Post was a regular performer at the Earl of Old Town and other Chicago folk music bars, and was a contemporary of notable singer-songwriters Steve Goodman, John Prine, Fred Holstein, and Bonnie Koloc, and a frequent collaborator with singer/songwriter & multi-instrumentalist Mick Scott and the late Tom Dundee.
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During the 1990s and 2000s, he focused on performing the character of Mark Twain in one-man shows.
The Washington Post | Jim Thorpe | Jim Carrey | New York Post | The Saturday Evening Post | The Huffington Post | post-punk | Jim DeMint | Jim Morrison | Jim Jarmusch | Jim Jones | Jim Henson | Jim Dine | National Post | Jim Starlin | Jim Reeves | Jim Flaherty | Jim Cummings | Jim Bunning | According to Jim | Post Office Protocol | St. Louis Post-Dispatch | Jim O'Rourke | Jim Nabors | Jim Bohannon | Australia Post | South China Morning Post | Jim Lovell | Jim Lauderdale | Jim Crow laws |
He has produced commercial shows including Always...Patsy Cline at the Apollo Theater Chicago, The Guys at the Lakeshore Theater featuring Jeremy Piven, Joan Cusack and Daniel J. Travanti and Jim Post's Heart of Christmas also at the Lakeshore Theatre.