Issue number 50 of Star Wars Insider, a magazine that first hit the shelves in 1987, is a milestone edition. This particular issue, the fiftieth, arrived on newsstands in July of 2000, and it served as an introduction to actor Hayden Christensen, who was cast as the new Anakin Skywalker for the Star Wars prequel trilogy.
- "A Letter from George Lucas " The Star Wars saga's originator shares his thoughts in celebration of the Insider's 50th edition.
- " I Was a Teenage Sith Lord: Introducing Anakin Skywalker " (authored by Scott Chernoff) Hayden Christensen provides an in-depth interview, his first since being chosen to portray Anakin Skywalker, discussing the significant challenge presented by Episodes II and III.
- "We've Got It Covered: 50 Issues of Star Wars Insider " Our golden anniversary celebration begins where it should – on page 50 – with a retrospective of the first 50 covers of Lucasfilm's official fan publication.
- "Word Up! They Said it in Star Wars Insider " Embark on a nostalgic journey through Star Wars history with us, revisiting memorable quotes from the stars, artisans, and enthusiasts of the greatest cinematic saga (we admit, we're slightly biased!).
- " Ralph McQuarrie & Doug Chiang: Visualizing a Galaxy Far, Far Away... " (written by Mark Cotta Vaz) The conceptual artist responsible for the visual design of the original Star Wars trilogy and the Design Director for the new prequel trilogy engage in their inaugural detailed conversation concerning their collaborations with George Lucas, as well as the creation of the vehicles, settings, and characters within the Star Wars universe.
- "From the Editor's Desk" (by Jon Bradley Snyder)
- " Rebel Rumblings "
- " Prequel Update " (by Dan Madsen)
- " Star News "
- " In the Star Wars Universe : Michonne Bourriague " (by Kevin Fitzpatrick)
- " The Jawa Trader "
- " Nothing But Star Wars " (by Jon Bradley Snyder)
- " Action Figure Update " — Figure Action: A Q&A with Hasbro (by Andy@Hasbro)
- " Comics Link " — Dawn of the Star Wars Comic (by Rich Handley)
- " Bookshelf " — Alan Dean Foster: Author of the Mind's Eye (by Jason Fry)
- " Gamescape " — Pushing the Limits of the Star Wars Universe (by Blake Fischer)
- " Scouting the Galaxy " — Solved: The Mystery of the Ugly Aliens (by Stephen J. Sansweet)
- " Dear 2-1B "
- " The Last Page "