âA Strange Loopâ Takes a Victory Lap That Was Years in the Making
When he put âBroadwayâ in a song lyric, Michael R. Jackson was unwittingly naming the destination, and the destiny, for his unapologetically Black and queer musical, which won the Best Musical Tony last night.
BY MARCUS SCOTT
On a cloudy Wednesday morning, less than a week before he was to make his overdue, pandemic-postponed Broadway debut, musical theatre writer Michael R. Jackson was scrambling. His idiosyncratic, existential, metafictional musical A Strange Loop was days away from opening, after the creative team had been forced to cancel a first preview performance when COVID-19 cases were discovered within the company. That meant less time for Jackson to finesse scenes and songs, causing a burst of small panic behind the scenes. Originally scheduled to start previews on April 6, the production launched instead on April 12, just in time for the showâs understudies to spring into action and for Jackson to make revisions. It opened just two weeks later, on April 26, becoming a bona fide critical smash, with Jackson being celebrated for the musicalâs ââcraftsmanship, fearlessness, and unbridled humanity. Sales have been strong, and last nightâs Tony winsâfor Jackson as the showâs book writer, and A Strange Loop as best musicalâare sure to bolster the showâs fortunes.
That Wednesday before opening, Jackson was thinking back to the beginning of rehearsals.
âIt was a really exciting and emotional day,â Jackson, 41, recalled from the Washington Heights apartment heâs lived in for 15 years. âI told the room that day that it was really amazing that this thing I wrote alone in a room up the stairs of this little old lady in a bungalow house in the middle of nowhere in Jamaica, Queensâthat I wrote this monologue as a little life raft for myself on my little Compaq Presario laptopâsomehow, over the years, blossomed into this mighty ship that landed on Broadway.â
The seeds for that ending were planted, he thinks, when he added the lyric to the opening number calling what we were about see a âBig, Black, and queer-ass American Broadway show.â He confessed, âEven when I wrote that, I didnât think the show was going to Broadway, and that wasnât even what I was trying to do. I was trying to make what felt like a Broadway show to meâmy version of what that was supposed to be. So itâs just wild, all that manifesting and that sort of artistic rigor ended up resulting in the show going to Broadway. It feels like a miracle or magical, or something otherworldly, that that could happen.â
A Strange Loop follows Usher (played Jaquel Spivey in his first professional gig out of college), a 25-going-on-26-year-old âoverweight-to-obeseâ Black queer musical theatre writer making a musical about a 25-going-on-26-year-old âoverweight-to-obeseâ Black queer musical theatre writer, ad infinitum. The characterâs name is both a reference to the blockbuster-selling R&B singer-songwriter and to the day job the character holds at The Lion King on Broadway, counting down intermissions while assisting entitled wealthy patrons to their seats and dreaming up his breakthrough show; we spend the majority of the show in his mind. Accompanying Usher is a Greek chorus of six âThoughts,â played to perfection by the spectacular sextet of L Morgan Lee, James Jackson Jr., John-Michael Lyles, John-Andrew Morrison, Jason Veasey, and Antwayn Hopper, each of them contrasting, conspiring against, or calling him out at every turn.
The origins of Jacksonâs crowning achievement have become somewhat mythic: Shortly after graduating from New York Universityâs Dramatic Writing Program in 2002, a 21-year-old Jackson wrote a thinly veiled monologue, a coping mechanism for his career anxiety as a fresh-out-of-college playwright called âWhy I Canât Get Work,â that became the kernel for the show. That monologue was about a young Black gay man walking around New York assessing his life, his career trajectory, and his worth as a Black gay man who is âtoo fat,â âtoo femme,â and âtoo Blackâ for the culture.
Two years later, while Jackson was attending NYUâs Graduate Musical Theatre Writing Program, a peer of his, Darius Marcel Smith, performed an original song about a one-night stand with another man, and the guilt and shame that came along with being a God-fearing Christian. Inspired, Jackson jotted a lyric in his notebook: âAll those Black gay boys I knew who chose to go on back to the Lord.â This phrase, and a musical motif from Tori Amosâs âPretty Good Yearâ (the third single from her sophomore effort Under the Pink) inspires him to pen âMemory Song,â snapshots from his coming of age in Detroit as a gay boy with a religious and homophobic upbringing; it would be the first song heâd write as composer and lyricist, and the first germ of what would one day be A Strange Loop. The monologue soon grew into a solo show titled Fast Food Town, performed to mixed reviews Off-Broadway at Ars Nova.
