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Lookingglass Theatre Company today announced a new leadership structure that brings together four longtime members of its acclaimed ensemble and new Board leadership, marking an exciting next chapter for the Tony Award-winning Chicago theater company.

Ensemble Members Ericka Ratcliff and David Catlin have been elected Co-Artistic Directors. Former Lookingglass Creative Producer Philip R. Smith will become Executive Director and Ensemble Member and co-founder David Schwimmer will serve as Producing Director. Most recently, Ratcliff was Literary Manager at Chicago Shakespeare Theater. David Catlin was the founding co-Artistic Director of Lookingglass, then served as Artistic Director from 2003-2010 and is a tenured Associate Professor and Head of Acting at Northwestern University. Philip R. Smith has been the Associate Director of Advancement at Writers Theatre after decades of working in multiple leadership roles at Lookingglass.

Lookingglass also welcomes new leadership to its Board of Directors, with Marci Masur serving as Board President and Deann Bayless as Board Chair.

The transition comes as Ensemble Member Kasey Foster completes her three-year term as Artistic Director, during which Lookingglass emerged from its post-pandemic pause, returned to producing and laid the groundwork for an ambitious new era for the company. Artistic Directors at Lookingglass are elected by the company's ensemble to three-year terms.

The new leadership structure comes at a moment of renewed artistic and institutional momentum for Lookingglass, building on nearly four decades of boundary-pushing work while setting the stage for an ambitious future. In 2026, Lookingglass celebrated two successful productions in its recently renovated space and hosted the most successful gala in its history. The company also recently signed a new 20-year lease at the Water Tower Water Works, securing its home for the next generation of Lookingglass artists and audiences, while exploring expanded programming, partnerships and earned-revenue opportunities designed to support continued artistic and institutional growth.

Ratcliff and Catlin will share responsibility for the artistic vision and programming of Lookingglass, extending the company's deeply collaborative approach to its artistic leadership. Together, the four leaders bring decades of experience as artists, directors and producers at Lookingglass, pairing deep institutional knowledge with distinct perspectives and a shared commitment to the company's defining values of collaboration, transformation and invention as they build on Lookingglass's artistic legacy and shape what comes next.

"What excites me most about stepping into this role is the sheer range of talent in this Ensemble, and the opportunity to figure out together how we can continue to create the settings for risk, experimentation and ambitious work that might feel impossible anywhere else," comments Ratcliff. "That is the unique power of Lookingglass. The impossible is the point, but the purpose is what makes the risk matter. We want to honor the history and DNA of Lookingglass and continue to push it forward, giving our artists and collaborators room to make work that surprises us, challenges us and feels deeply connected to this city."

"Collaboration is a core value that courses deep in the veins of Lookingglass– nearly four decades deep," says Catlin.  "Kasey, alongside our incredible staff and board, led us through unprecedented challenges so that we can take the baton and steward Lookingglass' signature immersive, transformative, and inventive storytelling, to ignite the imaginations of Chicago audiences in their favorite castle on Michigan Avenue."   

As Producing Director, Schwimmer will build on his renewed involvement with Lookingglass, focusing on producing, partnerships, fundraising and expanding opportunities for the company's work and artists. Earlier this year, the Lookingglass co-founder described his renewed commitment to the company as "doubling down," as he expanded his involvement and efforts to strengthen the theater's long-term sustainability.

"I'm thrilled to join this 'Dream Team' in a more official capacity," notes Schwimmer. "Lookingglass cannot have asked for a more experienced, passionate, fun and tenacious group of go-getters to grab the helm. To quote the White Queen from Through the Looking-Glass, this gang not only believes in 'as many as six impossible things before breakfast' — but DOES them."

As Executive Director, Smith will oversee the company's administrative and organizational operations, working alongside Ratcliff, Catlin and Schwimmer to support Lookingglass's artistic ambitions and long-term institutional growth. Smith has been involved in the artistic leadership of Lookingglass since 2000 and has helped produce more than 70 productions for the company.

