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===Chelsea=== Osgood had a previous trial with Arsenal, but said that he tore the papers up because he was happy playing for Windsor and working on building sites, and didn't fancy the travel.<ref name=":0" /> Osgood was signed in February 1964 by [[Chelsea F.C.|Chelsea]] as a junior and made his debut as a 17-year-old in the [[Football League Cup|League Cup]], scoring both goals in a 2β0 win against [[Workington A.F.C.|Workington AFC]] on 16 December 1964. The buzz surrounding the tall, skilful teenager's goalscoring for the club's reserves β 30 goals in 20 games going into that month β was already immense, and he soon became a regular first-teamer. Following an end-of-season tour of Australia during which Osgood scored 12 times in eight games, the centre-forward's next senior match was the 22 September 1965 4β1 victory over [[AS Roma]] in the [[UEFA Cup|Inter-City Fairs Cup]] (a violent encounter dubbed "the Battle of the Bridge"). A run in the league followed, bringing seven goals, including one involving a 60-yard run past a number of [[Burnley F.C.|Burnley]] players. The teenager was soon hailed as a possible late call-up for [[Alf Ramsey]]'s [[1966 World Cup]] squad, having been included in the original 40-man squad announced in April 1966, but he was not included in the final 22. A broken leg suffered in a challenge by [[Blackpool F.C.|Blackpool]]'s [[Emlyn Hughes]] in the [[Football League Cup|League Cup]] on 5 October 1966 seriously curtailed his progress, and he missed Chelsea's first-ever [[Wembley Stadium (1923)|Wembley]] [[FA Cup]] final on 20 May 1967. Chelsea lost to Tottenham Hotspur 2β1. This was a major disappointment for Osgood, but after he returned from the injury his abilities were recognised by new manager [[Dave Sexton]] playing him often as a midfielder, notably wearing the number 4 shirt for most of the 1968β 69 season (reference page 70 'Ossie β King of Stamford Bridge' written with Martin Knight and Martin King ), but it is as a goalscoring centre-forward that he is best remembered. He was given the nickname "the Wizard of Os". In total, Osgood made 289 appearances for ''The Blues'', scoring 105 goals. He was one of only nine players to score in every round of the [[FA Cup]] (and, to date, the last to do so), helping Chelsea to victory in a replayed final against [[Leeds United F.C.|Leeds United]] in 1970. He scored Chelsea's equaliser in the second game at [[Old Trafford (football)|Old Trafford]] with a diving header from [[Charlie Cooke (footballer)|Charlie Cooke]]'s chipped pass twelve minutes from full-time; his side eventually won [[FA Cup Final 1970|2β1]]. In 1971, Osgood was part of the Chelsea team which lifted the [[Cup Winners' Cup|European Cup Winners' Cup]], defeating [[Real Madrid]] 2β1 in a replay in [[Athens]] after the original tie had finished 1β1, with Osgood scoring Chelsea's goal in that game. In the replay he scored again, the second goal to put Chelsea 2β0 up, as they went on to win 2β1. In 1972, he scored for Chelsea in a major cup final for the third consecutive year β this time the [[Football League Cup|League Cup]] β though they lost 2β1 to [[Stoke City F.C.|Stoke City]]. Chelsea declined as a major force thereafter, but Osgood continued to score regularly; his [https://www.youtube.com/watch?v=zsxtaUuN7co volley] from outside the area against [[Arsenal F.C.|Arsenal]] in the FA Cup quarter-final was voted BBC goal of the season in [[1972β73 in English football|1972β73]]. As a young player in the 1960s, Osgood enjoyed the trappings of fame, boozy nights out, gambling and owned a racing greyhound called Railroad Billy.<ref name=":0" />
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