| Issue | #42 |
| Published | August 1969 |
| Cover Price | 0.15 USD |
| Pages | 36 |
| Editing | Richard Goldwater |
| Notes | The first Josie issue without Pepper. As Pepper vanishes, another character arrives: this issue is the first appearance of Alan M. This issue is also the last appearance of Pepper's boyfriend, Sock, who has almost nothing to do without her, and was also never mentioned again after being written out. This was the first issue to introduce the "band" concept popularized by the Archie cartoon series, though in this story, the band is an all-male one (much like the Archie band in the comics was originally only Archie, Jughead and Reggie). A few months later, the company hit on the idea of putting Josie in a band instead, and the rest was history. |
| Characters | Josie; Alan M.; un-named girl |
| Genre | teen; humor |
| Pencils | Dan DeCarlo |
| Inks | Rudy Lapick |
| Colors | Barry Grossman |
| Letters | Bill Yoshida |
| Characters | Josie; Alexander Cabot III; Alexandra Cabot; Alexander Cabot II; Alan M. |
| Synopsis | Alex hears a new guy in town, Alan M., playing his guitar, and hires him to serenade Josie on his behalf. Josie instantly falls for Alan M., but he's only interested in his music. |
| Genre | teen; humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |
| Inks | Rudy Lapick |
| Colors | Barry Grossman |
| Letters | Bill Yoshida |
| Notes | Josie's last name, which was "Jones" since the beginning of the comic, becomes "James" in this story. In subsequent years it would go back and forth between "James," "Jones" and "McCoy." |
| Characters | Josie; Alexander Cabot III; Alexandra Cabot; Alan M.; Gloomer; Instant Replay |
| Synopsis | Alexandra also takes a fancy to Alan M., and offers to sponsor his band. She meets Alan's drummer, the suicidally depressed Gloomer, and Gloomer's perky girlfriend Instant Replay, the only person in the world who can translate Gloomer's mumblings. |
| Genre | teen; humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |
| Inks | Rudy Lapick |
| Colors | Barry Grossman |
| Letters | Bill Yoshida |
| Notes | Gloomer and Instant Replay are presented as possible recurring characters, but they didn't last beyond this issue. |
| Characters | Josie; Alexander Cabot III; Alexandra Cabot; Alexander Cabot II; Alan M.; Instant Replay; Gloomer |
| Synopsis | Alan M. asks Alex to be the second guitarist in his band. |
| Genre | teen; humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |
| Inks | Rudy Lapick |
| Colors | Barry Grossman |
| Letters | Bill Yoshida |
| Characters | Josie; Melody; Alexander Cabot III; Alexandra Cabot; Alan M.; Gloomer; Instant Replay; Sock |
| Synopsis | Alan, Gloomer and Alex make a great sound, and after listening to an argment between Josie and Alexandra, Melody gets an idea for the group's name: "Alan and the Jesters." |
| Genre | teen; humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |
| Inks | Rudy Lapick |
| Colors | Barry Grossman |
| Letters | Bill Yoshida |
| Script | Eda Edwards [as Josie] |
| Pencils | Joe Edwards |
| Inks | Joe Edwards |
| Colors | Barry Grossman |
| Letters | Joe Edwards |
| Characters | Li'l Jinx; Hap Holliday |
| Genre | children; humor |
| Script | Joe Edwards |
| Pencils | Joe Edwards |
| Inks | Joe Edwards |
| Colors | Barry Grossman |
| Letters | Joe Edwards |