Glen Rovers lost the next two championship deciders, while Twomey was ruled out of the Glen's 1958 championship triumph after being sent off in the semi-final. In spite of watching the game from the stands he still collected a fourth championship medal having played in the earlier rounds. He was back on the starting fifteen as Glen Rovers faced Blackrock in the 1959 championship final. Once again the game went to the wire and it was Christy Ring who scored the winning goal with four minutes remaining. His tally of 1-6 was vital in securing the 3-11 to 3-5 victory and a fifth championship medal for Twomey. Twomey was appointed captain in 1960 as a third successive championship beckoned. University College Cork were the opponents in the championship decider. The game was regarded as one of the most thrill-packed and nerve-shattering games in the history of the championship. With time running out the Glen were behind, however, Christy Ring pointed a free from the sideline to level the game. Johnny Clifford secured the lead when his sideline cut went straight over the bar. He gave the Glen a two-point lead straight from the puck-out when his shot sailed over the bar again. The 3-8 to 1-12 victory gave Twomey his sixth championship medal, while he also had the honour of lifting the Seán Óg Murphy Cup. Twomey made his senior championship debut on 22 June 1952 in a 6-6 to 2-4 Munster semi-final defeat of Limerick. This victory qualified Cork for a Munster final showdown with four-in-a-row hopefuls Tipperary. Trailing by 2-5 to 0-5 at the break, Liam Dowling scored a vital second-half goal to leave Cork just a point in arrears. Cork held out for the lead and won the game by 1-11 to 2-6. It was Twomey's first Munster medal. For the first time in eight years, Cork subsequently faced Dublin in the All-Ireland final on 7 September 1952. The Munster champions took a narrow 1-5 to 0-5 half-time lead after a Liam Dowling goal, however, Cork took complete control after the interval, with Dowling netting a second goal. A 2-14 to 0-7 victory gave Twomey his first All-Ireland medal. Cork and Tipperary renewed their rivalry in 1953, when a record crowd of over 38,000 saw them contest the final of the league.