Originally titled âGayvilleââa riff on Exile in Guyville, Liz Phairâs seminal 1993 bedroom-pop indie-rock debut, itself a response to the 1972 Rolling Stonesâ cock-rock album Exile on Main StreetâJacksonâs musical followed an ultra-self-aware, disillusioned, and furious 20-something undergoing a quarter-life crisis and the downward spirals that come with wading through a liminal space of being a postgraduate, pre-career artist trying to find their corner of the sky. While Phairâs influence looms over the project (check out âInner White Girlâ), her inclusion was a bit more deliberate at first.
âThere was an old, old, old draft of A Strange Loop wherein Usher, the character in the musical, was writing these mashups of his songs to Liz Phair songs, mostly to her Exile in Guyville album, and there was a narrative also within the piece where he was trying to reach out to her and get her permission to use her music in the show but also talking to her through his own music mashed up with hers,â Jackson explained. âIn real life, I was trying to track her down and get the rights to use her music as well.â
Eventually Phair got back to Jackson, encouraging him to write his own material and make it personal. So he scrapped the mash-ups and began to purge, but thankfully he didnât take himself too seriously. As a result, A Strange Loop is a disruption, an existential treatise on the soul as it wrestles with topics and taboos at the crossroads of the sacred and profane, all while eviscerating the musical theatre form. Yet its most alluring takeaways come from Jacksonâs obsession with the self and with self-identityâan impulse that no doubt be traced to the singer-songwriters he adored growing up.
âThere was a song I had written in the show thatâs no longer in it called âFan Boyâ that was a mashup against the Liz Phair song called âStrange Loop,â and for years I never knew what the term âstrange loopâ wasâit was just a song on the album that I just really liked,â he clarified. One day it dawned on Jackson to type the phrase into Google, which led him to Douglas R. Hofstadter, the scholar of cognitive science and comparative literature. In his Pulitzer-winning 1979 book Gödel, Escher, Bach: An Eternal Golden Braid, Hofstadter coined the term âa strange loopâ to describe the navel-gazing nature of individualism and intelligence, writing: âIn the end, we are self-perceiving, self-inventing, locked-in mirages that are little miracles of self-reference.â The term, used to describe the paradox of oneâs sense of self, is also mirrored in Jacksonâs allusions to what W. E. B. DuBois called the âdouble-consciousnessâ of African American selfhood created by racism and anti-Blackness. Thus began a series of strange loops, with Liz Phair leading Jackson to Hofstadter, which in turn led him to the title and structure of his groundbreaking hit.
A Strange Loop is hardly the first metafictional musical. There was Jonathan Larsonâs semi-autobiographical rock monologue-turned-musical, tick, tick . . . BOOM!, adapted by Lin-Manuel Miranda into a feature film last year. Thereâs also Jeff Bowen and Hunter Bellâs [title of show], a one-act musical about four characters creating the musical theyâre simultaneously performing, which played at the Lyceum Theatre 14 years prior. Yet Jacksonâs acclaimed pop-rock Bildungsroman actually follows a lineage of sui generis metafictional musical theatre writers of the post-Black Arts Movement tradition. Like Kirsten Childsâs The Bubbly Black Girl Sheds Her Chameleon Skin and Stewâs Passing Strange before it, A Strange Loop is a funny, life-affirming coming-of-age story about a young, gifted, and Black creative as they journey toward self-discovery and self-acceptance. Fusing gospel, jazz, punk, and blues with rock music, Passing Strange is a fourth wall-breaking picaresque odyssey of Black identity and code-switching against a backdrop of Berlinâs 1987 May Day riots. Through a mĂ©lange of â60s girl group pop, R&B, and showtunes, The Bubbly Black Girl Sheds Her Chameleon Skin explores a young womanâs battle with internalized racism and self-worth while surrounded by racial profiling, de facto segregation, and sexism in the wake of 16th Street Baptist Church bombing.
A Strange Loop continues the conversations that began with those genre-defying musicals, merging gospel, folk rock, bedroom pop, and alternative music while forging a new path for Black and queer storytelling in the age of Truvada. In American theatre, white gay men have co-opted and oversaturated the marketplace for LGBTQ narratives. Whether itâs the gay Civil Rights movement (Mart Crowleyâs The Boys In The Band, Dustin Lance Blackâs 8), or the HIV/AIDS epidemic (Larry Kramerâs The Normal Heart, Tony Kushnerâs Angels in America: A Gay Fantasia on National Themes, Steven Dietzâs Lonely Planet, William Finnâs Falsettos), or collective trauma (Doug Wrightâs I Am My Own Wife, MoisĂ©s Kaufmanâs The Laramie Project, Martin Shermanâs Bent, Harvey Fiersteinâs Torch Song Trilogy, and Douglas Carter Beaneâs The Nance), or even queer joy (Fiersteinâs La Cage aux Folles, Shermanâs The Boy From Oz). Naturally, a show centering a plus-sized, dark-skinned Black queer man with ambition stands in opposition by design. But A Strange Loop goes further than that, showing no qualms about interrogating such issues as the HIV stigmatization of the Black queer community, racial fetishization, internalized homophobia, parental blackmail, self-loathing, and the paradox, trauma, joy and vicissitudes of being Black and queer and religious.
