[3] She is also the employer of Karen Walker (Megan Mullally) and a friend and neighbor of Jack McFarland (Sean Hayes).

[6] Grace also constantly strives for the affection of her father Martin (Alan Arkin, then Robert Klein), competing with her two sisters (one younger, one older), who have more obvious problems than she (Joyce, played by Sara Rue, is a compulsive overeater, while Janet, portrayed by Geena Davis then Mary McCormack, is rarely employed and promiscuous).

Grace herself is decidedly selfish and neurotic, but this is usually played for laughs, like when her husband Leo (Harry Connick Jr.) asks, "You want me to be happy, right?"

Through the third-season episode "Lows in the Mid-Eighties", we see they began dating and Grace did not realize that Will was gay at the time, and Will had not come out of the closet yet.

[12] Grace also has a close relationship with her assistant, Karen Walker, a rich, alcoholic socialite who does virtually no work.

In one episode, Grace stands up to Milo (Andy García) after he refuses to go on a second date with Karen, who is feeling vulnerable because she is going through a divorce.

Grace has a string of boyfriends throughout the series, many played by guest stars such as Woody Harrelson and Gregory Hines.

Their mile high tryst leads to Grace getting pregnant, but she doesn't tell Leo because he is engaged to another woman.

[19] When the series was revived in 2017, the events of the season finale – in which Grace gives birth to Leo's child and drifts apart from Will – are retconned as one of Karen's drug and alcohol-induced hallucinations.

Despite the couple trying months of therapy and taking up golf together, they could not make it work and Grace, unable to forgive Leo, turned to Will for comfort.

[21] In season 10, Grace enters a serious relationship with Noah Boarder (David Schwimmer), after several tense meetings where he tries to sabotage her campaign for interior design president.

In the season finale, when Noah is unable to come to Jack's wedding, Grace is not happy after overhearing Will say she can do much better than him and begins to wonder where their relationship is going.

Karen then gathers three other men that Grace had sex with during her European adventure in an effort to find out who her baby's father is via a DNA test.

Marcus shows up, admits to Grace that he lied about getting a vasectomy, and promises that he will sacrifice his dreams and do everything he can to raise her baby with her.

In one episode, she enters a room to find her boyfriend Nathan (Woody Harrelson) passed out on a bed with Jack and Will, and moans, "Oh, no, I turned another one.

"[24] In season 8, she takes this to a new level when she briefly marries James Hanson (Taye Diggs), Will's Canadian boyfriend, in search of a green card.

[25] For her performance as Grace Adler, Messing received 5 nominations for the Primetime Emmy Award for Outstanding Lead Actress in a Comedy Series, winning once in 2003.