The episode focuses on Grace (played by Debra Messing) impulsively accepting a marriage proposal from her boyfriend Leo (Harry Connick, Jr.) despite that the two have only known each other for a short time.
Co-creator David Kohan, however, believed the two characters had to "move on forward in their lives in some way",[1] and sought to assure the worrying critics that a third individual added to the mix would be unlikely to replace Will as the best friend of Grace.
The Nation magazine commented that this was the first time that a prime-time sitcom showed a Jewish protagonist (Grace) marrying inside the faith.
Katie tells Grace that The Today Show is having massive televised weddings in the park for ratings sweeps week.
Upon arriving at Will's (Eric McCormack) apartment, Grace and Leo reveal to their friends, Will, Jack (Sean Hayes), and Karen (Megan Mullally), that they have gotten married.
During the reception, Grace learns many things she did not know about Leo, including that his first name is Marvin (revealed by his mother, Eleanor (Judith Ivey)).
The two run into Katie in the lobby who tells them that The Today Show has scrapped the wedding segment because the judge who performed the ceremony was not licensed in New York so their marriage is not valid.
"[1] Kohan, however, changed his mind by the time of a follow-up interview in 2002: he noted that the characters had to "move on forward in their lives in some way" and it would be unlikely that Grace's possible husband would displace her gay best friend, Will.
He received a call from co-creators Kohan and Max Mutchnick asking him to appear on Will & Grace, and agreed to do it after learning that it was his wife's favorite show.
They thought it was important that Grace meet a "menschy, nice Jewish man who happens to be a hottie, and that's what we got with Harry Connick Jr," she said.
[8] According to The Nation magazine, this was the first time that a prime-time sitcom showed a Jewish protagonist (Grace) marrying inside the faith.
[9] Connick, who is part-Jewish,[7] said he enjoyed the fact that he was not asked to sing on the show, because "it throws you out of character a little bit when that stuff happens.
"[4] In November 2002, negotiations were made for Connick to play a series regular on Will & Grace; he originally signed on for only 13 episodes.
[10] Jeff Zucker, who at the time served as President of NBC Entertainment, commented that creating a triangle between Will, Grace, and Leo was a "brilliant" way to give the series a new spark.
According to the Knoxville News Sentinel's Terry Morrow, the cast handled the changes quickly, and scenes were routinely redone up to three times even if the actors executed their lines properly.
The show's costume designer, Lori Eskowitz-Carter, provided Sergio Rossi boots worth $1,750 for the episode, while Grace's jewelry was supplied by Martin Katz.
But it holds up for the most part and has some very funny and poignant moments, including an emotional rooftop scene between Will and Grace that defines their friendship.
"[5] The Star-Ledger's Alan Sepinwall commented that Will & Grace "has already been infected with a sense of cattiness and despair, as the writers try to top each other's nasty one-liners.