As one might expect of a player selected in the first round of the NHL Draft, Oleksiak has been the most celebrated athlete in his family. That is, until the summer of 2016, when his sister Penny won four Olympic swimming medals as a 16-year-old at the Rio de Janeiro Games.
Penny became Canada's youngest-ever Olympic gold medalist and the first athlete to win four medals for that country at a single Summer Olympics. And Oleksiak has another sister who is a successful athlete: Hayley Oleksiak became a member of the women's rowing team at Northeastern University, Jamie also attended Northeastern and became the highest-drafted hockey player in school history when the Dallas Stars picked him at No. 14 in 2011.