Gregg Edelman
Gregg Edelman (born September 12, 1958) is an American actor renowned for his versatile performances in musical theater, film, and television, with a career spanning over four decades that includes four Tony Award nominations for his Broadway roles.[1] Born in Chicago, Illinois, Edelman graduated from Northwestern University in 1980 with training in drama, which launched his professional career in the early 1980s.[2] His Broadway debut came in the 1980 production of Evita, in an ensemble role, followed by appearances in productions such as Cats (1982), marking the start of a prolific stage career that featured leading and featured parts in acclaimed musicals.[1] Notable theater credits include Stine in City of Angels (1989–1992), for which he earned a 1990 Tony nomination for Best Actor in a Musical; Constantine Levin in Anna Karenina (1993), garnering another Tony nod; Edward Rutledge in the revival of 1776 (1997–1999), winning a Drama Desk Award and receiving a 1998 Tony nomination for Featured Actor in a Musical; and the Wolf/Cinderella's Prince in the 2002 revival of Into the Woods, which brought his fourth Tony nomination in 2002.[1] He portrayed Mr. Jankowski in the 2024 Broadway adaptation of Water for Elephants, which closed in December 2024. In 2025, he appeared in Berkshire Theatre Group's production of Metamorphoses.[3][4] Beyond the stage, Edelman has appeared in over a dozen films, often in supporting roles that highlight his dramatic range. Key credits include the doctor in Spider-Man 2 (2004), the father in Little Children (2006), and the executive in The Proposal (2009), alongside earlier works like Crimes and Misdemeanors (1989) and Green Card (1990).[5] His television appearances include a recurring role as a philosophy professor in The Sinner (2017), guest spots such as the Chairman of the Board in Billions (2020), and appearances in series like Law & Order: Special Victims Unit.[6] He was married to actress Carolee Carmello from 1995 to 2015 and has two children, Zoe and Ethan. He resides in Leonia, New Jersey.[1][5] He continues to perform and direct, contributing to the arts community through affiliations like Leonia Arts.[7]Early life and education
Childhood and family
Gregg Edelman was born on September 12, 1958, in Chicago, Illinois.[8] He was the son of Sherman J. Edelman, an insurance executive and decorated Navy veteran who owned a consulting firm,[9] and his mother, who served as fashion director for Saks Fifth Avenue in Chicago.[10] Edelman has a brother, Guy Edelman, and a stepbrother, Stephen Miller, both doctors.[11] His mother played a key role in his early exposure to the performing arts, frequently taking him to theatre productions and leveraging her work in fashion displays to immerse him in creative environments during his childhood in the Chicago area.[10] Edelman's interest in performing deepened during his high school years at Niles North in Skokie, Illinois, where he starred as Li'l Abner in a school production of the musical, an experience that highlighted his emerging talent on stage.[12] Following his graduation from Northwestern University in 1980, Edelman relocated to the New York City area in the early 1980s to pursue a career in acting.[7]Education and early interests
Edelman attended Niles North High School in Skokie, Illinois, where he first became involved in theater through school productions.[12] As a freshman, he was inspired to pursue acting after watching the school's production of Bye Bye Birdie, particularly the enthusiastic audience response to the lead performer playing Conrad Birdie, which shifted his interests away from sports like swimming and track.[13] He later starred as the title character in a high school staging of Li'l Abner, using foam rubber to simulate muscles for the role.[12] His early artistic passions were shaped by exposure to musical theater recordings shared with his mother, including classics like Gypsy, Mame, Gigi, and Flower Drum Song, fostering a deep appreciation for the genre during his youth.[13] An introduction to acting theory came through Stanislavsky's works, which his father gifted via his brother, providing foundational influences on his approach to performance before formal training.[12] Edelman continued his education at Northwestern University in Evanston, Illinois, majoring in drama as a day student commuting from Skokie.[12] There, he participated in the university's Waa-Mu Shows, student-produced musical revues that offered hands-on experience in acting, singing, and production.[12] He graduated in 1980, having honed his vocal and acting skills through these programs and coursework in musical theater techniques.[14]Career
