I liked Irv Docktor’s cover art for Art Tatum’s Discoveries so much that I checked out his book covers. Docktor was particularly known for his work with Robert Heinlein so we begin with a pair of those covers followed by two more pairings.
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Speaking of “Farnham’s Freehold”, here’s a pretty good analysis of Heinlein’s swerves between hippy-free-love, and authoritarialism/libertarianism:
https://newrepublic.com/article/118048/william-pattersons-robert-heinlein-biography-hagiography