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Ralph Stoddard, Esq. (d.1949), BSc, First Headmaster of Heanor Grammar School (1893–1928) c.1928 Ernest Townsend (1885–1944)Ralph Stoddard, Esq. (d.1949), BSc, First Headmaster of Heanor Grammar School (1893–1928) c.1928 South East Derbyshire College
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Mr O. W. Mitchell, Headmaster (1939–1948) 1948 Allan Gwynne-Jones (1892–1982)Mr O. W. Mitchell, Headmaster (1939–1948) 1948 Dame Alice Owen's School
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Frank Oldham, Former Headmaster of John Cleveland College 1963 Bryan Organ (b.1935)Frank Oldham, Former Headmaster of John Cleveland College 1963 Hinckley Academy and John Cleveland Sixth Form Centre
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Mr J. Hoare, Headmaster (1833–1879) British (English) SchoolMr J. Hoare, Headmaster (1833–1879) Dame Alice Owen's School
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Mr R. F. Cholmeley (d.1947), Headmaster (1909–1927) 1927 George Spencer Watson (1869–1934)Mr R. F. Cholmeley (d.1947), Headmaster (1909–1927) 1927 Dame Alice Owen's School
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J. D. Wakelin: The Headmaster Retiring 1982 Melanie Telford (b.1955)J. D. Wakelin: The Headmaster Retiring 1982 Hinchingbrooke School
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The First Headmaster of Lampeter Comprehensive School 1972 Scott Nisbet (1910–2002)The First Headmaster of Lampeter Comprehensive School 1972 Lampeter Comprehensive School
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A. T. Eggington (1888–1982), Headmaster of Loughborough College School (1919–1952) unknown artistA. T. Eggington (1888–1982), Headmaster of Loughborough College School (1919–1952) Loughborough University
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E. D. Compton, MA, Headmaster of Summerfields School (1903–1928) c.1928 unknown artistE. D. Compton, MA, Headmaster of Summerfields School (1903–1928) c.1928 Hastings Museum and Art Gallery
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Henry King, Headmaster of the National School, Bolton Street 1932 (?) John KingHenry King, Headmaster of the National School, Bolton Street 1932 (?) Brixham Heritage Museum
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The Reverend Dr Francis Hardy, MA, LLD, Headmaster of Elizabeth College (1924–1939) unknown artistThe Reverend Dr Francis Hardy, MA, LLD, Headmaster of Elizabeth College (1924–1939) Elizabeth College, Guernsey
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Reverend Thomas Lechmere Grimwood, DD (1740–1809), Headmaster of Dedham Grammar School John Constable (1776–1837)Reverend Thomas Lechmere Grimwood, DD (1740–1809), Headmaster of Dedham Grammar School Colchester and Ipswich Museum Service: Colchester Collection