Early career and breakthrough
After graduating from college, Edelman moved to New York City in the late 1970s to pursue a career in acting.[15] His Broadway debut came in 1979 as a member of the ensemble in the original production of Evita, where he played the role of Person of Argentina during the show's initial run.[16] In the early 1980s, he continued building experience through replacement roles in long-running musicals, including multiple cat characters such as Bustopher Jones, Asparagus, and Growltiger in Cats starting in 1986, and later as Javert in Les Misérables.[17] These ensemble and understudy positions provided steady work amid the competitive New York theater scene, where aspiring actors often faced limited principal opportunities in an industry dominated by established stars and high-profile productions.[2] Edelman's breakthrough arrived in 1989 with his first leading role as the aspiring screenwriter Stine in the Broadway musical City of Angels, a satirical homage to 1940s film noir directed by Michael Blakemore.[18] The production, which opened at the Virginia Theatre on December 11, 1989, to critical acclaim for its witty book by Larry Gelbart and score by Cy Coleman and David Zippel, showcased Edelman's versatile tenor and dramatic range in a dual narrative structure blending a writer's real-life struggles with his fictional detective story.[19] His performance earned him a Tony Award nomination for Best Actor in a Musical, marking a pivotal moment that elevated his profile and led to greater recognition beyond ensemble work.[19] During this period, Edelman began dipping into screen work with minor roles, including a small part in Woody Allen's Crimes and Misdemeanors (1989) and a supporting appearance in Green Card (1990).[20] These early film cameos, alongside occasional television specials like the 1990 Tony Awards broadcast, highlighted his transition from stage understudy to more visible performer, though theater remained his primary focus amid the era's intense competition for leading parts.[2]Broadway and stage work
Following his breakthrough in the early 1990s, Gregg Edelman solidified his reputation on Broadway through a series of versatile roles in both original musicals and revivals, often showcasing his rich baritone voice in ensemble-driven narratives. In the 1994 original production of Stephen Sondheim's Passion, he portrayed Colonel Ricci, Giorgio's commanding officer, contributing to the show's intimate exploration of desire and duty with his precise vocal delivery in the score's complex harmonies. Earlier that decade, in the short-lived 1992 musical adaptation of Anna Karenina, Edelman originated the role of Constantine Levin, the introspective landowner grappling with love and societal expectations, earning a Tony Award nomination for Best Featured Actor in a Musical for his nuanced performance that blended emotional depth with musical phrasing. Edelman's mid-career highlight came in the 1997 revival of 1776, where he played Edward Rutledge, the fiery South Carolina delegate who staunchly defends the institution of slavery during the Continental Congress debates. His charismatic portrayal, marked by a smoldering intensity, elevated the show's tense political drama, particularly in the haunting number "Molasses to Rum to Slaves," where his commanding baritone underscored the moral compromises of the era; the performance garnered him a Tony nomination and a Drama Desk Award for Outstanding Featured Actor in a Musical.[21][22][23] Building on this acclaim, Edelman took on dual roles in the 2002 revival of Into the Woods, embodying the seductive Wolf and the roving-eyed Cinderella's Prince with sly humor and agile vocals that highlighted the musical's themes of consequence and desire, securing another Tony nomination for Best Featured Actor in a Musical.[24][25][26] In subsequent revivals, Edelman demonstrated his adaptability in lighter fare, such as Robert Baker, the earnest magazine editor who woos the protagonist in the 2003 production of Wonderful Town, where his appealing, somewhat nerdy charm and solid vocal work complemented the show's effervescent score amid the Great Depression backdrop.