Kammala jumla mai zuwa: Bayan kakar 2015-16, ya sake sanya hannu tare da Toronto a kan kwangilar shekara guda, dala miliyan 1.3. Kamar yadda kakar wasa ta fara Holland ya kasance a cikin inuwa da yawancin matasa masu zuwa gaba da suka hada da Auston Matthews, Mitch Marner da Connor Brown, da sauransu. Saboda iyakantaccen sararin samaniya, Holland ba safai ya buga wa Maple Leafs wasa ba, an yi masa rauni a cikin wasanni 17 na farkon wasannin 25 na ƙungiyar, kuma yana ganin iyakantaccen lokacin kankara a cikin wasannin takwas da ya buga. Bayan da aka sanar da shi daga babban manajan Lou Lamoriello cewa kungiyar za ta yi iya kokarinsu don cinikinsa, an yi ciniki da Holland zuwa Arizona Coyotes a musayar wani zaɓi na zaɓaɓɓu a cikin
2018 a ranar 9 ga Disamba, 2016; yanayin bai cika ba.