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| Episode 1 - [Pilot] |
| Details : Doug receives his new big screen TV and turns the basement into a private recreation room. However after the death of the wife of Carrie's father and the subsequent burning down of his house Arthur and Carrie's sister Sara move in. So Doug's recreation room becomes Arthur's new room and the big TV moves to the bedroom. |
| Guest Cast and Crew : Lisa Rieffel as Sara Spooner | Director : Pamela Fryman | Writer : Michael J. Weithorn | |
| Air Date : Sep. 21, 1998 | Rating ➦ ★★★★★★★★ |
| Episode 2 - [Fat City] |
| Details : Stunned by an old photograph of Carrie's mother Doug convinces Carrie to go on a diet and must pretend he is going on one too. |
| Guest Cast and Crew : Lisa Rieffel as Sara Spooner | Director : Robert Berlinger | |
| Air Date : Sep. 28, 1998 | Rating ➦ ★★★★★★★ |
| Episode 3 - [Cello Goodbye] |
| Details : Carrie's on the fast track at her new job in a Manhattan law firm. But the trappings of success – late nights at the office free concert tickets and being surrounded by bright dynamic people – make Doug wonder why she ever ended up with a guy like him. While painfully succumbing to boredom at a cello concert he discovers that despite his lowbrow tendencies Carrie never has and never will feel she settled by marrying him. |
| Guest Cast and Crew : Albie Selznick as Evan Lassar | Lyn Alicia Henderson as Employee | Director : Gail Mancuso | Writer : Michael J. Weithorn | |
| Air Date : Oct. 05, 1998 | Rating ➦ ★★★★★★★ |
| Episode 4 - [Richie's Song] |
| Details : Doug can't figure out why Carrie refuses to go on a double date with Richie and his wife Marie. |
| Guest Cast and Crew : Michele Maika as Marie | Director : Robert Berlinger | Writer : Tony Sheehan | |
| Air Date : Oct. 12, 1998 | Rating ➦ ★★★★★★★ |
| Episode 5 - [Paternal Affairs] |
| Details : Doug and Carrie throw a wedding anniversary party for themselves. Doug invites his aunt and finds out that his aunt and uncle are having problems. When Arthur meets Doug's aunt he falls for her. Carrie eventually lets him date her but ends up regretting it leaving Arthur with plans to propose to her. |
| Guest Cast and Crew : Brenda Vaccaro as Sheila Rednester | Lisa Rieffel as Sara Spooner | Director : Brian K. Roberts | |
| Air Date : Oct. 19, 1998 | Rating ➦ ★★★★★★★ |
| Episode 6 - [Head First] |
| Details : After feeling bad that Arthur has no friends Doug starts taking Arthur everywhere with him. |
| Guest Cast and Crew : Shari Albert as Rhonda | Lisa Rieffel as Sara Spooner | Lesli Margherita as Debbie | Director : Pamela Fryman | Writer : Michael J. Weithorn | |
| Air Date : Oct. 26, 1998 | Rating ➦ ★★★★★★★ |
| Episode 7 - [The Rock] |
| Details : Doug and Carrie remember when he proposed to her after a jeweler offers more money for the ring than Doug had originally paid. |
| Guest Cast and Crew : Robert Katims as Elliott | Director : Pamela Fryman | |
| Air Date : Nov. 02, 1998 | Rating ➦ ★★★★★★★ |
| Episode 8 - [Educating Doug] |
| Details : Carrie signs her and Doug up for a class at the community college when she begins to think that they're becoming dumb and boring. Doug has a hard time with it but luckily Spence in also in the class... |
| Guest Cast and Crew : Ken Weiler as Jeff | Frantz Turner as Bill Gillard | Richard Rossi as College Student | |
| Air Date : Nov. 09, 1998 | Rating ➦ ★★★★★★★★ |
| Episode 9 - [Road Rayge] |
| Details : Doug regrets helping Ray Barone cheat on his driving test. Meanwhile Arthur's neediness hinder's Carrie's studying. |
| Guest Cast and Crew : Ray Romano as Ray Barone | Peter Boyle as Frank Barone | Brad Garrett as Robert Barone | Yvette Cason as Mrs. Blanchard | Writer : Tony Sheehan | |
| Air Date : Nov. 16, 1998 | Rating ➦ ★★★★★★★ |
| Episode 10 - [Supermarket Story] |
| Details : Carrie has Thanksgiving Day planned but is guilted into making a homemade meal which leaves her with less than a day to make a meal for ten people. |
| Guest Cast and Crew : Parry Shen as Stockboy | Cristine Rose as Helen | Donny Osmond as Himself | Dana Gould as The Guy | Patricia Place as Sample Lady | |
| Air Date : Dec. 07, 1998 | Rating ➦ ★★★★★★★★ |
| Episode 11 - [Noel Cowards] |
| Details : Doug and Carrie realize they must buy a new car after theirs breaks down. One problem: they can't afford it. |
| Guest Cast and Crew : James M. Connor as Marty | Writer : Michael J. Weithorn | |
| Air Date : Dec. 14, 1998 | Rating ➦ ★★★★★★★ |
| Episode 12 - [Fixer Upper] |
| Details : Carrie fixes Spence up on a blind date with one of her co-workers. |
| Guest Cast and Crew : Constance Zimmer as Jenny | Writer : Tony Sheehan | |
| Air Date : Dec. 21, 1998 | Rating ➦ ★★★★★★★ |
| Episode 13 - [Best Man] |
| Details : Doug and Carrie attend a wedding of an old flame of Carrie's creating an uncomfortable situation for Doug. |
