE MOON, and MONTE CRISTO: A NEW MUSICAL.
by Stephi Wild - Aug 21, 2026
Stephen DeAngelis will host the 199th edition of his monthly series, featuring standbys and understudies from DEATH BECOMES HER, A WALK ON THE MOON, and MONTE CRISTO: A NEW MUSICAL.
Photos: NEIL BERG'S 100 YEARS OF BROADWAY Took The Stage At Harry Chapin Theatre
by Genevieve Rafter Keddy - Aug 9, 2026
Audiences experienced the magic, music, and memories of 100 Years of Broadway with the legendary Neil Berg in an unforgettable summer performance. Check out the photos here!
by Genevieve Rafter Keddy - Aug 9, 2026
Audiences experienced the magic, music, and memories of 100 Years of Broadway with the legendary Neil Berg in an unforgettable summer performance. Check out the photos here!
AT THIS PERFORMANCE... to Return to The Green Room 42 With Broadway Standbys
by Chloe Rabinowitz - Jul 8, 2026
Stephen DeAngelis' monthly series At This Performance... will return to The Green Room 42, featuring standbys, understudies, and alternates from current Broadway productions.
by Chloe Rabinowitz - Jul 8, 2026
Stephen DeAngelis' monthly series At This Performance... will return to The Green Room 42, featuring standbys, understudies, and alternates from current Broadway productions.
Video: Jake James and Samia Posadas Celebrate Jimmy Award Wins on GOOD MORNING AMERICA
by Josh Sharpe - Jun 23, 2026
Jimmy Award-winning student performers Jake James and Samia Posadas stopped by Good Morning America on Tuesday, following their respective wins during the ceremony on Monday evening. Watch the interview!
by Josh Sharpe - Jun 23, 2026
Jimmy Award-winning student performers Jake James and Samia Posadas stopped by Good Morning America on Tuesday, following their respective wins during the ceremony on Monday evening. Watch the interview!
Jake James and Samia Posadas Win at the 2026 Jimmy Awards
by Nicole Rosky - Jun 22, 2026
Earlier tonight, the most talented teenagers from across the country took the stage at the Minskoff Theatre for the 17th Annual Jimmy Awards, hosted by Bowen Yang. BroadwayWorld is excited to report that Jakae James and Samia Posadas have won Best Performance by an Actor and Best Performance by an Actress.
by Nicole Rosky - Jun 22, 2026
Earlier tonight, the most talented teenagers from across the country took the stage at the Minskoff Theatre for the 17th Annual Jimmy Awards, hosted by Bowen Yang. BroadwayWorld is excited to report that Jakae James and Samia Posadas have won Best Performance by an Actor and Best Performance by an Actress.
Video: Watch the Opening Number for the 2026 Jimmy Awards
by Nicole Rosky - Jun 20, 2026
116 of the most talented high schoolers in the country will take the stage at the Minskoff Theatre for the 17th Annual Jimmy Awards. The 2026 ceremony will stream for free online through Thursday evening, June 25th. Bowen Yang (Saturday Night Live, the Wicked movies) will host the 2026 ceremony. Watch as the nominees rehearse the opening number ahead of the big night in this video!
by Nicole Rosky - Jun 20, 2026
116 of the most talented high schoolers in the country will take the stage at the Minskoff Theatre for the 17th Annual Jimmy Awards. The 2026 ceremony will stream for free online through Thursday evening, June 25th. Bowen Yang (Saturday Night Live, the Wicked movies) will host the 2026 ceremony. Watch as the nominees rehearse the opening number ahead of the big night in this video!
Coaches, Judges and Presenters Announced for 2026 Jimmy Awards
by Nicole Rosky - Jun 18, 2026
The panel of judges for the 2026 Jimmy Awards is comprised of notable theatre professionals including Tony Award®-winning producers, prestigious casting experts, and industry leaders. Winners and finalists will be selected by Montego Glover, Kenny Leon, Joe Machota, Alecia Parker, Marc Platt, Tara Rubin, Thomas Schumacher, Bernard Telsey, and Lia Vollack. Preliminary judges who adjudicated and cast the nominees in the Character and Feature Groups included Kristian Charbonier, Stephanie Klapper, Sammy Lopez, Kevin Metzger-Timson, Dale Mott, T. Oliver Reid, and Rachel Sussman.
by Nicole Rosky - Jun 18, 2026
The panel of judges for the 2026 Jimmy Awards is comprised of notable theatre professionals including Tony Award®-winning producers, prestigious casting experts, and industry leaders. Winners and finalists will be selected by Montego Glover, Kenny Leon, Joe Machota, Alecia Parker, Marc Platt, Tara Rubin, Thomas Schumacher, Bernard Telsey, and Lia Vollack. Preliminary judges who adjudicated and cast the nominees in the Character and Feature Groups included Kristian Charbonier, Stephanie Klapper, Sammy Lopez, Kevin Metzger-Timson, Dale Mott, T. Oliver Reid, and Rachel Sussman.
