Before Robert Shea took a job at Playboy magazine, he served from 1965 to 1967 as the editor of Cavalier, a men's magazine similar to Playboy.
If you are curious about what a magazine edited by Shea would be like, I have an example to point to. The Internet Archive has a copy of the September 1966 issue of the magazine; a PDF of the complete issue may be downloaded and examined.
A few observations: Robert J. Shea is listed as editor. Arthur Kretchmer, who had a long career at Playboy, is listed as managing editor.
The table of contents includes a story by Bruce Jay Friedman and also a story by John D. MacDonald. There's a column by Shea's friend Paul Krassner, and an article on British political cartoonists by Bob Abel, another friend of Shea's. If Shea was doing Abel a favor here by providing a market, surely Shea was repaid; Abel was the Dell book editor who bought Illuminatus! There are two photo features of attractive young women. Some of the cartoons aren't bad, and the ads are interesting.
The issue also has a piece by Shea, apparently a regular column, "The Cavalier Attitude," about attending the showing of an Andy Warhol movie.
I wondered if some of the replies to the letters column were written by Shea. One reply defends the space program. A letter on page 10 from a reader in Winnipeg warns that the publication of nude photos in Cavalier will inspire God to destroy America. The editor's reply says "What about Canada?"
The advertisement for subscriptions ($6 if you live in the U.S.) says, "Like good cigars, brandy and LSD, Cavalier is best enjoyed in a comfortable, warm and secure atmosphere."
Another Internet site has a directory of back issues of Cavalier for sale, from 1966; it lists an article for July 1966, "Dr. Timothy Leary on the Psychedelic Revolution," and it shows that Isaac Asimov was a contributor to the magazine.