Indeed, in its brisk 90 minutes, A Strangle Loop both deconstructs and glorifies Black art and queer iconography with absolute abandon. Bristling with references to The Golden Girls and Designing Women, advice columnist Dan Savage, and spoken word artist Audre Lorde, Stephen Sondheim and bell hooks, Scott Rudin and Betty Friedan, the show skews the lines between gay and straight, Black and white, high and low culture with aplomb, putting the musical-within-a-musical in a league of its own, while bridging divides very few of the aforementioned shows have.
No one is safe from critique. One of the biggest targets of Jacksonâs ire is Tyler Perry, the multimillionaire movie media mogul, well known for his lowbrow, Chitlinâ Circuit-inspired entertainment, full of ham-fisted messages about the power of prayer. Hallmarks of Perryâs works are satirized and spoofed with surgical precision in A Strange Loop: The stalwart matriarch, the low-income black sheep with an addiction to crack cocaine, the âStrong Black Womanâ meandering through life as a lonely spinster with an offstage Ken doll lover interest. Jacksonâs contentious relationship with Perry began when a childhood friend introduced him to the impresarioâs work shortly after he arrived in New York in 1999; as a gag gift for her birthday, he purchased tickets to see a staged production of Why Did I Get Married? at the Beacon Theatre, starring R&B vocalist Kelly Price, who wore a fat suit in the first act. In A Strange Loop, Usher calls Perry out for his âsimple-minded hack buffoonery,â but the mockery is tinged with anxiety; we get the sense that Usher might genuinely be afraid he will create such color-by-number material himself. With each gibe, Jackson holds up a mirror to both the protagonist and himself with profound hilarity and heartbreak.
In one of the showâs most subversive, farcical numbers, âTyler Perry Writes Real Life,â Usher is confronted by his Thoughts as they masquerade as historical Black figures: Zora Neale Hurston, James Baldwin, Marcus Garvey, Harriet Tubman, and a proxy for every Oscar-bait antebellum picture simply given the name Twelve Years a Slave. Throughout the tune, the Thoughts chastise him for imagining that he is above Perryâs work, especially when an agent offers him an opportunity to quickly ghostwrite a gospel playânews that overjoys his devout parents but repulses Usher. While Usherâs critiques about Perryâs oeuvre have been echoed by his peers, it is his pointed criticism of the filmmakerâs stigmatization of Black queer sexuality and HIV that come into sharpest focus, especially where Perryâs âhate the sin, not the sinnerâ ethos is concerned. Toward the end of the show, Usher leads his Thoughts in a revival number titled âAIDS Is Godâs Punishment,â ridiculing Perryâs proclivity to perpetuate stigma and condone the belief that people living with HIV are sinners who deserve punishment for loving and living out loud. It is a primal scream, Usherâs direct confrontation with the fear mongering and homophobic scripture preached down to him as a youth, as well as a moment of grief for a friend he lost to AIDS. Jackson doesnât just critique Perry and the Black church here; he also zeroes in on the American theatre and its role in disregarding Black queer people and their stories in favor of white comfort.
âBeing willing to challenge any assumptions or popular points of view, being able to question any orthodoxy or status quoâto me that goes in all directions,â Jackson said. âThat means if Black Twitter is into something and Iâm not into it, that means being willing to risk the ire of Black Twitter, that means being willing to risk the ire of the theatre world, that means being willing to risk the ire of liberal Democrats, of conservatives, of whomeverâwhite people, Black people, everyone, treating everybody the sameâand being willing to stand alone, if necessary, in your truth.â
A lot has changed for this musical theatre provocateur in recent years. A major career shift came when A Strange Loop was awarded the Pulitzer Prize for Drama in 2020, becoming only the 10th musical to earn the honor overall and the first to win the award without a Broadway run. Jackson, who was watching an episode of Bravoâs The Real Housewives of Atlanta while conversing with playwright Branden Jacobs-Jenkins when he received the news, not only made history as the first Black artist to win for writing a musical; he has also become part of a string of Black-authored Pulitzer winner, with Jackie Sibblies Druryâs divisive critical race experiment Fairview nabbing the award in 2019, and Katori Hallâs The Hot Wing King taking the award in 2021 and James Ijamesâs Fat Ham winning it this year.
