I have had this idea to read a biography and an autobiography of the same person. My requirement was, however, that they both be of literary merit. So I wrote to Jonathan Yardley of the Washington Post for his advice. He graciously responded with the following suggestion:
Happy Days, Newspaper Days, or Heathen Days, by H.L. Mencken & The Skeptic: A Life of H.L. Mencken, by
J also came up with a good pairing in Reminiscences & American Caesar, by
Muriel Spark: The Biography, by Martin Stannard (though I have heard some mixed reviews of this biography).
Do you have any suggestions?