"What has kept me rooted at Lookingglass for more than three decades is its willingness to imagine what might seem impossible—and then find a way to make it possible," says Smith. "That is what draws so many people to this great theatre. My goal, with this remarkable team in place, is to lift up and bring together their singular imagination, care, and experience around a clear vision: to build a sustainable and thrilling producing model that gives Lookingglass the freedom to do its most ambitious and distinctive work and then to share it with Chicago's unrivaled audiences."

Lookingglass also welcomes new leadership to its Board of Directors, with Marci Masur serving as Board President and Deann Bayless as Board Chair. Masur and Bayless bring extensive experience spanning business, philanthropy, civic engagement and Chicago's arts community and will work alongside the company's new leadership team as Lookingglass continues to strengthen its institutional foundation and expand its reach.

"Lookingglass reflects Chicago at its best: inventive, collaborative and unafraid to try something no one has seen before. That spirit has been part of the company's heartbeat for nearly four decades. This leadership team knows it deeply and has the vision to carry it forward. The more people we bring into that experience, the stronger Chicago's creative future becomes," notes incoming Board President Marci Masur.

ABOUT THE LEADERSHIP TEAM

ERICKA RATCLIFF, Co-Artistic Director
Ericka Ratcliff has performed at Lookingglass in Black Diamond, Around the World in 80 Days and Peter Pan (A Play), as well as assistant-directed and dramaturged Thaddeus and Slocum: A Vaudeville Adventure. Her additional credits include work with The Second City, Steppenwolf Theatre Company, Northlight Theatre, Alliance, Milwaukee Rep, Pittsburgh Playwrights Chicago Shakespeare Theater, Congo Square Theatre, The House Theatre of Chicago and others. She most recently served as Coordinating Producer for Goodman Theatre's 100 Free Acts of Theater and as Literary Manager at Chicago Shakespeare Theater, following her time as Artistic Director of Congo Square Theatre.

DAVID CATLIN, Co-Artistic Director
David Catlin is a founding Ensemble Member, actor, writer, director and former Artistic Director, Managing Director, and Director of Artistic Development at Lookingglass. Catlin's extensive directing and acting credits at Lookingglass span the company's history including Lookingglass Alice, Mary Shelley's Frankenstein and Moby Dick. Catlin is an Artistic Associate with Actors Gymnasium and is Head of Acting at Northwestern University.

DAVID SCHWIMMER, Producing Director
David Schwimmer is a co-founder of Lookingglass and an actor, director and producer in theater, television and film. His Lookingglass directing credits include his adaptations of Studs Terkel's RACE and Upton Sinclair's The Jungle. His television and film credits include Friends, for which he received an Emmy Award nomination; American Crime Story: The People v. O.J. Simpson, for which he received a second Emmy nomination; Band of Brothers, Curb Your Enthusiasm, the Madagascar films and, most recently, Goosebumps for Disney+. His extensive directing career spans theater, television and film.

PHILIP R. SMITH, Executive Director
Phil Smith is a longtime Lookingglass Ensemble Member who has been involved in the artistic leadership of the company since 2000 as Casting Director, Artistic Director, Producing Director and Creative Director, helping to produce more than 70 plays. As Creative Producer, he co-served as Casting Director, produced many of the annual galas, and acted as a primary artistic liaison to the Development Department.

Prior to joining this new Lookingglass team, Phil spent two years as Associate Advancement Director at Writers Theatre in Glencoe, where he played a leading role in securing $1.3M in production support for the Jeff Award-winning production of Leopoldstadt.

In his return to Lookingglass in this new leadership role, he is especially energized by working together with this great community to help generate the structure, resources and momentum needed to create and present the bold, inventive, and deeply engaging work that has long been a Lookingglass trademark.

