Matthew Sisken, who releases music under the name Gambles, is gearing up for the release of Trust, his debut album. “So I Cry Out” is the first single off that album and its video manages to be both uplifting and absolutely devastating at the same time. When we talked to him last month, the NYC-based singer-songwriter revealed the inspiration for the track: “This one is just like, ‘We’re just two fucking kids who had fucking bad luck.’ We both grew up in horrible circumstances where basically you grow up in like an hour because of this one thing that happened and then you’re never the same … and it’s sad that it happens.” Watch below.

Gambles will release Trust via his own GMBLS imprint on 10/1.