This was #57, the December 1967 issue of Sick.
Avis Rent-a-Car had a slogan in the sixties about how they were the second best rental car company which was parodied by many other products. That's what the "Why try harder?" button's about. Sick was under the impression they were the second most popular humor magazine, which would be true if issues of the magazine were as easy to find as Cracked or Crazy.
Not sure who the cover artist is. Joe Simon maybe?
inside front cover
Art here by Bob Powell.
I think their publisher also published magazines of gag cartoons, since many were scattered throughout the magazines on its text pages.
Bernard Wiseman
Al Bare
This was the centerfold on a slick paper stock with art by Harry “The Professor” Borgman
Cartoon filler in Sick Classick-fried Ads advertising readers of the magazine seeking pen-pals
Elon meets with Iranian diplomats to "smooth things over"
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