Video: Watch the 2026 Jimmy Awards
by Nicole Rosky - Jun 22, 2026
116 of the most talented high schoolers in the country will take the stage at the Minskoff Theatre for the 17th Annual Jimmy Awards. The 2026 ceremony will stream for free online through Thursday evening, June 25th. Tune in at 7:30pm ET to watch live!
by Nicole Rosky - Jun 22, 2026
116 of the most talented high schoolers in the country will take the stage at the Minskoff Theatre for the 17th Annual Jimmy Awards. The 2026 ceremony will stream for free online through Thursday evening, June 25th. Tune in at 7:30pm ET to watch live!
AT THIS PERFORMANCE… Will Return to The Green Room 42 in May
by Stephi Wild - May 11, 2026
Stephen DeAngelis will present the 196th edition of AT THIS PERFORMANCE…, spotlighting understudies from RAGTIME, BEACHES, THE WILD PARTY, MERRILY WE ROLL ALONG, and GODDESS at The Green Room 42.
by Stephi Wild - May 11, 2026
Stephen DeAngelis will present the 196th edition of AT THIS PERFORMANCE…, spotlighting understudies from RAGTIME, BEACHES, THE WILD PARTY, MERRILY WE ROLL ALONG, and GODDESS at The Green Room 42.
Arielle Jacobs, Desi Oakley, and Carson Stewart to Headline VOICE FOR A CURE at The Green Room 42
by Chloe Rabinowitz - Apr 28, 2026
Broadway performers including Arielle Jacobs, Desi Oakley, and Talia Suskauer will appear at The Green Room 42 for Voice for a Cure, a benefit concert supporting the Alzheimer's Association.
by Chloe Rabinowitz - Apr 28, 2026
Broadway performers including Arielle Jacobs, Desi Oakley, and Talia Suskauer will appear at The Green Room 42 for Voice for a Cure, a benefit concert supporting the Alzheimer's Association.
Desi Oakley, Angel Reda, and More Join NASH: A New Musical at Laurie Beechman
by Stephi Wild - Apr 20, 2026
Ginger Snap Theatrics will present a one-night concert of NASH: A NEW MUSICAL at The Laurie Beechman Theatre, featuring Broadway veterans Desi Oakley, Angel Reda, and Erica Spyres in a story about ambition, regret, and resilience.
by Stephi Wild - Apr 20, 2026
Ginger Snap Theatrics will present a one-night concert of NASH: A NEW MUSICAL at The Laurie Beechman Theatre, featuring Broadway veterans Desi Oakley, Angel Reda, and Erica Spyres in a story about ambition, regret, and resilience.
Performers From CHESS, THE OUTSIDERS, and More Set For AT THIS PERFORMANCE... at the Green Room 42
by Stephi Wild - Apr 1, 2026
AT THIS PERFORMANCE… will return to The Green Room 42 featuring Standbys, Understudies and Alternates from Wicked; Chess; The Outsiders; Operation Mincemeat; Bigfoot! A New Musical; Going Bachrach: The Songs Of An Icon, and About Time.
by Stephi Wild - Apr 1, 2026
AT THIS PERFORMANCE… will return to The Green Room 42 featuring Standbys, Understudies and Alternates from Wicked; Chess; The Outsiders; Operation Mincemeat; Bigfoot! A New Musical; Going Bachrach: The Songs Of An Icon, and About Time.
Marilyn Maye, Claybourne Elder and More to Perform at 54 Below in April
by Chloe Rabinowitz - Mar 30, 2026
In April, 54 Below will present some of the brightest stars from Broadway, cabaret, jazz, and beyond, including Marilyn Maye, Claybourne Elder and many more.
by Chloe Rabinowitz - Mar 30, 2026
In April, 54 Below will present some of the brightest stars from Broadway, cabaret, jazz, and beyond, including Marilyn Maye, Claybourne Elder and many more.
