Cheryl Bricker

Carrie decides to re-assess her work after she receives some surprising career news. Steve encourages a reluctant Miranda to have Brady baptized.

Feeling the need to volunteer his time to a charity, Doug becomes a Big Brother and attempts a 10K run.

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

A chance encounter with a military colonel (guest star Aaron Raymond) leads Jane to believe the officer is hiding something, prompting him to dig into the closed murder case of the man's wife.

When an apartment becomes available in Manhattan, Carrie finally sees her dream of living in the city coming true, but Doug has different plans and the two quickly realize they share a different out look on the future.