[27][28] He continued originating roles in ambitious originals, including Dr. Alexandre Manette, the resilient patriarch enduring imprisonment in the 2008 musical A Tale of Two Cities, bringing gravitas to the French Revolution-era ensemble through his steady baritone contributions. Later Broadway appearances included the Reverend Mr. Crisparkle in the 2012 revival of The Mystery of Edwin Drood, where his portrayal added moral complexity to the whodunit's choral elements. Edelman's stage work extended beyond major Broadway houses to off-Broadway and regional theaters, where he honed a more intimate stage persona blending dramatic intensity with wry humor. He performed in cabaret settings, such as his 2010 appearance at the Broadway Cabaret Festival delivering gregarious musical-comedy numbers and a 2013 solo show Broadway Love Songs in the Off-Broadway Cabaret Series, emphasizing his vocal versatility in standards from his career repertoire.[29][30] In recent years, he narrated and portrayed multiple characters in the 2024 original musical Water for Elephants, as the elderly Mr. Jankowski reflecting on a Depression-era circus romance, delivering a grounded, anguished performance that framed the show's acrobatic spectacle with poignant vocal restraint and earning praise for its reliability and emotional depth.[31][32][33] Extending his ensemble contributions into 2025, Edelman appeared in Mary Zimmerman's Metamorphoses at Berkshire Theatre Group, taking on roles like the greedy King Midas and the god Apollo alongside narration duties, with critics noting his robust, superbly told portrayals that infused the mythic tales with contemporary resonance.[4][34][35] In 2025, he appeared in the off-Broadway premiere of Gene & Gilda at 59E59 Theaters.[36]Film and television roles
Edelman's transition to film began in the late 1980s with supporting roles that showcased his ability to portray nuanced professionals and everyday characters. In Woody Allen's Crimes and Misdemeanors (1989), he played Chris, a colleague entangled in the film's moral dilemmas, contributing to the ensemble's exploration of guilt and infidelity. This early screen work, followed by his role as Phil in Peter Weir's Green Card (1990), where he depicted a pragmatic friend aiding in an immigration scheme, highlighted his skill in blending subtle humor with dramatic tension.[37][38] By the early 2000s, Edelman had established himself in larger productions, often as authoritative figures whose arcs underscore themes of ambition and vulnerability. His portrayal of Dr. Kaufman in Sam Raimi's Spider-Man 2 (2004) involved a brief but pivotal appearance as a scientist grappling with ethical pressures from corporate demands, adding depth to the film's narrative on heroism and compromise. In Todd Field's Little Children (2006), he embodied Richard Pierce, a lawyer whose domestic life unravels amid suburban discontent, emphasizing the character's internal conflict and societal expectations in a story of personal redemption. These roles demonstrated Edelman's capacity to elevate supporting parts through layered performances that influenced key plot developments.[39] Edelman's film career continued with comedic and romantic elements in the late 2000s, including his turn as Lead Counsel in The Proposal (2009), where he navigated corporate intrigue with dry wit, supporting the central romance while critiquing power dynamics in the workplace. His theatre background occasionally informed his screen choices, allowing him to bring a stage-honed authenticity to dialogue-driven scenes. However, he frequently faced the challenge of typecasting as a reliable supporting actor, which limited lead opportunities but enabled consistent work across genres from the 1990s onward. On television, Edelman exhibited versatility through guest spots and recurring roles that spanned procedural dramas, political thrillers, and character-driven series. He appeared multiple times on Law & Order franchises, including as Toshack's Attorney in Law & Order (2009) and Dr. Lucas in the 2006 episode "Web" of Law & Order: Special Victims Unit, where his characters often served as moral or legal pivots in investigations. In The Good Wife (2009), his role as Aaron Abbott in the episode "Unorthodox" portrayed a conflicted parent in a custody battle, showcasing his range in emotional family dynamics. Guest appearances in Shades of Blue (2016) as a priest further illustrated his adaptability to ensemble casts in high-stakes crime narratives, while guest roles in House of Cards (2016) and Blue Bloods (2010–) reinforced his presence in prestige television. Earlier, he had a long stint on the soap opera As the World Turns (1989–1991), playing Doug Cassen, which honed his skills in serialized storytelling.