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Read the complete series of "Mr. Dooley" by Finley Peter Dunne:

the favorite satirist of President Theodore Roosevelt

Finley Peter Dunne (July 10, 1867 — April 24, 1936) was a Chicago-based U.S. author, writer and humorist.
The fictional Mr. Dooley expounded upon political and social issues of the day from his
South Side Chicago Irish pub and he spoke with the thick verbiage and accent of an Irish immigrant from
County Roscommon.

Dunne's sly humor and political acumen won the support of President Theodore Roosevelt, a frequent target
of Mr. Dooley's barbs. Indeed Dunne's sketches became so popular and such a litmus test of public opinion
that selections from Dooley were read at meetings of the presidential cabinet.

Theodore Roosevelt was a fan, despite the fact that he was one of Dunne's favorite targets.
When Roosevelt published his book, The Rough Riders, Dunne wrote a tongue-in-cheek review mocking the war hero
with the punchline "if I was him I'd call th' book 'Alone in Cubia'" and the nation roared.
(Read that review in "Mr. Dooley's Philosophy, page 13, "A Book Review".)

Roosevelt wrote to Dunne: "I regret to state that my family and intimate friends are delighted with your review
of my book. Now I think you owe me one; and I shall expect that when you next come east you pay me a visit.
I have long wanted the chance of making your acquaintance."

The two finally met at the Republican Convention in 1900, where Roosevelt gave him a news scoop -
he would accept the nomination as vice presidential candidate.

In later years, Dunne was a frequent guest for dinner and weekends at the White House. - from Wikipedia

Mr. Dooley in Peace and War (1898)

Mr. Dooley in the Hearts of his countrymen (1899)

Mr. Dooley's Philosophy (1900)

Mr. Dooley's Opinions (1901)

Observations by Mr. Dooley's (1902)

Disserations by Mr. Dooley (1906)

Mr. Dooley Says (1910)

Mr. Dooley on Making a Will and Other Necessary Evils (1919)