[1] He lost the title only a month later in an historic twenty round bout on February 22, 1909 to Monte Attell at the Mission Street Arena in San Francisco.
[2][6] On July 16, 1908, in a rare early career loss he met the gifted Willie Ritchie at the Reliance Athletic Club in Oakland, California, and came up on the short end of a six-round points decision.
Ritchie was one of the most accomplished opponents Reagan would meet in his early career and would hold the World Lightweight Title from 1912 to 1914.
He met Monte Attell for the first time on November 30, 1908 in an important fifteen-round draw at the Dreamland Pavilion in Oakland.
[2] On January 29, 1909, Reagan met Jimmy Walsh at the Dreamland Rink in San Francisco for a twelve-round World Bantamweight Title match.
According to the Oakland Tribune, "Reagan led in every one of the twelve rounds with Walsh and was entitled to the verdict," though admitting the "title was a very close one.
[8] Three days after taking the World Bantamweight Championship, he was signed to appear in a local Vaudeville House at a salary of $250 a week, an impressive sum for the era.
[9] On February 22, 1909, he lost to Monte Attell in a thrilling twenty round title fight at the Mission Street Arena in San Francisco.
[2] On September 5, 1910, he defeated Peanuts Sinclair in a thirteen-round knockout at the Fair Grounds in Ogden, Utah on what was then Labor Day.
[14] On February 22, 1911, he lost to Mexican Joe Rivers by a technical knockout in the thirteenth round of a scheduled twenty.
[2] He fought "Chalky" Germaine twice, first on January 8, 1912, in what was to be a ten-round bout at the Colonial Theatre in Salt Lake City, Utah.
[2] On November 5, 1915, he won against the great Battling Nelson in a ten-round points decision in Kansas City, Missouri.
Though a number of the boxers he met after his loss of the title were competent or even gifted, his boxing dominance was relatively brief for a former World Champion.
The Des Moines Register considered the fact that Reagan had gone ten rounds without being knocked out by the extraordinary champion a remarkable accomplishment.
[23] On November 7, 1917, while in St. Louis training for the bout at the Future City Boxing club, Regan was briefly arrested and then released.
[24] Of his late career loss to Black boxer Willie St. Clair on January 8, 1918, the Ogden Standard accurately predicted "As a fighter Reagan is through, Undoubtedly he is tough and can take a terrific beating, but for real milling his days apparently are over.