MARCI MASUR, Board President
Marci Masur is a strategic executive and civic leader known for advancing complex, high-impact initiatives at the intersection of business, philanthropy, and Chicago's civic community. Most recently, as a Managing Director at a leading financial services firm, she oversaw a global real estate portfolio and led a significant investment in its Chicago headquarters. Her career has centered on organizational strategy, operational transformation, major capital projects and building partnerships across the corporate, government and nonprofit sectors. A committed advocate for Chicago, Masur has helped strengthen institutions that shape the city's future.

DEANN BAYLESS, Board Chair
Deann Bayless is one of the nation's foremost women restaurateurs. Together with her husband, Rick Bayless, she opened Chicago's Frontera Grill in 1987, followed by Topolobampo, with both restaurants earning the James Beard Foundation's Outstanding Restaurant award. Bayless has served on the boards of Chicago Public Media and Women Chefs & Restaurateurs and, with Rick Bayless, established the Bayless Family Foundation to support Chicago's theater community.

THE LOOKINGGLASS ENSEMBLE
The Ensemble includes: Atra Asdou, Kareem Bandealy, Walter Briggs, Mara Blumenfeld, J. Nicole Brooks, David Catlin, Thom Cox, Larry DiStasi, Kevin Douglas, Christine Mary Dunford, Laura Eason, Anthony Fleming III, Raymond Fox, Kasey Foster, Joy Gregory, Doug Hara, David Kersnar, Sylvia Hernandez-DiStasi, Anthony Irons, Louise Lamson, Wendy Mateo, Dan Ostling, Andre Pluess, Ericka Ratcliff, David Schwimmer, Joey Slotnick, Phil Smith, Heidi Stillman, Tracy Walsh, Andy White, Temple Williams III, Matthew C. Yee and Mary Zimmerman.

BOARD OF DIRECTORS
Lookingglass welcomes David Reifman, Melanie Pickett, Michael Costabile and David Quinn to its Board of Directors. They join current Board members Steve Armstrong, Deann Bayless, Alexandra Bradbury, Chanon DiCarlo, Charlie Frankel, Lee Golub, Mike Harrington, Turiya Luzadder, Marci Masur, Nina Nashif, James Oh, Jennifer O'Neill, Bob Palffy, Carolyn Ravichandran, Abbie Roth, M.D., Yasmeen Soin, Catie Walsh Headtke, Steve Weiss, David Catlin, Ericka Ratcliff and David Schwimmer.

STAFF
The Lookingglass staff includes: Philip Smith (Executive Director), David Catlin (Co-Artistic Director), Ericka Ratcliff (Co-Artistic Director), David Schwimmer (Artistic Producer),  Olivia Tritschler (General Manager), Kasey Foster (Outgoing Artistic Director), Molly Bunder (Director of Education and Engagement), Katie Tuttle (Interim Director of Development), Scott Letscher (Director of Ticketing and Audience Services), Mark Bracken (Director of Production), Kate Sullivan Coombs (Managing Producer), Mantra Radhakrishnan (Grant Manager), Spencer Diedrick (Donor Relations and Data Associate, Front of House Associate), Annaliese Baker (Marketing Manager), Kimberly Lawson (Sales & Partnership Coordinator), Libby Lane (Scene Shop Coordinator), Skate Ehling (Technical Director), Dan Machalinksi (Technical Director), Savana Nix (Costume Director), Ally Perparos (Sound Supervisor), and Aaron Lichamer (Lighting Supervisor). Front of House: Gabriella Ashlin (House Manager Lead),Tamara Becker (Concessions Lead), Spencer Diedrick (Front of House Associate), Ashley Keys (Front of House Associate), Delaney Spielman (Front of House Associate), Ashley Keys (Front of House Associate), Kosi Achife (Front of House Associate), M.J. Krystosek (Front of House Associate), Nathan Short (Front of House Associate), Paulette Maher (Front of House Associate), Sage Peacock (Front of House Associate), Ty Bonneville (Front of House Associate). Teaching Artists: Katy Boza, Isabella Bradley, Melissa Briskman, Molly Bunder, Milo Christner, Claudio Jean Carlos, Fay Florence-Steddum, Larry Grimes, Claribel Gross, Ariya Hawkins, Risha Hill, Juliet Kang Huneke, Louise Lamson, Ellie Levine, Michelle Moe, Laura Murillo Hart, Kelly Nesheim, Edmund O'Brien, Michaelyn Oby, August Petry, Austin Rambo, Ky Rambo, Alyssa Ramos, Sivan Spector, Myra Su, Autumn Thelander, Oskar Westbridge, Scott Westerman and Matthew Yee.

