Dhameystir weedha soo socota: 1da Luulyo, 2015, Winnik, waqtigaas taageerayaasha jecel Toronto, ayaa ku soo laabtay Maple Leafs, isagoo u saxiixay sidii wakiil bilaash ah heshiis laba sano ah. Wax soo saarka weerarka ee Winnik ayaa hoos u dhacay marka loo eego xilli ciyaareedkiisii hore ee Maple Leafs, in kasta oo uu wali ahaa qayb la taaban karo oo ah dilka ganaaxa. Febraayo 28, 2016, oo ku beegneyd waqtiga kama dambaysta ah ee ganacsiga, Winnik waxaa loo beddelay Washington Capitals, oo ay weheliso xulashada wareega 5aad (Beck Malenstyn) ee
2016 draft, iyada oo lagu beddelay weeraryahan Brooks Laich, daafaca mustaqbalka Connor Carrick iyo wareega 2aad ee doorashada 2016 (Carl Grundström).