Nyorai mberi kweiyi ndima - Gyllenhaal akagamuchira rumbidzo dzakawanda nokuda kwekushanda kwake mu "Nightcrawler" (2014), umo anotamba mutambi anorekodha zviitiko zvechisimba zveusiku uye anotengesa mifananidzo kune vezvenhau. Akapihwa mubairo weBest Actor nemasangano akati wandei evatsoropodzi vemafirimu uye akasarudzwa muchikamu cheBest Actor pa68th British Academy Film Awards, iyo 20th Critics 'Choice Awards, iyo 72nd Golden Globe Awards, uye 21st Screen Actors Guild Awards
. Muna 2016, akabata nyeredzi mu "Nocturnal Animals", achigamuchira rimwe zita reBAFTA Mubairo weMutambi Akanakisisa muRondedzero Inotungamira. Kufananidzira kwaGyllenhaal kwevakapona muBoston Marathon kuputika kwebhomba Jeff Bauman mu "Stronger" (2017) kwakamupa mubairo weHollywood Actor paHollywood Film Awards, pamwe nekusarudzwa kweMutambi Akanakisisa pa23rd Critics 'Choice Awards uye 22nd Satellite Awards.