of Emerald Hill, Victoria. An inheritance enabled the family to move to a larger house, "Arra Glen" in North Caulfield, Victoria in 1888. Armstrong attended Cumloden School, a respected sporting member of the Schools Association, a group of smaller private schools in Melbourne. By 1893, he had found himself a spot in the school XI and came to the attention of the press, catching the eye of journalists Reginald Wilmot and Tom Horan. Armstrong joined the nearby Caulfield Cricket Club and played in a senior premiership with the club at the age of 15. The next year the St Kilda Cricket Club, one of the leading clubs in Melbourne's pennant competition, gave the youthful Armstrong a trial. In the 1896–97 season, Armstrong fell out with St Kilda and returned to Caulfield. His last years of school were at University College. Leaving school at 19, Armstrong joined his father's former club, South Melbourne, captained by Australian Test captain Harry Trott. Armstrong was an immediate success, scoring 101 runs against University and 173 against his former club, St Kilda. He was selected to represent Victoria against Tasmania in Hobart in January 1899, as one of seven in the squad making their first-class cricket débuts. Armstrong's performance was promising, scoring six and 33 and taking four for 78 in 27 overs. Armstrong began regular Sheffield Shield cricket in the 1899–1900 season. In his first match against New South Wales in January 1900, he dismissed Syd Gregory with his second delivery and scored 45 runs in the second innings. In the Pennant season for South Melbourne, Armstrong scored 665 runs at an average of 95; this included 145 and six for nineteen against the Melbourne Cricket Club, the largest club in Melbourne whose team included many Test and first-class cricketers. Representative cricket Early career Following his feats against it in 1899–1900, Armstrong was recruited for the next season by the Melbourne Cricket Club (MCC). For the next twenty years, on and off the pitch, Armstrong's fortunes were tied to the club, a leading cricketing light in Australia and a bastion of the city's rich and powerful. He scored his maiden first-class century, 118, against South Australia, facing the very fast and physically dangerous bowling of Ernie Jones, and by the end of the 1900–01 season he was a permanent member of the Victorian team. The England cricket team, organised and captained by Archie MacLaren,