Cast

Jack Oleg (Hal) (they/he) is a Chicago-based voice and dialect coach and an all-around theatermaker. Professionally, they have worked with American Players Theater, Door Shakespeare, The Gray Mallard Theater Company, Athenaeum Center Theater, Running Errands, Hell in a Handbag, Open Eye Theatre, and Citadel Theatre. In their self-producing work, Jack has helped stage independent productions of Love's Labor's Lost, The Moors, Medea, and ten workshop readings through Foaming at the Mouth Festival, a play reading festival in Chicago that Jack co-founded in 2024. Jack holds their undergraduate degree from the University of Minnesota / Guthrie Theater B.F.A. Actor Training Program. You can catch Jack at Steppenwolf Theatre Company, where they're a bartender. jackoleg.com

Helena Scholz-Carlson (Harry) is a Chicago director, actor, and playwright originally from Minneapolis, MN. Favorite acting credits include Henry IV pt 1 (Hal) with Sandbox Theatre Collective, Macbeth (Banquo/Malcolm) at Chenango River Theatre, and Richard II (Bolingbroke) with Sandbox/Circuit Theatre Co. Helena also performs with Laughing Stock, Chicago’s premiere Commedia dell’Arte ensemble, and teaches Meisner acting and Shakespeare at Green Shirt Studio. Helena graduated from Northwestern University and grew up learning from the incredible artists at the Great River Shakespeare Festival. She is deeply grateful to be a member of Sandbox Theatre Collective. She also enjoys developing scone recipes for the bakery where she works and jumping in Lake Michigan midwinter.

Gabriel Anderle (Tom) is an actor, writer, and creative leader with a passion for leaving spaces better than he found them. He’s worked at some places in various capacities. Here are some of them — CHICAGO (selected): THE ANTIQUITIES, HOLIDAY, THEATER OF THE MIND, ASHLAND AVENUE, THE LIZARD Y EL SOL, THE BRIEF WONDROUS LIFE OF OSCAR WAO, Goodman Theatre; JUDGMENT DAY, Chicago Shakespeare Theater; LOVE’S LABOR’S LOST, FOAMING @ THE MOUTH FESTIVAL, Independently Produced. REGIONAL (selected): IRONBOUND, Forward Theater Company; AS YOU LIKE IT, THE IMPORTANCE OF BEING EARNEST, THE OLD MAN AND THE OLD MOON, Door Shakespeare; TROILUS AND CRESSIDA, VALOR, Guthrie Theater; A CHRISTMAS CAROL, OUR TOWN, Milwaukee Rep; world premiere of GOOSEBUMPS THE MUSICAL, HOLES, ANIMAL FARM, First Stage Children’s Theater. Gabe currently serves as the Merchandise Associate at Steppenwolf Theatre Company (merch.steppenwolf.org if yer nasty) and has spent the past two summers as Door Shakespeare’s Managing Producer. Mostly, though, Gabe tries to keep his mind on his work — “which is mostly standing still and learning to be astonished” (thank you, Mary Oliver). For Team Anderle — the theater makers and shakers that inspire him endlessly. None of this means anything without you two.

Taylor McWilliams-Woods (Robin) is an actor, movement artist, teacher, and theatre maker. Chicago Credits: Matt & Ben (Matt), Anatomy of a Suicide (Anna u/s), Deserted (Neighbor u/s, World Premiere), Into the Breeches, A Midsummer…, One Flea Spare (Morse). Seattle Credits: The Seagull (Nina), The Winter’s Tale, Vanity Fair (Rawdon), Caucasian Chalk Circle, War of the Worlds (restaged SITI Company production), All My Sons. MFA, University of Washington; BFA, Millikin University. tmcwoods.com · @tmcwoods

Understudy Cast

Dylan McCumber (Hal u/s) is an actor based in Chicago. Their recent work includes Bacchanal (Fowl Play), Why Are You Laughing (W Theatre), and Light Switch (Open Space Arts). They are thrilled to be a part of putting on this amazing show, and they encourage you to continue supporting queer art.

Logan Martin (Harry u/s) is excited to make his Chicago Debut with The Village Theater! A South Carolina native, Logan moved to Chicago last fall with the intention of greater artistic pursuit. A lover of all things theater, he hopes you enjoy a wonderful, witty, poignant show!

