He served as Executive Director of the North American Flagship Headquarters, Cameron Mackintosh Inc., for twelve years, known for productions which include Les Misérables, Cats, The Phantom of the Opera, Miss Saigon, Five Guys Named Moe, Oliver!

Jay-Alexander is a long time board member of Broadway Cares/Equity Fights AIDS and has directed benefits for the honored organization, as well as other causes he cares about, including animals and no-kill shelters, the Make-A-Wish Foundation of South Florida, The Actor's Fund, National Asian Artists Project (NAAP), Broadway Dreams, and Hollywood's Motion Picture and Television Fund (MPTF).

He is an occasional contributor to Broadwayworld.com where he is particularly known for a series called "All Eyes On," interviewing legends like Angela Lansbury, Josh Groban, Sir Ian McKellen, Rose Marie, Bob Avian, Ann-Margret, and Barry Manilow about his Broadway-bound Harmony.

He has also authored liner notes for reissues of musicals such as the original, Jacques Brel is Alive and Well and Living in Paris, and four titles from the Stephen Sondheim Columbia Masterworks/Sony canon: Merrily We Roll Along, Into The Woods, Sweeney Todd: The Demon Barber of Fleet Street, and Sunday In The Park With George, giving them context all these years later as to their place in history and with 20-20 hindsight.

Jay-Alexander has worked with many performers, including Kristin Chenoweth, Bernadette Peters, Barbra Streisand, Bette Midler, Julie Andrews, Brian Stokes Mitchell, Lea Salonga, Sam Harris, Polly Bergen, Russell Watson, Il Volo, Il Divo, Norm Lewis, Laurie Beechman, Debby Boone, Mandy Gonzalez, Mary Cleere Haran, Roslyn Kind, Melissa Errico, Lea Michele, Betty Buckley, Donny & Marie Osmond, Ricky Martin, Well-Strung, Donna McKechnie, Melora Hardin, Jennifer Leigh Warren, and others.

He also brought hit songwriter Desmond Child back to the stage, after a 30-year absence, and debuted a show at Feinstein's 54 Below which was later filmed for PBS as part of The Kate Series in Connecticut.

Founded by Desmond Child and Rudy Amado Pérez, the awards featured Latin stars, composers, lyricists, bands, legendary musicians, and industry recording executives.

In 2017 he was asked to direct an evening honoring the two legends and their prestigious careers receiving the Oscar Hammerstein II Award by the York Theatre Company.

It featured performances by David Campbell, John Bucchino, Mary Cleere Haran, Sir Richard Rodney Bennett, Steven Brinberg (as Simply Barbra), and Barbara Cook.

Richard christened a series of new venues including The Kodak Theatre in Hollywood, California with Russell Watson; Toronto's Skydome with a concert version of Les Misérables, co-directed by Keith Batten; The Dr. Phillips Center for the Performing Arts and their Walt Disney Theatre with a cast of Norm Lewis, Sierra Boggess, Chris Mann, Deborah Voigt, Michael Urie, Jane Monheit, Ektor Rivera, The Lombard Twins, and The Broadway Kids.

Part 2: Bernadette Peters Live at Carnegie Hall (Grammy Nomination); Bernadette Peters Loves Rodgers & Hammerstein (Grammy Nomination); Brian Stokes Mitchell's solo debut album; Mary Cleere Haran: Pennies From Heaven; Melora Hardin: All The Way To Mars; the original Broadway cast recording of Five Guys Named Moe; The Norm Lewis Christmas Album; Betty Buckley: 1967 and Quintessence; Hugh Panaro, Man Without A Mask.