John "Jack" Leonard was an English

England

England is a country that is part of the United Kingdom. It shares land borders with Scotland to the north and Wales to the west; the Irish Sea is to the north west, the Celtic Sea to the south west, with the North Sea to the east and the English Channel to the south separating it from continental...

 professional footballer who played in the Football League

The Football League

The Football League, also known as the npower Football League for sponsorship reasons, is a league competition featuring professional association football clubs from England and Wales. Founded in 1888, it is the oldest such competition in world football...

 for Small Heath

Birmingham City F.C.

Birmingham City Football Club is a professional association football club based in the city of Birmingham, England. Formed in 1875 as Small Heath Alliance, they became Small Heath in 1888, then Birmingham in 1905, finally becoming Birmingham City in 1943.They were relegated at the end of the...

.

Leonard was born in Gloucester

Gloucester

Gloucester is a city, district and county town of Gloucestershire in the South West region of England. Gloucester lies close to the Welsh border, and on the River Severn, approximately north-east of Bristol, and south-southwest of Birmingham....

. A clever dribbler

Dribbling

In sports, dribbling refers to the maneuvering of a ball around a defender through short skillful taps or kicks with either the legs , hands , stick or swimming strokes...

 on the right wing

Outside forward

Outside forward is a position in association football which refers to a footballer who plays as an advanced forward on the right or left wing - as an outside right or outside left. Typically as part of a 2-3-5 formation or one of its variants...

, he had a fine season in the Southern League

Southern Football League

The Southern League is an English football competition featuring semi-professional and amateur clubs from the South West, South Central and Midlands of England and South Wales...

 with Bedminster

Bristol City F.C.

Bristol City Football Club is one of two football league clubs in Bristol, England . They play at Ashton Gate, located in the south-west of the City...

, but fell out of favour and joined Small Heath

Birmingham City F.C.

Birmingham City Football Club is a professional association football club based in the city of Birmingham, England. Formed in 1875 as Small Heath Alliance, they became Small Heath in 1888, then Birmingham in 1905, finally becoming Birmingham City in 1943.They were relegated at the end of the...

 in November 1899. He went straight into the starting eleven, making his debut in the Football League Second Division

Football League Second Division

From 1892 until 1992, the Football League Second Division was the second highest division overall in English football.This ended with the creation of the FA Premier League, prior to the start of the 1992–93 season, which caused an administrative split between The Football League and the teams...

 on 11 November in a 3–0 defeat at New Brighton Tower

New Brighton Tower F.C.

New Brighton Tower F.C. was a short-lived English football club based in New Brighton, Merseyside. Established in 1896, the club spent three seasons in the Football League before folding in 1901. They played at the 80,000-capacity Tower Athletic Grounds....

. He was given a run of nine games in league and FA Cup

FA Cup

The Football Association Challenge Cup, commonly known as the FA Cup, is a knockout cup competition in English football and is the oldest association football competition in the world. The "FA Cup" is run by and named after The Football Association and usually refers to the English men's...

, but then lost his place, and returned to the West Country

West Country

The West Country is an informal term for the area of south western England roughly corresponding to the modern South West England government region. It is often defined to encompass the historic counties of Cornwall, Devon, Dorset and Somerset and the City of Bristol, while the counties of...

 with Cheltenham Town

Cheltenham Town F.C.

Cheltenham Town Football Club is an English football club playing in League Two, the fourth tier of English football. Founded in 1887, the team has played at four different grounds, namely Agg-Gardner's Recreation Ground, Carter's Field and now the Abbey Business Stadium, although it is more...

 at the end of the 1899–1900 season.