I [[1891]] og [[1894]]–[[1896]] vandt han sammen med sin [[tvilling]]ebror [[Wilfred Baddeley|Wilfred]] herredoubletiteln i [[Wimbledon Championships|Wimbledon]] fire gange.<ref name=Collins>{{cite book|title=The Bud Collins History of Tennis|url=https://archive.org/details/budcollinshistor0000coll|year=2010|publisher=New Chapter Press|location=[New York]|isbn=978-0942257700|page=[https://archive.org/details/budcollinshistor0000coll/page/435 435]|author=Bud Collins|edition=2}}</ref> Da Wilfred blev besejret i udfordringsrunden i herresingle i [[Wimbledon Championships 1896|Wimbledon i 1896]], trak de sig tilbage som tennisspillere for at koncentrere sig om dere [[jura]]karrierer.
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