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Roseanne and the family celebrate the return of David and Darlene's baby from the hospital; Darlene decides to move back into the Conner home; Mark and Becky are going to have a child.
Darlene and David bring home their new baby. Roseanne's sage advice for her daughter? "The best part is when you can mold their tender little egos to fit your every whim," she says. But the baby's not the only news. When friends and family gather to celebrate the birth, Becky and Mark have a surprising secret -- and Leon and Scott make an announcement.
Dan's eccentric mom heads straight for Lanford after she's released from hospital, claiming to be cured. Problem is, Dan thinks she's trying to kill him.
Roseanne learns some truths about the price of fame when two high-powered television programmers bombard her with all sorts of bizarre ideas about how network and cable TV would tell her life story. At the same time, Bev is happily telling stories about Roseanne to a friendly "free lance writer," unaware that he is actually a tabloid reporter.
Jackie and Mark take in a female wrestling match; D.J. is not prepared when he realizes he may be about to have his first sexual experience when a night of watching videos with Heather turns into a night of passion; and Bev introduces Leon and Scott to her new "friend," a boozy lounge singer named Joyce.
When Darlene gives birth to a very premature baby, the doctors offer very little hope for the child's survival. But Roseanne sets out to prove that love, affection and human contact are better than any medicine.
Bothered by rumors about Roseanne and "that Wellman guy," Dan sweeps by to take Roseanne out for a ride. Roseanne and Dan begin to take the first tentative steps toward putting their marriage back together. But their reconciliation is disrupted when a frantic call comes in from Jackie: Darlene has been suddenly rushed to the hospital.
After they wrap up the Wellman Plastics buyout, Roseanne doesn't know what to do when she finds herself deeply attracted to Edgar Wellman, Jr., and realizes that he is equally bewitched by her.
At a party at the swank Lanford Country Club, Roseanne forges a surprising bond with Edgar Wellman, Jr., the son of her hated former boss. When he reveals some shocking news about the future of Lanford, Roseanne realizes she may be the only one who can save her hometown.
When a heartbroken Roseanne locks herself in her room and won't come out, her family and friends all try in their own unique way to help her get out of her funk. Friends and family try an intervention after they're unable to rouse a listless Roseanne out of bed, where she's been for four days amid piles of junk food, depressed over Dan's affair.
As Dan packs his bags to leave, Roseanne drowns her sorrows in fast food while driving aimlessly around Lanford, and D.J. finds a soul mate to share his troubles.
Jackie forces Dan to reveal some devastating news to Roseanne. Meanwhile, D.J. wants the job of videotaping Darlene giving birth; and Jackie must face a harsh truth about her own love life.
After a long stay in California with his mother, Dan returns home for Christmas and he, Roseanne and the rest of the family begin to realize how fortunate they are to have each other and how much they have to be thankful for as the old year ends. The only thing is that Dan seems a little distant, and uncomfortable around Roseanne.
Bev embarks on a journey with Scott, and Leon to pay a visit to her free-spirited mom in search of answers about her father. Meanwhile Roseanne awaits Dan's return with trepidation.
The absence of Dan, a series of family squabbles, and a shocking revelation by Bev mar the Conners' first Thanksgiving as a rich and famous family, and they start to realize that money does not necessarily buy happiness.
Roseanne battles a group of women-hating terrorists who hold her family and a foreign diplomat hostage on a train to Washington, D.C.
A visit with the wealthy Wentworths on Martha's Vineyard gives the Conners a glimpse into new friend Astrid's dysfunctional family. A group of pill-popping, cocktail drinking, uppity-high-society people that each have personal demons to battle. Before long, the Conners are teaching the snobby elitists some truths about real life.
Jackie and Roseanne attend a party in New York, where they mingle with Manhattan's upper crust as well as two flashy British women (Jennifer Saunders and Joanna Lumley of "Absolutely Fabulous"). As the evening progresses, however, Roseanne finds herself drawn into a creepy 90's version of "Rosemary's Baby."
Roseanne and Jackie spend a not so pleasant week at a spa.
Jackie meets her price charming who wisks her (and the rest of the gang) away to New York City.
Dan ponders the meaning of life. Jackie and Roseanne plan a spa getaway. Dan decides it's time to take care of his mom.
Newly wealthy Roseanne indulges in daydreams involving Hugh Hefner and an appearance on the Jerry Springer Show in which she imagines her dreams – and even some of her nightmares – coming true thanks to the lottery winnings. Some of her fantasies are played out in a glamourous photo shoot with Jackie.
The Connor's get a huge surprise when Jackie shows up screaming that they have won the biggest prize ever in the lottery. After all of the screaming dies down, they go verify their ticket, and are bombarded by the press. After the word gets out, calls start coming in from unknown relatives needing money, and Dan & Roseanne pledge to stay just "ordinary folk".
Roseanne goes on a spiritual odyssey in front of the TV, after walking out on Dan in the heat of anger. She is now holed up at Jackie's, mesmerized by the sitcom couples she grew up with on That Girl, The Mary Tyler Moore Show, and I Dream of Jeannie. Meanwhile, back at the Conner house, Dan is listlessly puttering around fixing things although he'd rather "fix things" in his marriage. In the coda, Jackie realizes that they have won $108 million in the state lottery.
