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Will & Grace
Season 1 • Episode 5 • How to Succeed in Business Without Really Crying
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Will & Grace Season 1, Episode 5: How to Succeed in Business Without Really Crying
Grace tries for her biggest job yet: decorating a string of boutique hotels for an obnoxious mogul. Will is surprised at his reaction to making Senior Partner. Beverly Leslie discloses his secret to Karen. Jack owns half of a winning lottery ticket. Watch Will & Grace Season 1, Episode 5 How to Succeed in Business Without Really Crying in HD free online. Enjoy high-quality streaming of Will & Grace Season 1, Episode 5 and share your thoughts in the comments below!
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Episodes
16 episodes
11 Years Later
We pick up with Will, Grace, Jack, and Karen 11 years since we last saw them. Will and Grace both falter when their political beliefs are put to the test. Jack and Karen help Will and Grace hide their secret shame from each other, but the truth finally comes out.
22 min
Who's Your Daddy
Will and Jack try to date younger guys but find it challenging. Grace and Karen experience a crisis that reveals Grace's true feelings about Karen.
22 min
Emergency Contact
Grace is shocked to find that the emergency contact called by her doctor's office is ex-husband Leo, not Will. Jack takes on a new job he never expected to love. Karen befriends a 12-year-old girl in the Bronx, despite her best efforts.
22 min
Grandpa Jack
Jack is stunned to learn that his estranged son, Elliot has a son of his own, Skip. Moreover, Skip needs the kind of help only Will and Jack can provide. Grace and Karen behave badly with the hot new guy at work.
22 min
How to Succeed in Business Without Really Crying
Grace tries for her biggest job yet: decorating a string of boutique hotels for an obnoxious mogul. Will is surprised at his reaction to making Senior Partner. Beverly Leslie discloses his secret to Karen. Jack owns half of a winning lottery ticket.
22 min
Rosario's Quinceanera
When Karen's has trouble dealing with a personal tragedy, Will, Grace, and Jack try to intervene. Will and Grace's new business relationship begins to show signs of stress.
22 min
A Gay Olde Christmas
Will, Grace, Karen, and Jack wish they could have experienced Christmas in old New York City, but realize the past was not quite as romantic or open to diversity as they pictured it.
22 min
Friends and Lover
Will and Grace try to convince themselves they are okay with dating the same man; Jack and Karen get an annoying commercial jingle stuck in their heads and must seek medical attention.
22 min
There's Something About Larry
Jack's first day as a Lyft driver goes south when he rear-ends a wacky neighbor. An old friend decides he's in love with Will. Tim Bagley and Molly Shannon guest star.
22 min
The Wedding
Will, Grace, Jack and Karen attend the wedding of Will's ex-boyfriend, Vince. While Grace tries to keep Will from making a scene, Jack learns that his wedding hookup has many strings attached.
22 min
Staten Island Fairy
Jack's intimacy issues are challenged by a closeted boyfriend. Will and Grace sell their new line of bedding on TV.
22 min
Three Wise Men
Grace is horrified to realize that she's dated three men from the same family. Will and Karen get on each other's nerves at the office until they bond over watching -- and producing -- their own little telenovela.
22 min
Sweatshop Annie & the Annoying Baby Shower
A baby shower makes Grace and Will question their life choices. Karen and Jack find a way to combine child labor with musical theater. Jennifer Lopez will pull double duty guest-starring as both herself and her "Shades of Blue" character, Det. Harlee Santos.
22 min
The Beefcake & the Cake Beef
Will rekindles a relationship with his first love against Jack's advice. Grace reluctantly fights for Karen's civil rights when a bakery refuses to make a cake she wants.
22 min
One Job
Grace brings Will for support when she goes home to celebrate her deceased mother's birthday. Jack's faith in love is crushed after breaking up with Drew and uncovering a secret in Karen's marriage.
22 min
It's a Family Affair
Grace's father and Will's mother end up making a surprising and upsetting connection. Jack rebounds from his breakup with a new love. Karen must decide between her husband and her lover.
22 min