Aidan Henri (Tom u/s) (they/he/she) is an actor and comedian based in Chicago. They were recently in Jackalope Theatre's production of "The Dress-Up Play," and you can see them in their monthly sketch show, Sketch Playlist, called "Recess," with iO Theater. A huge thank you to their partner, their parents, and their agents at Stewart Talent. @aidanhenri

Gabriel McNabb (Robin u/s) is an actor, singer, and mover from the city of Chicago, excited to make their debut with The Village Theater. Gabriel is a recent graduate from the University of Illinois Urbana-Champaign, where they received their BFA in Acting with a minor in Minoritarian Aesthetics. Credits with Illinois Theatre include The Play That Goes Wrong (Chris), Witch (Cuddy), Everybody (Somebody), The Gangster Play: Circus/Circus (The Company), Birds of North America (Jay), and The Winter's Tale (Second Lord/Third Courtier, U/S Florizel/Autolycus). Other UIUC credits include 30 Plays in 60 Minutes, The Book of Magdalene, and Pit through Armory Free Theatre, as well as Fefu and Her Friends with La Estación Gallery. In summer 2025, they participated in an 18-hour staging of the medieval York Corpus Christi Plays in Toronto, Canada. Offstage, Gabriel dabbles in puppet-making, banjo-playing, and aimless wandering-about-town.

Brandon Nelson (John) is a Chicago-based theatre artist/musician and is stoked to be making his Village Theater debut in this incredible play! Recent credits include: "Queen for a Day" (Hell in a Handbag), "Scary Town" (Hell in a Handbag), and "See How They Run!" (Three Brothers Theatre). He was nominated for a Lou Award in the Best Supporting Actor category last year for his performance in "See How They Run!". Brandon is also a proud ensemble member with The Impostors Theatre Company and Point Theatre Project.

Taylor McWilliams-Woods (Robin) is an actor, movement artist, teacher, and theatre maker. Chicago Credits: Matt & Ben (Matt), Anatomy of a Suicide (Anna u/s), Deserted (Neighbor u/s, World Premiere), Into the Breeches, A Midsummer…, One Flea Spare (Morse). Seattle Credits: The Seagull (Nina), The Winter’s Tale, Vanity Fair (Rawdon), Caucasian Chalk Circle, War of the Worlds (restaged SITI Company production), All My Sons. MFA, University of Washington; BFA, Millikin University. tmcwoods.com · @tmcwoods

Cris King (John u/s) (she/her) is making her Village Theater debut! Cris’s recent acting credits include Dr. Westfeldt in Dracula: A Comedy of Terrors (Lazy Susan Theatre Co.), Calico Jack (u/s) in yo ho. (Babes with Blades Theatre Co.), and a Provocateur in Ubu the King (Meat Machine Theatre). Regional credits include Sam in The Prince (Seed Theatre), Brue and Millie in Love Bites! (Next Exit Productions), and she is a company member of Improv Chattanooga. Beyond performing, her writing has been featured in various short play festivals around Chicago by GenderFucked Productions, No Dogs in the Kitchen Theatre, the Palos Village Players, and Yas, And!. Cris can be found on TikTok and Instagram @criskingvo, where her videos have amassed over 40 million views. She’d like to thank her wife, Ramsay, for a boundless love and support that Cris does not deserve.

Gabriel McNabb (Robin u/s) is an actor, singer, and mover from the city of Chicago, excited to make their debut with The Village Theater. Gabriel is a recent graduate from the University of Illinois Urbana-Champaign, where they received their BFA in Acting with a minor in Minoritarian Aesthetics. Credits with Illinois Theatre include The Play That Goes Wrong (Chris), Witch (Cuddy), Everybody (Somebody), The Gangster Play: Circus/Circus (The Company), Birds of North America (Jay), and The Winter's Tale (Second Lord/Third Courtier, U/S Florizel/Autolycus). Other UIUC credits include 30 Plays in 60 Minutes, The Book of Magdalene, and Pit through Armory Free Theatre, as well as Fefu and Her Friends with La Estación Gallery. In summer 2025, they participated in an 18-hour staging of the medieval York Corpus Christi Plays in Toronto, Canada. Offstage, Gabriel dabbles in puppet-making, banjo-playing, and aimless wandering-about-town.