After returning from watching his "Villans" teammates win the 1961 League Cup Ultimate at Villa Park on 5 September, Dougan was a passenger in a car accident which killed fellow passenger Malcolm Williams and left Dougan with a damaged arm and head accidents; driver and teammate Bobby Thomson was charged but discovered 'Not Responsible' of careless driving. He began to attract scouts from England after serving to Distillery beat Glentoran 1-0 in the second replay of the 1956 remaining of the Irish Cup at Windsor Park. New supervisor Freddie Cox, who succeeded Eddie Lever at Fratton Park in 1958, took the membership to relegation with a last place finish in 1958-59 season, though Dougan would miss much of the season with an ankle injury. The match was additionally the final to be coated on the unique BBC Radio 5; the station closed down that evening, with BBC Radio 5 Dwell launching the following morning. It is per week-long festival and the smartest thing to observe are bulls running down Marques de Campo which is the city's most important road chased into the Mediterranean Sea. Nevertheless, he had a difficult relationship with supervisor Matt Gillies regardless of being the primary choice striker at Filbert Street.

Dougan returned to the primary Division when he signed for Leicester City in Might 1965 for a £26,000 payment. He scored twice on the opening day of the 1959-60 season, a 4-zero victory over Fulham, which began a sequence of 5 wins and a draw from Rovers's first six matches, at the top of which the membership were in second-place and Dougan tallied eleven targets, 4 of which came in a 6-2 victory over West Ham United. He spent the summer time of 1967 within the United States taking part in for the Los Angeles Wolves within the United Soccer Affiliation, scoring three targets in eleven games to help Wolves to win the West Division title and then captained the facet and scored a aim as they beat the Washington Whips 6-5 within the USA Closing at the Los Angeles Memorial Coliseum. Wolves then progressed previous Dutch side Den Haag by the identical score, beat East German facet Carl Zeiss Jena 4-zero on aggregate, and overcome Italian giants Juventus 3-2 on aggregate earlier than knocking out Ferencváro of Hungary 4-three on aggregate to achieve the final. Though their league campaign petered out to an eventual seventeenth-place finish, Rovers reached the 1960 FA Cup Remaining at Wembley after Dougan scored the winning purpose past Sheffield Wednesday in the semi-finals.

He played principally at half-back within the 1956-57 season as Distillery finished sixth in the Irish League and ended up as runners-up in the Ulster Cup, City Cup, and County Antrim Shield. He scored 19 goals in 37 league games within the 1965-66 season to help the staff to a seventh-place end. He scored 19 objectives in 51 appearances within the 1972-seventy three campaign, helping the membership to a fifth-place league end and to the semi-finals of the FA Cup and League Cup. They went on to beat Arsenal 3-1 at Highbury within the FA Cup third-place play-off match, which was the penultimate match of an unsuccessful 5-12 months experiment. They beat Halifax Town, Tranmere Rovers (after a replay), Exeter City, חופשת קזינו Liverpool, and Norwich City to reach the League Cup final. Wolves completed ninth in the league within the 1971-72 season, however managed to beat Leeds United on the final day of the season to stop them from reaching league champions Derby County's level tally, Dougan scoring his 24th aim of the season to secure a 2-1 win at Molineux.

There they lost 3-2 on aggregate to fellow English side Tottenham Hotspur, "Spurs" goalkeeper Pat Jennings placing in a lot of saves at White Hart Lane to deny Dougan and Richards from levelling the tie after the primary leg at Molineux ended in a 2-1 defeat. He then scored seven targets within the membership's 1964-65 run to the sixth spherical of the FA Cup, including one of their 2-1 win over prime-flight Arsenal at London Highway. France was once a colonial empire with colonies around the globe, including North America. He spent the summer season of 1969 in the United States because the membership once more entered the American leagues, this time calling themselves the Kansas Metropolis Spurs and taking part in within the North American Soccer League, the place they received the NASL Worldwide Cup. By the point of his loss of life in 1740, Charles III had secured the acceptance of the Pragmatic Sanction by most of the European powers.