[40][41][42] Post-2020, Edelman sustained his screen momentum with roles in independent and streaming projects, reflecting a continued interest in socially resonant stories. In Maria Schrader's She Said (2022), he played David McCraw, a New York Times editor whose cautious yet principled stance aids the #MeToo investigation, underscoring the film's themes of journalistic integrity. His performance as a supporting figure in Rebecca Miller's She Came to Me (2023) added emotional layers to a tale of midlife reinvention, portraying a character whose arc intersects with themes of identity and relationships. These recent works, alongside TV appearances in The Marvelous Mrs. Maisel (2017) and Evil (2019), highlight Edelman's ongoing contributions to screen media, balancing prestige projects with his primary stage commitments.[43]Personal life
Marriage and relationships
Gregg Edelman was married to fellow Broadway actress Carolee Carmello from March 5, 1995, until their divorce in 2015.[8] They first met during the original Broadway run of City of Angels in 1989, where Edelman originated the leading role of Stone and Carmello served as an ensemble member and understudy, though the pair did not interact significantly at the time.[44][45] They reconnected professionally during a later production, which sparked their romantic partnership. Throughout their marriage, Edelman and Carmello provided mutual support in their theater careers, occasionally appearing in overlapping New York productions and sharing the challenges of balancing demanding schedules with family responsibilities.[46] Their relationship influenced professional decisions, including relocating to Leonia, New Jersey, to facilitate family stability while commuting to Broadway, and limiting extensive touring to prioritize parenting.[15][47] The couple expanded their family with two children, daughter Zoe and son Ethan.[2] No prior long-term relationships for Edelman are publicly documented in reliable sources. Following the divorce, he has maintained privacy regarding his personal life.[16]Family and residences
Edelman and his former wife, actress Carolee Carmello, share two children from their marriage: daughter Zoe, born in 1996, and son Ethan, born in 2001.[46] The children were raised primarily in the New York metropolitan area, with the family initially based in New York City during the early years of parenthood, allowing proximity to Edelman's frequent Broadway performances.[15] In November 2001, the family relocated to Leonia, New Jersey, seeking a quieter suburban setting post-9/11 while maintaining easy access to Manhattan's theater district for work-family balance.[48] They settled in a historic 95-year-old house in the artistic borough, where Zoe attended local preschool and later kindergarten, and Ethan grew up attending Leonia High School by 2016.[46][49] Zoe, now an independent adult in her late 20s, has occasionally appeared with her parents at Broadway openings, reflecting a family immersed in the performing arts, though specific details on her personal interests remain private.[50] Ethan, in his early 20s as of 2025, was similarly raised in this creative environment but has kept a low public profile.[51] Little public information exists regarding Edelman's extended family involvement in the arts or support roles, though his upbringing in Chicago instilled an early appreciation for theater that influenced his career path.[7] As of 2025, Edelman maintains his residence in Leonia, New Jersey, a location that continues to support his active theater career through its short commute to New York City venues.[52]Acting credits
Theatre
Gregg Edelman's theatre credits span Broadway, Off-Broadway, national tours, and regional productions, primarily in musical theatre.[1]| Year(s) | Production | Role | Venue/Type |
|---|---|---|---|
| 1980–1983 | Evita | Person of Argentina | U.S. National Tour[1] |
| 1982–2000 | Cats | Bustopher Jones, Asparagus, Growltiger (replacements) | Winter Garden Theatre, Broadway[1] |
| 1984 | Oliver! | Londoner | Mark Hellinger Theatre, Broadway[1] |
| 1987–1988 | Cabaret | Clifford Bradshaw | Imperial Theatre, Broadway[1] |
| 1987–1989 | Cabaret | Clifford Bradshaw | U.S. National Tour[1] |
| 1989 | Anything Goes | Billy Crocker (replacement) | Vivian Beaumont Theatre, Broadway[1] |
