Simpsons Comics #14
In "To Heir Is Homer," Homer's chance encounter with a mysterious hobo takes a wild turn when the man's sudden passing leaves Homer unexpectedly in line to inherit a fortune—unbeknownst to him, the hobo is the secret owner of Duff Beer. Now, with the stakes raised and Mr. Burns eyeing the other half of the company, Homer finds himself at the center of a corporate showdown he never saw coming. Written by Jon Aibel, Glenn Berger, and Jeff Rosenthal, with art by Chris Roman and inks by Tim Harkins, this 1998 Titan Comics issue features a cover by Bill Morrison.
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Homer befriends a hobo who is in reality the owner of Duff Beer. When the hobo allegedly dies, Homer inherits a fortune, to the dismay of the owner of the other 49% of Duff Beer... Mr. Burns.
Plot details indexed by the Grand Comics Database (CC BY-SA).