Mick Connaboy

Cowdenbeath At the end of the season, Connaboy was among a number of players granted two weeks by the SFA to agree terms with their club, failing which they would be transfer-listed. Nine days later, he signed for Division One club Cowdenbeath. Over the first few months of the season, he occupied both half-back positions, and scored his first goal of the season in December from the inside-left position, in a 3–2 defeat of Falkirk in which Cowdenbeath's goalkeeper injured a shoulder and came back after treatment to partner Connaboy on the left wing and set up the winning goal. He was also one of several tried without success at centre forward. In March, Cowdenbeath fined Connaboy £3 for refusing to report on a Sunday to have an injury assessed; he took the matter to the SFA to see if the club had the right to require his attendance on a Sunday (which was a common occurrence, particularly for treatment of injuries), but his appeal was unsuccessful.

He finished the season as the regular selection at right half, and began the new one there, as one of a half-back line who were "full of running, kept their position, and passed with good judgment" as Cowdenbeath beat Dundee 1–0. His form dipped in the first half of the campaign, but had improved when he came back into the side in the new year. He scored as Cowdenbeath became the only team to take a point off Rangers at Ibrox in 1927–28, "played such an improved game, filling the gap caused by the indisposition of Leonard" in the following week's win against Hamilton Academical, and scored one of the goals as Cowdenbeath beat Johnstone 12–0 in the first round of the Scottish Cup.

American Soccer League In the summer of 1928, Connaboy and teammate Hookey Leonard – described on the passenger list as labourer and miner respectively – embarked for the United States to play for New York Nationals in the American Soccer League. They arrived three days before the first match in the championship play-off series, against Bethlehem Steel, and were deemed eligible. Leonard scored, and Connaboy also played, prompting calls for player eligibility rules in a play-off series. Nationals lost both matches, so were eliminated. In the 1928–29 season, Connaboy was a regular in the side; he played in 40 of the 50 league matches, scoring once, and in 7 Lewis Cup matches. He returned to Scotland at the end of the season.

Yeovil & Petters United Cowdenbeath transfer-listed Connaboy in the summer of 1930 at a fee of £1,000. He moved into English non-league football with Yeovil & Petters United, and made his debut in the London Combination Division Two 4–2 defeat at home to Thames Association; the Devon and Exeter Gazette thought he "obviously had not had time to settle down". Once he did settle, he played well. Against Plymouth Argyle reserves in the Western League at the end of October, Connaboy's "deadliness lay in his wonderful ball control and deft passes, which so often outwitted the defence. He crowned a splendid display by scoring Yeovil's fourth goal a minute or two before the final whistle went".

Perhaps he had something to prove. Some days earlier, he and three teammates had stripped of lead from the roof of a building where they had been employed to demolish a wall and sold it. According to the Gazette'''s report of their defence counsel's speech, "the footballers had been very silly, but they came from Scotland, and were, doubtless, unaware they were committing a serious offence", and a conviction would mean their dismissal by the Yeovil club. In recognition of their previous good character, they were bound over for six months and ordered to pay costs.

As he had done for Cowdenbeath, Connaboy scored in a 12–0 win, this time against the previously unbeaten Exeter City reserves in the Western League. He and his teammates again made the news pages when they were reported as needing to sprint to escape the attentions of a bull through whose field they were walking. As of the end of March, he had not missed a match since making his debut, and contributed eight goals to Yeovil's runners-up finish in both Western League and London Combination.

Later career Although Yeovil offered terms to Connaboy for the 1931–32 season, and amid interest from other Football League clubs, he signed for Second Division club Wolverhampton Wanderers. As part of the deal, Wolves played a friendly match at Yeovil's ground, which they won 8–4, Connaboy scoring their fourth goal. Speculation by the Daily Express'' that the existing forwards would prove "difficult to displace" proved accurate. He never played for Wolves' first team, and signed for Exeter City of the Third Division South after just one season. He played in Exeter's first four league matches – their first goal of the season came when Bristol City's goalkeeper was shoulder-charged over the line after collecting Connaboy's shot, and he scored in their second match, a 5–3 defeat to Northampton Town – but was dropped in favour of Jack Kennedy and never regained his first-team place. for whom he made ten appearances in the Third Division North, mainly as back-up to Dan Cassidy at right half, and played for the club's reserve team in the North-Eastern League. In October 1935, he was reported to have signed for Scottish Second Division club Brechin City and to be in their team for the coming match, but he did not appear.

Connaboy died in 1948.