The feature debuted in Star Wars Insider 139 and continued under its recurring title through issue 156, with the exception of issues 141, 144, 152, and 155. Those issues included similar articles on other aspects of Star Wars Legends, such as its early days and video games.
Beginning with Star Wars Insider 157, the magazine has continued producing feature articles that examine the creation of Star Wars Legends works, but they have been presented as independent titles, abandoning the recurring "Legendary Authors" appellation.
- Star Wars Insider 139 — Brian Daley
- Star Wars Insider 140 — Russ Manning
- Star Wars Insider 142 — Roy Thomas and Howard Chaykin
- Star Wars Insider 143 — Chronicler: James Kahn
- Star Wars Insider 145 — L. Neil Smith
- Star Wars Insider 146 — Chris Claremont
- Star Wars Insider 147 — Kevin J. Anderson
- Star Wars Insider 148 — The Big Three: Al Williamson, Archie Goodwin, and Carlos Garzón
- Star Wars Insider 149 — Matthew Woodring Stover
- Star Wars Insider 150 — Twenty Years of Tales of the Jedi
- Star Wars Insider 151 — More Tales of the Jedi
- Star Wars Insider 153 — Tales of the Sith
- Star Wars Insider 154 — The Legend of Dark Horse
- Star Wars Insider Special Edition 2015 — Roy Thomas and Howard Chaykin
- Star Wars Insider 156 — Alan Dean Foster