
Dundee United – Heart of Midlothian
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The club's most successful period was under former player turned manager Tommy Walker from the early 1950s to mid 1960s, during which they won two league titles and five major cups and finished inside the league's top four positions for 11 consecutive seasons. Jimmy Wardhaugh, Willie Bauld and Alfie Conn Sr., known as the Terrible Trio, were forwards at the start of this period with wing half linchpins Dave Mackay and John Cumming. Wardhaugh was part of another notable Hearts attacking trinity in the 1957–58 league winning side: along with Jimmy Murray and Alex Young, they set the record for the number of goals scored in a Scottish top-flight winning campaign (132) and also became the only side to finish a season in the Scottish top tier with a goal difference exceeding 100 (+103).
Hearts have won the Scottish Cup eight times, most recently in 2012 after a 5–1 victory over Hibernian. They have since been runners up in 2019, 2020 and 2022. All four of Hearts' Scottish League Cup triumphs came under Walker, most recently a 1–0 victory against Kilmarnock in 1962. Their most recent League Cup Final appearance was in 2013, where they lost 3–2 to St Mirren.
In 1958, Heart of Midlothian became the third Scottish and fifth British team to compete in European competition. The club reached the quarter-finals of the 1988–89 UEFA Cup, losing to Bayern Munich 2–1 on aggregate.