Will sets Grace up to design an apartment on the Upper East Side for Harlin, his biggest client who has recently separated from his wife. Grace is reluctant because she knows Will will not be able to control his obsessive nature and interfere. Will promises not to so she agrees. However, after seeing Grace's initial design--which includes taxidermized animals and fur upholstery--Will immediately voices out how insulting her design is for Harlin. Back at the apartment, Will tells her she has been fired.
At Jack's show, Will learns from Harlin that he actually liked Grace's design but decided to fire her because of the tension between the two of them and he did not want to cause trouble to their relationship as he is going through a separation himself.
- Eric McCormack (Will Truman)
- Debra Messing (Grace Adler)
- Sean Hayes (Jack McFarland)
- Megan Mullally (Karen Walker)
- Gary Grubbs (Harlin Polk)
- Title is a play on the saying "between a rock and a hard place", which means being in a very difficult position or decision.
- Jack plays and sings Charlene's I've Never Been To Me (1982).
- Will says that it looked like Gene Autry "exploded" in Harlin's apartment. Autry was the famous "singing cowboy" during the 1940s, most remembered for his song Back in the Saddle Again (1939).
- Jack was contemplating on whether to wear the "Peter Allen Copacabana sleeve" or the "Julie Newmar basic black". Peter Allen was an Australian singer who wrote the Oscar-winning song Arthur's Theme. He performed at the Copacabana club in New York during the 80s wearing an aloha shirt. Julie Newmar played Catwoman on the 1960s series Batman and wore the famous all-black catsuit. Jack is later seen in an all-black turtle neck, which means he chose the Julie Newmar look. In Jack 2000, he sings Arthur's Theme.
- When Will says that he can control his impulse to interfere with Grace's design, Grace refers to a "nice little place in the desert" founded by Betty Ford. She is referring to the Betty Ford Center, an addiction treatment clinic in Rancho Mirage, California.
- Karen compares Jack's entrance to that of gameshow host Merv Griffin.
- Karen suggests Jack do a sexy dance and he tells her "You're nasty, Miss Jackson", after Janet Jackson's song Nasty (1986). Jackson later appears in season 7.
Hey! Hey! It's not the Will & Grace show! It's called Just Jack! — Jack, after Will and Grace's argument interrupts his song
Oh, darlin', whatever I don't get, I just figure is gay. — Harlin, about Will
If you called me at work and I wasn't there, the answering machine would say, "Grace Adler Designs." If you opened my purse, my business card would say "Grace Adler Designs." Seems like the only person who doesn't know Grace Adler designs is her best friend. Let me introduce myself. I'm Grace Adler. I design! — Grace
|Harlin:||You don't strike me as the assistant type.|
|Karen:||Well, honey, behave yourself, and I won't have to strike you at all.|
|Jack:||I've decided to take my career in a whole new direction.|
I didn't design it for you, Will. I did it for a 6'4" man from Texas. If I was doing young gay lawyer, it'd be Deco with fear-based bitchy wallpaper. — Grace, on Harlin's apartment