That win was part of the momentum building behind A Strange Loop, which had its Off-Broadway premiere at Playwrights Horizons in 2019, then a limited engagement at Washington, D.C.âs Woolly Mammoth Theatre Company last year. Joining a team led by producer Barbara Whitman and Page 73 Productions, the showâs current Broadway outing has attached an impressive Rolodex of stars to its co-producersâ roster, including RuPaul Charles, Don Cheadle, Jennifer Hudson, Mindy Kaling, Billy Porter, Ilana Glazer, Alan Cumming, Zach Stafford, Cody Renard Richard, Benj Pasek, and Justin Paul. It garnered a record 11 Tony nominations, and though it only took home two of those, they were ones that count: Best Book of Musical and Best Musical. (Best Original Score went to Six.) These wins cap a busy awards season that saw it take home Outstanding Production of a Musical at the 2022 Drama League Awards, and an Outstanding Actor in Musical Award for lead actor Jacques Spivey, who also got an Outer Critics Circle Award and a Theatre World Award honor. Meanwhile L Morgan Leeâs performance earned her the distinction of being the first openly transgender performer to originate a role in a Pulitzer-winning piece of theatre and the first to receive a Tony nomination. Jackson was also included in Time Magazineâs Time 100, an annual listicle of the most influential people in the world, where he was nominated by Porter.
Like many writers for the theatre, he has also become an in-demand writer for TV and film. He recently joined the creative team of the Amazon original series Iâm a Virgo, a half-hour superhero satire from writer-director-producer Boots Riley (Sorry to Bother You), starring Jharrel Jerome. Jackson is also developing a TV series for ABC Signature and sold an original pitch to write an untitled horror feature for A24, which Ari Aster and Lars Knudsen are producing under their Square Peg banner. But not to worry, theatre fans, Jackson is still at work on various stage works: White Girl in Danger is a new pop-rock musical partly inspired by classic daytime soaps and â90s-era Lifetime movies, in development with the Vineyard Theatre Off-Broadway and director Lileana Blain-Cruz; and Teeth, based on the 2007 indie vagina dentata horror comedy by Mitchell Lichtenstein, is being workshopped in collaboration with composer-lyricist Anna K. Jacobs. Jackson has also been commissioned by LCT3, Lincoln Center Theaterâs program for emerging artists, to pen Accounts Payable, an original musical inspired by the days when he was slumming it as a finance clerk and executive assistant.
From those bleak early to his current success, Jacksonâs North Star has been his dedication to his craft and to the truth.
âI do feel like Iâve changed in a lot of ways,â Jackson said of the past few years in the spotlight. âBut I also feel like I am the same person Iâve always been, which is to say Iâve always been somebody who has been trying to get at the truth of life as I understand it and constantly try to scavenge and dig deeper and get past the surface level answers of questions I might be having or that confuse me. I feel like as a young person, a young writer, I was doing that from a much younger perspective.
âThat has been the trail I tried to blaze: to be willing to have an unpopular opinion and have a nuanced opinion,â he continued. âThatâs only gotten more important to me, especially over these last couple of years, as lots of cultural conversations have taken hold and really gotten louder. I have lot of criticisms and questions in places where I stand apart from my peers, and I have to be willing to stand in that place. I try to stand in that place respectfully and with compassion, even when I want to read people for fucking filth. Even when I have utter contempt for some people and ideas that I see being bandied around.â
As uncompromising as his showâs protagonist, Jackson stood in his truth, and, upon receiving his Tony Award for Best Book of a Musical to a standing ovation, encouraged the American theatre to opt for quality in art. This is a fulcrum moment not just for Jackson, but for every outcast and outlier building their life rafts on the island of misfit toys that is the theatre at its best. As a patron sings to Usher in âA Sympathetic Earâ: âIf youâre not scared to write the truth, then itâs probably not worth writing / And if youâre not scared of living the truth, then itâs probably not worth living.â
Marcus Scott is a New York-based playwright, musical writer and journalist. Heâs written for Architectural Digest, Time Out New York, The Brooklyn Rail, Elle, Essence, Out and Playbill, among other publications.

