| 1993 | Greetings! | Andy Gorski | John Houseman Theatre, Off-Broadway[53] |
| 1993–1994 | Falsettos (Second National) | Marvin | U.S. National Tour[1] |
| 1994 | Fiorello! | Neil | New York City Center, Encores! (Off-Broadway concert)[54] |
| 1994–1995 | Passion | Colonel Ricci | Plymouth Theatre, Broadway[1] |
| 1995 | Out of This World | Art O'Malley | New York City Center, Encores! (Off-Broadway concert)[55] |
| 1999–2000 | Les Misérables | Javert (replacements) | Imperial Theatre, Broadway[1] |
| 1997–1998 | 1776 | Edward Rutledge | Roundabout Theatre, Broadway[1] |
| 2001 | Thief River | Ray 2 / Reese | Playwrights Horizons, Off-Broadway[56] |
| 2001 | Reefer Madness | Lecturer | Variety Arts Theatre, Off-Broadway[13] |
| 2002 | Into the Woods | Wolf / Cinderella's Prince | Broadhurst Theatre, Broadway[1] |
| 2003–2005 | Wonderful Town | Robert Baker | New York City Center / Martin Beck Theatre, Broadway[1] |
| 2008 | A Tale of Two Cities | Dr. Alexandre Manette | Al Hirschfeld Theatre, Broadway[1] |
| 2011 | Sweeney Todd: The Demon Barber of Fleet Street | Sweeney Todd | Drury Lane Theatre, Oakbrook, IL (Regional)[57] |
| 2011 | Black Tie | Curtis | 59E59 Theaters, Off-Broadway[58] |
| 2012–2013 | The Mystery of Edwin Drood | Reverend Mr. Crisparkle / Mr. Cedric Moncrieff | Studio 54, Broadway[1] |
| 2014 | A Little Night Music | Fredrik Egerman | Berkshire Theatre Group, Stockbridge, MA (Regional)[59] |
| 2024 | Water for Elephants | Mr. Jankowski | Imperial Theatre, Broadway[1] |
| 2025 | Metamorphoses | Midas / Narrator 1 (Erysichthon) | Unicorn Theatre, Berkshire Theatre Group, Stockbridge, MA (Regional)[4] |
Film
Gregg Edelman's film career includes a range of supporting roles in both mainstream and independent features, often portraying professionals such as doctors, lawyers, and executives. His credits span from the mid-1980s to the present, with appearances in notable productions like Woody Allen's Crimes and Misdemeanors and Sam Raimi's Spider-Man 2. Below is a chronological list of his film roles.| Year | Title | Role |
|---|---|---|
| 1986 | The Manhattan Project | Science Teacher [60] |
| 1989 | Crimes and Misdemeanors | Chris [61] |
| 1990 | Green Card | Phil [62] |
| 1996 | The First Wives Club | Mark Loest |
| 1997 | Hudson River Blues | Dudley [63] |
| 1999 | Puppet | Oscar [64] |
| 2002 | City by the Sea | A.P.C. Johnson [65] |
| 2002 | Hollywood Ending | Galaxie Executive [66] |
| 2004 | Spider-Man 2 | Dr. Davis [67] |
| 2006 | Little Children | Richard Pierce [68] |
| 2009 | The Proposal | Lead Counsel Malloy [69] |
| 2012 | Liberal Arts | Robert [70] |
| 2014 | Night Has Settled | Dr. Root [71] |
| 2014 | Market Trip (short) | Marty [72] |
| 2015 | Jane Wants a Boyfriend | Father [73] |
| 2016 | Larchmont | Arthur Burch [74] |
| 2019 | All the Little Things We Kill | Agent Bracken [75] |
| 2022 | She Said | David McCraw [6] |
| 2023 | She Came to Me | Duftin Haverford [76] |
| 2024 | Honorable Mr. Morgenthau | Voice [77] |
Television
Gregg Edelman's television career includes numerous guest appearances and recurring roles across procedural dramas, legal series, and comedies, spanning from the early 1990s to the 2020s.[78] His notable credits are as follows:| Year(s) | Title | Role | Notes |
|---|---|---|---|
| 1990 | Law & Order | Richard Whitley | Guest; Episode: "By Hooker, By Crook" |
| 1991 | Law & Order | Mario | Guest; Episode: "The Violence of Summer" |
| 1993 | Law & Order | Alan Lanford | Guest; Episode: "Jurisdiction" |
| 1995 | New York News | Unknown | Guest role |
| 1996 | Spin City | Unknown | Guest; 1 episode |
| 1998 | Law & Order | Steven Gabel | Guest; Episode: "Tabula Rasa" |
| 2000 | Now and Again | Dr. Bernard Heller | Guest; 1 episode |
| 2001 | Ed | Unknown | Guest; 1 episode |
| 2002–2003 | Law & Order: Special Victims Unit | Daniel Brown | Guest; 1 episode ("Waste") |
| 2002–2004 | Hack | Ryan Ambrose | Recurring; 5 episodes[79] |
| 2003 | The Practice | Unknown | Guest; 1 episode |
| 2005 | Law & Order | Unknown | Guest; Episode: "Red Ball" |
| 2005 | Law & Order: Criminal Intent | Boyce Wainwright | Guest; Episode: "Ex Stasis"[80] |
| 2006 | Conviction | Unknown | Guest role |
| 2006 | Law & Order: Special Victims Unit | Dr. Lucas | Guest; Episode: "Web"[81] |
| 2009 | The Good Wife | Aaron Abbott | Guest; Episode: "Unorthodox"[41] |
| 2009 | Law & Order | Toshack's Attorney | Guest; Episode: "All New" |
| 2010 | Mercy | Mr. Noland | Guest; 1 episode |
| 2010 | As the World Turns | Leland Price | Guest; Episode #1.13848[82] |
