Teams Richard Montgomery played for
| Halifax Cup | Merion (1880-1881) |
| Miscellaneous | Upper Canada College (1873-1891) |
| Old Hundred (1877) | |
| Merion Second XI (1879-1881) | |
| Merion Veterans (1879) | |
| Merion (1880-1881) | |
| Merion Underarm (1880) | |
| Merion Next XXII (1881) | |
| Upper Canada College Past and Present Boarders (1882) | |
| Rosedale (1888-1893) | |
| Upper Canada College Past and Present (1892) | |
| Upper Canada College Old Boys (1892-1896) | |
| Rosedale Second XI (1892-1893) | |
| Toronto (1892-1894) |
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