ABOUT THE LOOKINGGLASS 2026/27 SEASON
Lookingglass Theatre's 2026/2027 Season is currently underway with the Chicago presentation of Kowalski, featuring Johnny Galecki and Jacob Moskivitz, followed by two signature Lookingglass world premieres: Ensemble Member and Tony Award winner Mary Zimmerman's adaptation of The Yearling and Ensemble Member J. Nicole Brooks' second play in a planned trilogy about Chicago mayors, Prince Hal.  Subscription and Memberships are available now for purchase at lookingglasstheatre.org or by phone at 312.337.0665. The Lookingglass box office is located at Water Tower Water Works, 163 E Pearson St at Michigan Ave.

Subscribers unlock special discounted tickets, priority seating, and a range of additional benefits. Lookingglass three show Subscription Series pricing starts at $224.00.  Lookingglass Memberships offer exclusive perks, including access to Premium Center Seats, VIP ticketing, priority access to limited-run experiences, invitations to exclusive rehearsal events as well as many other benefits. Pricing and details of benefits for both Members and Subscribers can be found at https://lookingglasstheatre.org/join-us/membership/.

ABOUT LOOKINGGLASS THEATRE COMPANY
Founded in 1988 by graduates of Northwestern University, Lookingglass Theatre Company is a nationwide leader in the creation and presentation of new, cutting-edge theatrical works and in sharing its ensemble-based theatrical techniques with Chicago-area students, teachers and organizations through Education and Community Programs. Guided by an artistic vision centered on the core values of collaboration, transformation and invention, Lookingglass seeks to capture audiences' imaginations, leaving them changed, charged and empowered.

Recipient of the 2011 Tony Award for Outstanding Regional Theatre, Lookingglass has built a national reputation for artistic excellence and ensemble-based theatrical innovation. Notable world premieres include Mary Zimmerman's Tony Award-winning Metamorphoses and The Odyssey, J. Nicole Brooks' Her Honor Jane Byrne, David Schwimmer's adaptation of Upton Sinclair's The Jungle and Studs Terkel's Race: How Blacks and Whites Think and Feel about the American Obsession, Matthew C. Yee's Lucy and Charlie's Honeymoon, Heidi Stillman's Cascabel, created in collaboration with renowned Chef Rick Bayless, and David Catlin's Moby Dick and Lookingglass Alice.

As soon as you enter the beautiful set that designer Brian Sidney Bembridge, has created for “Life Sucks", you are tip-toeing through what feels like a real forest of delicately lit white birch trees in the light of early evening in Autumn. 

The action then proceeds mostly on the front porch, and dining room/kitchen of a quaint country style house, complete with a small dock and row boat mired in mud, to indicate this is the log cabin style home of someone wealthy enough to live on a lake but not doing well enough any longer to afford a real boat, which turns out to be true.  

The seven characters enter the stage with house lights up and immediately break the fourth wall by letting the audience know a few things about the play, it has four acts with one intermission, and asking insightful questions like, "Do you think people in a hundred years will care how hard we worked?" Which immediately reminded me of the old joke, "What's the opposite of a nymphomaniac?" with the punchline, "a workaholic."

The next question, for the cast only, has them throwing out an enticing list of their "favorite things" ..."the feel of ice cubes swirling around in a heavy crystal drink glass filled with brandy...and what comes after", "a beautiful sunset over the water" and the adorable, "Kittens!" And once more for emphasis, "KITTENS!" and lest we think this is going to be a saccharine sweet play i.e. "The Sound of Music" - "the feeling of anticipation when you know that you are about to have an orgasm".