Dorset Theatre Festival Reveals 2026 Summer Season Featuring DECEIVED, THE UNDERSTUDY, ADVICE, and LOBBY HERO
by A.A. Cristi - Mar 12, 2026
The Dorset Theatre Festival has announced its lineup for the 2026 season, featuring a diverse array of productions. The season will kick off in the spring of 2026 at the renowned venue in Dorset, Vermont. Audiences can expect a series of compelling plays and performances, details of which are outlined in the recently released press release. The festival continues to be a significant event in the theatrical calendar, attracting theater enthusiasts from across the region.
by A.A. Cristi - Mar 12, 2026
The Dorset Theatre Festival has announced its lineup for the 2026 season, featuring a diverse array of productions. The season will kick off in the spring of 2026 at the renowned venue in Dorset, Vermont. Audiences can expect a series of compelling plays and performances, details of which are outlined in the recently released press release. The festival continues to be a significant event in the theatrical calendar, attracting theater enthusiasts from across the region.
Breakout Star Josh Thone Makes His NYC Solo Debut At 54 Below
by Stephi Wild - Feb 24, 2026
54 Below will present the award-winning vocalist and rising stage actor Josh Thone in To: Wisconsin, From: NYC, With Love on April 4, 2026, at 9:30. Learn more here!
by Stephi Wild - Feb 24, 2026
54 Below will present the award-winning vocalist and rising stage actor Josh Thone in To: Wisconsin, From: NYC, With Love on April 4, 2026, at 9:30. Learn more here!
Photos: Inside Opening Night of PROTEST SONG at La MaMa
by Bruce Glikas - Dec 8, 2025
Now running at La Mama Experimental Theatre Club is the United States premiere of Protest Song, written by acclaimed Welsh playwright Tim Price and starring celebrated British actor David Nellist. Check out photos from opening night!
by Bruce Glikas - Dec 8, 2025
Now running at La Mama Experimental Theatre Club is the United States premiere of Protest Song, written by acclaimed Welsh playwright Tim Price and starring celebrated British actor David Nellist. Check out photos from opening night!
Watch: Desi Oakley’s 'Christmas on the Coast' Music Video
by Chloe Rabinowitz - Dec 5, 2025
Desi Oakley has released the official music video for her new holiday single, “Christmas on the Coast,” written by Dan Diaz and Martin Storrow. Oakley is known for Waitress, Chicago and more.
by Chloe Rabinowitz - Dec 5, 2025
Desi Oakley has released the official music video for her new holiday single, “Christmas on the Coast,” written by Dan Diaz and Martin Storrow. Oakley is known for Waitress, Chicago and more.
Listen: Desi Oakley Releases New Holiday Single 'Christmas On The Coast'
by Josh Sharpe - Nov 21, 2025
Broadway actor Desi Oakley has released her new holiday single, “Christmas on the Coast.' Written by Dan Diaz and Martin Storrow, the track is a bi-coastal collaboration created between artists in Los Angeles and New York City. Check it out now.
by Josh Sharpe - Nov 21, 2025
Broadway actor Desi Oakley has released her new holiday single, “Christmas on the Coast.' Written by Dan Diaz and Martin Storrow, the track is a bi-coastal collaboration created between artists in Los Angeles and New York City. Check it out now.
FREQUENTLY ASKED QUESTIONS
How many Broadway shows has Desi Oakley been in?
Desi Oakley has appeared on Broadway in 4 shows.
How many West End shows has Desi Oakley been in?
Desi Oakley has appeared on London's West End in 1 shows.
What was Desi Oakley's first West End show?
Desi Oakley's first West End show was Waitress which opened in 2019
Podcasts
24 - Life Lessons from 24 Changemakers
Welcome to our season finale of Conversations with Changemakers. Listen now to discover the biggest takeaways and through lines from conversations with 23 Changemakers: Be Authentic. Identity ≠ Job. Artist = Business. Be Fearless. Define Success.
12 - Desi Oakley: Using Your Voice, Fueling Your Flame, and Sharing Your Gifts
Singer-Songwriter, Broadway Actor, and Social Media influencer, Desi Oakley is a generous gift. She most recently appeared on Broadway as Roxie Hart in Chicago, and originated the First National Tour of Waitress as Jenna.
Ep63 - Desi Oakley: She's Officially an Officiant
Desi Oakley made her Broadway debut in Wicked in 2012, before going on to shows such as the Annie revival (also in 2012), the First National Tour of the revival of Evita!, Les Mis, and even starred as Jenna in the national tour of Waitress.
#10 - Now Batting: Desi Oakley
“Oakley, you are Broadway.” After a successful run as Roxie Hart in Chicago on Broadway, and fresh off the Yankees’ Division Series win the night prior to recording, Desi Oakley joins Al in the Batter's Box.
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