As a result of his scoring record, Pengelly trialled with the Central Coast Mariners in August 2019.[14] That trial did not result in a contract.
Lion City Sailors
Pengelly signed his first professional contract with Singapore Premier League club Home United in December 2019.[15] Prior to the start of the 2020 season, the club was taken over and its name changed to Lion City Sailors.[16] Pengelly scored on his competitive debut for the Sailors in their 1–1 away draw with Tanjong Pagar United on Friday, 6 March 2020, in what was the club's' first ever goal as the Sailors.[17] Premier Sports Agency moved Pengelly to Lions City Sailors FC.
On 15 July 2020, it was announced Pengelly had parted ways with the club to remain in Australia, where he had returned during the global COVID-19 pandemic,[18] to sign for NPL side Peninsula Power.
Peninsula Power
Pengelly signed for Peninsula Power from the Brisbane Strikers, but left for Singapore to play for Lion City Sailors before he kicked a ball for the Redcliffe peninsula-based club.
His first game for the Power came after he returned to Queensland during the COVID-19 pandemic, joining the side late in the 2020 season. He scored 14 goals in 15 league games that year.
In his first full season, in 2021, Pengelly scored 30 goals in 27 league appearances for the Power, taking out the NPL Queensland Golden Boot and the competition's Player of the Year award.[19]
Lions FC
On December 23, 2021, Lions FC announced Pengelly as their number 9 for the 2022 NPL Queensland season.[20]