Ensemble member Andrew White directs deftly with a light hand, keeping the pace of the play moving in an enjoyable way and flowing from act to act naturally, sensually, without the feeling of rushing.

So many directors charged with productions that exceed two hours or are under ninety minutes with no intermission seem to be rushing the actor’s monologues and dialogue. In some cases you can imagine them standing offstage tapping their feet saying, "Pick up the pace people!", which can actually ruin the show, but Andrew White does just the opposite, calming the audience into actually receiving the message this play is trying to deliver. 

“Life Sucks” is an updated version of the Checkov play "Uncle Vanya" and every single one of the seven characters really holds their own throughout.

Eddie Jemison best known for his work from "Ocean's Eleven", "Waitress" and "Hung" is proof that dynamite comes in small packages as he takes on the role of the middle aged, depressed Vanya. 

The entire cast sprinkle the play with so many humorous Yiddish slang terms with adorable ease like the term "ferkocta" which means crazy in the head, or Vanya declaring over and over that Ella is his "beshert" and soulmate, meaning a person's destined love or a love that was meant to be, a love of heavenly creation. All the while Vanya’s pathos as his obsession with The Professor's beautiful, young wife Ella grows out of control. This leads to a hysterical attack on The Professors life as he describes in a monologue how vile, disgusting and unnatural it is to him that she (Ella) should be with such an "old man".  

The Professor is played perfectly by Jim Ortlieb (Billy Elliot) whose great monologue about how even small signs of aging in a man can ultimately ruin a perfectly good relationship is fantastic. We rarely hear the male point of view on this.

The Professor describes while comically, yet realistically, sliding and crawling down the front steps of the cabin in complete exhaustion after a fight with his young wife Ella - how a man sees in the mirror one day. He now sees his soft belly or some new wrinkles or gray hair and feels insecure leading him to take it out on his partner and she in turn becomes more insecure herself - resulting in more fighting and insecurity or his worst fear of all as she "becomes disengaged" from him entirely.

Chaon Cross as Ella is excellent as the young Master's Degree student who "married the smartest Professor in the whole college" and is hit on by every middle aged loser in this small town. Cross delivers a great monologue ala - don't hate me because I'm beautiful because my brilliant husband turned out to be an aging, ego-maniacal alcoholic. 

Ella asks the audience flat out how many of them want to sleep with her with no strings attached by a show of hands, then asks how many are dying to sleep with someone other than whom they are with - and it is a well delivered, very funny and telling moment for the audience. 

Danielle Zuckerman as Sonia seems to be the opposite of Ella. She is The Professors' only daughter and honestly describes how in her family, "It's like everyone is hard-wired to upset everyone else. Like we each have a bunch of buttons on our back that each one of us knows how to push." 

Sonia knows she is not beautiful, or even pretty, she knows that her weight and height, glasses and curly hair are never featured in the magazines she reads and Zuckerman gives a great, breath of fresh air feeling to the entire production that it inherently needs. In one scene with Ella she admits to actually "hating" Ella for her beauty and attractiveness to ALL the nearby men and Ella forces her to "slap her right in the face" which Sonia does. After the "enjoyable" catharsis of the slap in the face they pour rum and Cokes together and begin to bond as both stepmother and friends. 

Another great scene between Sonia and Dr. Aster, a middle-aged Lothario who wants to change the world - but only talks about it, occurs when Sonia tries to tell the doctor she has a crush on him. When she realizes Dr. Aster is 'in love" with Ella too, she delivers a great monologue after his exit about how she talked with him about "mystical butterflies' when she really wanted to say, "Take me upstairs and f-ck me, f-ck me so well and so hard the whole universe stops to watch ... and the stars stop in their orbits and her whole body finally understands what it is to be truly alive...but instead I talked about mystical butterflies."

