Grace in the Hole

Grace brings Glenn homebaked goods
Grace brings Glenn homebaked goods
Title “Grace in the Hole”
Episode # 4.13 (80)
Season # 4
Original Airdate 17-Jan-2002
Writers Bill Wrubel
Producers David Kohan & Max Mutchnick and James Burrows
Director James Burrows

Plot Synopsis

While visiting Karen's incarcerated husband, Grace re-discovers a handsome high school friend who's also doing time in prison, and despite Will's advice, she's soon dressing up and visiting the inmate while dreaming of a life together outside the Big House. Conversely, a sympathetic Rosario chides Karen for not standing by her man — and bets her boozy boss that she and pal Jack cannot stay penned-up together in the same room for three days without harming each other.


  • Eric McCormack (Will Truman)
  • Debra Messing (Grace Adler)
  • Sean Hayes (Jack McFarland)
  • Megan Mullally (Karen Walker)
  • Shelley Morrison (Rosario Salazar)

Guest Cast

  • Kirk Baltz (Glenn Gabriel)
  • Brent Sexton (Guard)
  • Cheryl Bricker (Sheila Slovinski)
  • Steven Shaw (Judge)


  • Will represents Glenn in his appeal, and wins his first trial case.




Viewer Rating


Airdates & Ratings

01/17/20029:00 PM11.2/17%#12
06/06/20029:30 PM05.2/09%#26Special 2-for-1 double feature