Henry "Peerie" Cunningham (9 January 1898 – 17 September 1972) was a Scottish footballer who played as a forward, initially being deployed on the right wing or in a creative role but later recording a high scoring rate as a central striker. He spent his early years in junior football in AyrshireGlenafton Athletic: The beginning, New Cumnock History, 7 March 2016 before five seasons at Ayr United, then six at regional rivals Kilmarnock after Ayr were relegated from the top division in 1925.Cunningham Harry "Peerie" Image 1 Ayr United 1922, Vintage Footballers
Cunningham won the Scottish Cup with Kilmarnock in 1929Scottish Cup Surprise Kilmarnock's Great Victory Over Rangers, The Glasgow Herald, 8 April 1929 and set club records for top seasonal goalscorer in the Scottish Football League (34 from 35 appearances) and both major competitions (36 from 39), both in the 1927–28 season;(Kilmarnock player) Cunningham, Harry, FitbaStatsKilmarnock in History: Four games, three countries, five days, Kilmarnock FC, 22 June 2020 the overall record was soon beaten in 1933 by his replacement in the Killie side, Bud Maxwell,Kilmarnock in History: Nibloe's tough exit, Kilmarnock FC, 9 July 2020 while the league record was equalled by Andy Kerr in 1961 (playing one match fewer).
At representative level he played in an international trial during his time at Ayr United in 1924,Football | "B" Team, 2; "A" Team, 1., The Glasgow Herald, 2 April 1924 but never received a full cap for Scotland.
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