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Bill Doolin

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Outlaw

The Resume

    (1858-August 24, 1896)
    Born in Tulsa, Oklahoma
    Cattleman, cowboy turned robber
    Member of the Doolin-Dalton Gang (1891-92)
    Founder of The Wild Bunch Gang (1892-95)
    Robbed banks, trains and stagecoaches in Oklahoma, Kansas, Missouri and Arkansas
    Gang also known as the Oklahoma Long Riders for the long dusters (coats) they wore
    Captured January 15, 1896 in Eureka Springs, Arkansas - escaped prison July 5, 1896
    Killed by U.S. Marshal Heck Thomas led posse in Lawson, Oklahoma Territory at age 38

Why he might be annoying:

    Rather than give up a keg of beer he and his friends were illegally drinking in dry Kansas, he wounded two lawmen (July 4, 1891).
    His first gang was all but wiped out trying to rob two Coffeyville, Kansas banks at the same time (October 5, 1892).
    Four were killed, the fifth captured with 23 bullet holes and the sixth (believed to be Doolin) escaped.
    His Wild Bunch Gang had a shoot-out with U.S. Marshals in Ingalls, OK Territory where three marshals and two bystanders were shot to death (Sept. 1, 1893).
    A bullet wound in his foot left him with rheumatism and he sought treatment at a spa, where his wife later went and a lawmen followed her, arresting Doolin.
    He was free for just 50 days until the shotgun blast by Marshal Thomas ended his career and life.

Why he might not be annoying:

    By all accounts he was a skilled cowboy until he started his life of crime at age 33.
    Marrying in 1893 and siring a son he wanted to cut a deal to turn himself in to marshals for a reduced sentence but was flatly rejected.
    Of his ten fellow gang members, nine were killed in shootouts and the 10th captured, paroled and died less than a year later.

Credit: Scar Tactics


Featured in the following Annoying Collections:

Year In Review:

    For 2024, as of last weekly ranking, Out of 1 Votes: 100% Annoying
    In 2023, Out of 5 Votes: 100% Annoying
    In 2021, Out of 12 Votes: 83.33% Annoying
    In 2020, Out of 16 Votes: 87.50% Annoying
    In 2019, Out of 6 Votes: 16.67% Annoying
    In 2018, Out of 3 Votes: 66.67% Annoying
    In 2017, Out of 17 Votes: 47.06% Annoying
    In 2016, Out of 11 Votes: 63.64% Annoying
    In 2015, Out of 29 Votes: 41.38% Annoying
    In 2014, Out of 13 Votes: 53.85% Annoying
    In 2013, Out of 20 Votes: 55.00% Annoying
    In 2012, Out of 22 Votes: 81.82% Annoying
    In 2011, Out of 54 Votes: 77.78% Annoying
    In 2010, Out of 29 Votes: 65.52% Annoying
    In 2009, Out of 27 Votes: 66.67% Annoying
    In 2008, Out of 41 Votes: 65.85% Annoying
    In 2007, Out of 158 Votes: 77.22% Annoying