Bob Gregg ( footballer born 1899 ) Robert " Bob " Gregg ( born 12 July 1899 in Darvel , Scotland ; died 4 November 1955 in Ipswich , England ) was a Scottish football fullback who played professionally in Scotland , Canada and the United States , including the American Soccer League and St . Louis Soccer League . Youth . Gregg grew up playing football with an eye to turning professional . World War I intervened before he could do so and he enlisted in the Royal Scots Regiment as a private on 2 March 1917 . Professional . In September 1921 , Gregg signed his first professional contract with Irvine Meadow F . C . in the Ayrshire First Division . In August 1923 , he transferred to Kilmarnock F . C . in the Scottish Football League . In July 1924 , he moved to Galston F . C . and in July 1925 to Nithsdale Wanderers F . C . , both of the newly established Third Division . In April 1926 , he returned to Galston . He was there for only a month before leaving Scotland . Gregg arrived in Quebec Canada on 26 May 1926 , having signed with Windsor Rovers F . C of Ontario , Canada . Although he normally played as a full - back , on 26 June 1926 he was placed at Centre Forward for Rovers , scoring four of their goals against Toronto City in a 7 - 0 win . On 4 July 1926 he played an International match representing Essex County , Canada vs . the visiting English Football Association . By August 1926 Bob had signed with the Philadelphia Field Club of the American Soccer League ( ASL ) . Philadelphia left the league at the end of the 1927 season after failing in the National Challenge cup at the First Round , and Gregg returned to Windsor Rovers where he again played an International match for the Canadian Windsor All Stars vs . the visiting Scottish Football Association on 4 July 1927 at Kelsey Park , Windsor . Bob finished the 1927 season playing a few games for the New Bedford Whalers , USA . In January 1928 he transferred to Providence Clamdiggers , Rhode Island , USA , where he played in two games in the 1928 National Challenge Cup , Providence being eliminated in the Second Round . For the remainder of 1928 , and into 1929 he was back in Canada , first Captaining the Ontario Border Scots F . C , and later playing for the Walkerville Football Club , also of Windsor , Ontario . In September 1929 Gregg moved West to sign with the Carpenters S . C . in Chicago , Illinois . There is evidence to suggest that he may have then moved to Holley Carburetor Detroit after January 1930 , before returning to Chicago to sign with Bricklayers F . C . He scored a hat - trick in his first game for Bricklayers on 2 November 1930 at De Paul Field , Chicago , Bricklayers defeating Olympias 4 - 0 . Bricklayers went to the final of the 1931 National Challenge Cup , falling to the Fall River Marksmen . Gregg scored the Bricklayers lone goal in its 1 – 1 tie with Fall River in the second game . Whilst at Bricklayers Bob played his third International on 21 June 1931 against Celtic F . C of Scotland at Cubs Park Chicago . Early 1932 , Gregg moved south to sign with Stix , Baer and Fuller F . C . of the St . Louis Soccer League . He finally found a home in St . Louis , spending the next four seasons there . SBF went to the 1932 , 1933 and 1934 National Challenge Cup s , winning the last two . Of Stix , Baer and Fuller ’ s championship games Gregg played in the finals of the 1932 National Challenge Cup , again earning him a Runners - up medal . However , Gregg was dogged by injuries in 1933 and appeared in the National Challenge Cup run only as far as the Quarter Finals . By 1934 Gregg ' s Injuries became critical and he was on the sick list for most of the season , thereby missing his place in the 1934 National Challenge Cup Finals . In 1935 , the Stix , Baer and Fuller department store dropped their sponsorship of the team mid - season to be replaced by Central Breweries . As a result , the team was renamed St . Louis Central Breweries F . C . . By this time Gregg had returned to the field of play , and substituted for Maurice Kramer at right back in the final game of the 1935 National Challenge Cup , to finish up with his first National Challenge Cup Winners Medal . By 1936 , Bob Gregg had left Central Breweries , St . Louis and the United States to return to Scotland . At some point , he moved to England , dying in Ipswich in 1955 .