Back in 2009, McSweeneys.net started a competition searching for "columnists." I was among the first batch of winners. "Chris White Answers Profound Questions About the Presidents" ran for a year, with a few additional installments added afterwards. Here's everything they published.
Who is the funniest president of all time? That inspired a 2016-17 podcast series, produced by the DC Improv with the assistance of narrator Jared Stern. Each episode brings in an expert to discuss the personality and humor of a different president, as well as how comedy works at the presidential level.