| 2010 | Blue Bloods | Seymour Kerwin | Guest; 1 episode |
| 2012 | 30 Rock | Dr. Melvoin | Guest; 1 episode |
| 2012 | Smash | Unknown | Guest role |
| 2013 | House of Cards | Stan Durant | Guest; 3 episodes (season 6) |
| 2014 | The Blacklist | Gregory Devry | Guest; 1 episode |
| 2016 | Shades of Blue | Priest | Guest; 2 episodes (season 1) |
| 2016 | Bull | Unknown | Guest; 1 episode |
| 2017 | Madam Secretary | Unknown | Guest; 1 episode |
| 2017 | The Sinner | Philosophy Professor | Guest; Season 1 |
| 2017 | The Marvelous Mrs. Maisel | Mr. Rosenblatt | Guest; Season 1 |
| 2018 | The Good Fight | Unknown | Guest; 1 episode |
| 2019 | Evil | Father | Guest; Season 1 |
| 2019 | Billions | Chairman of the Board | Guest; Episode: "The Limitless Sh*t" (season 5) |
Awards and nominations
Tony Awards
Gregg Edelman has received four Tony Award nominations from the American Theatre Wing for his performances in Broadway musicals, recognizing his contributions to the stage over two decades, though he has not won. These nominations highlight his versatility in both leading and featured roles, spanning original productions and revivals.[83] His first nomination came in 1990 for his portrayal of the neurotic screenwriter Stine in the original production of City of Angels, a film-noir pastiche musical that swept the Tonys that year. Edelman's performance, noted for its layered depiction of creative insecurity, earned him a nod in the Best Performance by an Actor in a Leading Role in a Musical category at the 44th Annual Tony Awards ceremony on June 3, 1990. He competed against actors from Grand Hotel, The Musical and the revival of Sweeney Todd, but lost to his co-star James Naughton, who won for playing the hard-boiled detective Stone in the same production—a close call within the show's ensemble. A filmed scene from City of Angels performed at the 1990 Kennedy Center Honors, featuring Edelman alongside Naughton, later amplified visibility of his work, though the nomination predated it. In 1993, Edelman was nominated for Best Performance by an Actor in a Featured Role in a Musical for his role as the introspective Levin in the short-lived adaptation Anna Karenina. The 47th Annual Tony Awards ceremony occurred on June 6, 1993, where he vied against nominees from Kiss of the Spider Woman and The Who's Tommy, but Anthony Crivello won for Valentin in Kiss of the Spider Woman. Edelman's nuanced portrayal contributed to the musical's bold attempt to musicalize Tolstoy, though the production closed after 18 previews and 46 performances. Edelman's third nomination arrived in 1998 for Best Performance by an Actor in a Featured Role in a Musical as the charismatic yet morally complex Edward Rutledge in the Roundabout Theatre Company's revival of 1776. At the ceremony on June 7, 1998, he competed with performers from Cabaret, High Society, and The Lion King, but Ron Rifkin took the award for Herr Schultz in Cabaret. His commanding delivery of "Molasses to Rum to Slaves," emphasizing the character's pro-slavery stance, was praised for adding depth to the historical ensemble. His final Tony nod was in 2002 for Best Performance by an Actor in a Featured Role in a Musical, playing the dual roles of Cinderella's Prince and the Wolf in the Roundabout Theatre Company's revival of Into the Woods. The 56th Annual Tony Awards were held on June 2, 2002, pitting him against nominees from Thou Shalt Not and Urinetown, with Shuler Hensley winning for Jud Fry in Oklahoma!. Edelman's sly, seductive interpretation brought fresh energy to the fairy-tale archetypes, enhancing the revival's intimate staging.| Year | Category | Show (Role) | Ceremony Date | Winner | Other Nominees (Shows) |
|---|---|---|---|---|---|
| 1990 | Best Actor in a Leading Role in a Musical | City of Angels (Stine) | June 3, 1990 | James Naughton (City of Angels) | David Carroll (Grand Hotel), Bob Gunton (Sweeney Todd) |
| 1993 | Best Actor in a Featured Role in a Musical | Anna Karenina (Levin) | June 6, 1993 | Anthony Crivello (Kiss of the Spider Woman) | Michael Cerveris (The Who's Tommy) |
| 1998 | Best Actor in a Featured Role in a Musical | 1776 (Edward Rutledge) | June 7, 1998 | Ron Rifkin (Cabaret) | John McMartin (High Society), Samuel E. Wright (The Lion King) |
| 2002 | Best Actor in a Featured Role in a Musical | Into the Woods (Cinderella's Prince / The Wolf) | June 2, 2002 | Shuler Hensley (Oklahoma!) | Norbert Leo Butz (Thou Shalt Not), Brian d'Arcy James (Urinetown) |