Ensemble member, Philip R. Smith, best known for his roles in "High Fidelity" and “Since You've Been Gone" is very funny in the role of Dr. Aster, an admitted alcoholic who rambles on about the very real dangers of climate change and other depressing subjects that remind us these characters are living in the present day.

Another example of the timeliness and universality of this play is when at one point an audience member is asked what his deepest, darkest fear is and he answered without hesitation, "Donald Trump", which got a huge laugh.

Penelope Walker plays "Pickles", a lesbian (who ALSO flirts with Ella). Pickles is a neighbor and friend of Sonia's late mother who wanted to be a real artist but ended up crafting what looked like leg warmers for the birch trees to wear and hand puppets made of yarn. Walker is funny and upbeat as the character whose age we can't quite tell, the free-spirited loser we all love who would never say life sucks even if hers does.

At the end of the show, Vanya and the cast break the fourth wall for the last time and confront the entire audience with the question, "Does life suck?" Some people shouted “yes”, or “no”, I shouted “sometimes”. Then Vanya called specifically out to the woman sitting two seats away from me (his wife) and asked her, she poignantly answered, "No it does not suck because life is beautiful – there is even beauty in its pain." I had to agree with her. 

Highly recommended.

“Life Sucks is being performed at Lookingglass Theatre through November 6th – www.Lookingglasstheatre.org.  

Shiver me timbers! Child actor John Francis Babbo delivers a knockout performance to lead, what can be called nothing less than a stellar cast, in Lookingglass Theatre’s world premiere production of “Treasure Island”. Based on the classic children’s novel written by Robert Louis Stevenson in 1883, Mary Zimmerman vividly adapts and directs this famous tale to encompass all the excitement and high seas adventure originally created by its original author.

In one of the most famous pirate tales known to date (the one that made Long John Silver a household name), we embark on a journey with young Jim Hawkins (Babbo) whose heroics and level headedness make him one of the most mature characters in the story despite a handful of motley swashbucklers and a crew of ship mates in search of hidden treasure.

For those who might be unfamiliar, the story takes place somewhere in the mid-1700s, when Hawkins is approached by Billy Bones, a drunken pirate wonderfully played by Christopher Donahue, while working at the inn with his mother. Bones soon offers Hawkins money to keep his eyes peeled for a one-legged pirate (guess who?), but not long after dies leaving behind a treasure map. After Hawkins delivers the map to trustworthy Squire Trelawney, a crew is assembled led by the fearless Captain Smollett aboard the reliable sea vessel, the Hispaniola. However, Long John Silver and a degenerate band of his faithful have infiltrated such crew and the excitement really begins as they head out to see in search of Treasure Island.  

Walking into the theatre, the audience is met with a stunning set, thanks to scenic designer Todd Rosenthal. Centered within the seating area sits a large ship with all the fixings to send one to the appropriate mindset before the play even begins. As the story progresses, when called for, the ship even rocks back and forth, so be sure to take your Dramamine ahead of time to avoid sea sickness (but not really).

Outside of playing his role as cabin boy Jim Hawkins, fifteen-year-old Babbo also provides an emotionally charged narrative while Lawrence E. Distasi delivers a colorful and highly fervent performance as the Scourge of the Seven Seas, Long John Silver, our favorite rapscallion. Philip R. Smith also gives us a noteworthy enactment of Captain Smollett, adding a good deal of humor to role of the duty bound skipper.

There are plenty of laughs and suspenseful moments amidst this adventurous story that contains its fair share of hornswoggling, picaroons and scallywags. Lookingglass decided to stick with a high seas classic after their successful run of “Moby Dick” that featured a brilliant performance by the same Christopher Donahue, and they could be in line for yet another Jeff Award. Perfect for the entire family, “Treasure Island” is engaging, visually spectacular, funny and exciting.

Arr! You’re not going to want to let this thoroughly enjoyable production slip by. “Treasure Island” is being performed at Lookingglass Theatre through January 31^st.

For tickets and more show information, visit www.lookingglasstheatre.org.