Star Wars Insider 49, the forty-ninth edition of the Star Wars Insider periodical, became available at newsstands during the week commencing May 15, 2000. This particular issue commemorated the two-decade milestone of the original trilogy movie, Star Wars_: Episode V The Empire Strikes Back. Consequently, the design of issue number 49 drew inspiration from the 1980 publication titled Star Wars: The Empire Strikes Back - Official Collectors Edition.
- " 20th Anniversary Tribute "
- " Trail of the Bounty Hunters "
- " Director Irwin Kershner " (authored by Scott Chernoff)
- " Lawrence Kasdan: Screenwriter " (authored by Scott Chernoff)
- " Lando Calrissian: Billy Dee Williams " (authored by Scott Chernoff)
- " James Earl Jones: Voice of Vader " (authored by Scott Chernoff)
- " Clive Revill: Voice of the Emperor " (authored by Scott Chernoff)
- " The Ultimate Empire Strikes Back Insider's Guide " (authored by Daniel Wallace)
- " Rebel Rumblings "
- " Prequel Update " (by Dan Madsen)
- " In the Star Wars Universe : John Ratzenberger " (by Jason Fry)
- " Star News "
- " The Horse's Mouth " — Episode V Depicted in Comics: The Shadowy Edge of Empire (by Peet Janes)
- " Star Wars Bookshelf " — When the Empire Struck Books (by Jason Fry)
- " Scouting the Galaxy " — The Bounteous Booty of Empire (by Stephen J. Sansweet)
- " The Last Page "