| Guest Cast and Crew : Peter Tork as Band Leader | Christina Cabot as Jill | Merrin Dungey as Kelly Palmer | |
| Air Date : Jan. 11, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 14 - [Dog Days] |
| Details : The Heffernans' new neighbors have a dog that keeps them up at night but Doug wants to avoid confrontation. Arthur thinks Charles Schultz is using him as a template for Peanuts characters. |
| Guest Cast and Crew : Bryan Cranston as Tim | Dee Dee Rescher as Dorothy | |
| Air Date : Jan. 18, 1999 | Rating ➦ ★★★★★★★ |
| Episode 15 - [Crappy Birthday] |
| Details : Carrie is upset about getting older when her 30th birthday rolls around. |
| Guest Cast and Crew : Esther Scott as Clara | Director : Mark Cendrowski | |
| Air Date : Feb. 02, 1999 | Rating ➦ ★★★★★★★ |
| Episode 16 - [S'ain't Valentine's] |
| Details : Doug's romantic plans with Carrie are hijacked by Veronica who has planned a last-minute surprise party for Spence. Arthur meets a woman at a Senior Center dance. |
| Guest Cast and Crew : Grace Zabriskie as Veronica | Janet Rotblatt as Francine | Steve Schirripa as Maitre 'd | Anne Meara as Mary Finnegan | Writer : Michael J. Weithorn | |
| Air Date : Feb. 08, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 17 - [Court Date] |
| Details : Carrie gets a speeding ticket and Doug out of fear of the car insurance doubling convinces her to go on a date with the cop that gave her the ticket. |
| Air Date : Feb. 15, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 18 - [White Collar] |
| Details : Doug begins to miss being behind the wheel of his truck when he is promoted after the death of his shift supervisor. |
| Guest Cast and Crew : John F. O'Donohue as Jack O'Boyle | Writer : Tony Sheehan | |
| Air Date : Feb. 22, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 19 - [Rayny Day] |
| Details : When Ray Barone calls and asks Doug if he wants to play golf at his private club Doug cancels on his friend Richie – who he was going to spend the day with in order to comfort him after his divorce. But when a huge thunderstorm lets loose Doug's day of golf turns into a fiasco and he high-tails it back to his garage to Richie. Meanwhile Ray's mother Marie arrives at the Heffernan's early to pick Ray up and gives Carrie a lesson in cleaning – which Carrie milks for all it's worth. |
| Guest Cast and Crew : Ray Romano as Ray Barone | Doris Roberts as Marie Barone | |
| Air Date : Mar. 01, 1999 | Rating ➦ ★★★★★★★ |
| Episode 20 - [Train Wreck] |
| Details : Doug is upset when his new trainee doesn't make Carrie jealous; Meanwhile Arthur must deal with his purchase of his tombstone in advance and changing the first two numbers of his death year from 19 to 20. |
| Guest Cast and Crew : Julie Benz as Julie Patterson | Mason Canter as Barry | |
| Air Date : Mar. 15, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 21 - [Hungry Man] |
| Details : Carrie's boss is having a cocktail party to impress a client and the only way Doug made it there was by not eating anything all day. He embarrasses Carrie by searching for food after he finds out there's no food at the party; Meanwhile Arthur and Spence have trouble while planning a new business. |
| Guest Cast and Crew : Elizabeth Storm as Marion Douglas | Kevin Cooney as Jack Brennan | Robert Ito as Mr. Fugita | Writer : Tony Sheehan | |
| Air Date : Apr. 05, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 22 - [Time Share] |
| Details : Carrie isn't happy that Doug's invited the Sackskys over-until she learns they're separating and offering them their Hamptons time-share. Meanwhile Arthur seeks answers from an ointment company after developing a nasty rash. |
| Guest Cast and Crew : Bryan Cranston as Tim | Dee Dee Rescher as Dorothy | |
| Air Date : Apr. 26, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 23 - [Where's Poppa] |
| Details : Doug and Carrie send Arthur off to work at cousin Danny's pizza restaurant. |
| Guest Cast and Crew : Angelo Pagan as Derek | Gary Valentine as Danny Heffernan | Mookie Barker as Doctor | Writer : Kevin James | |
| Air Date : May. 03, 1999 | Rating ➦ ★★★★★★★★★ |
| Episode 24 - [Art House] |
| Details : Arthur almost gets Doug fired. Doug then releases all his feelings about Arthur which results in him moving out of the house. |
| Guest Cast and Crew : Ford Rainey as Mickey | |
| Air Date : May. 10, 1999 | Rating ➦ ★★★★★★★★ |
| Episode 25 - [Maybe Baby] |
| Details : Doug and Carrie consider having a baby which results in a flashback from Arthur about the day that Carrie was born. |
| Guest Cast and Crew : Nadia Dajani as Sophia | Philip Bolden as Kirby Palmer | Troy Blendell as John | Lyn Alicia Henderson as Nicki | Writer : Michael J. Weithorn | |
| Air Date : May. 17, 1999 | Rating ➦ ★★★★★★★ |