The fourth season of Everybody Loves Raymond was produced by HBO Independent Productions, creator Philip Rosenthal's company Where's Lunch, and David Letterman's Worldwide Pants.

The episode "Marie and Frank's New Friends" was the final appearance of character actor David Byrd, who died at the age of 68 on February 2, 2001 due to cancer.

[3][4] Bruce Fretts of Entertainment Weekly, ranking Raymond the second-best series of 1999, claimed the cast "returned to full strength" in the season, and "no show has ever deserved its better-late-than-never ratings success more.

[8] Upon each episode's initial airing, Mike Hughes, a TV critic for Gannett News Service, included "Boob Job,"[9] "Sex Talk,"[10] "The Will,"[11] "Cousin Gerard,"[12] "Debra's Workout,"[13] "No Fat,"[14] "Left Back,"[15] "What's with Robert?,"[16] "Debra Makes Something Good,"[17] and "Confronting the Attacker" in his weekly feature of "Tonight's Must-See" programs.

"[15] Hal Boedeker gave a positive review of the season finale, labeling it "far more impressive than most ballyhooed sweeps programs."

[28] In the end, Heaton won the Lead Actress award,[26] giving Everybody Loves Raymond its first-ever Emmy win.