Sad Boys For Real! Chicago Artist, Demetri Wiley, visits PVTSTCK to discuss his early love for music, becoming a cultural voice with his "Lost Loverboy," podcast, the experiences he's dealt with when searching for love from others & himself, and overcoming the darkest period in his life. In the song, "Lost Loverboy," Demetri says, "“I think it’s time I finally try find myself / I been running from love / just trynna hide Fromm all this pain I felt." Demetri often searched for love from others, due to the lack of love he felt for himself. Constantly pouring into others from a cup that was more than half empty. It wasn't until he was questioning his purpose in life; when he truly searched for the love he needed, and found it from himself. Also discussed, the importance of becoming a father, a 10+ year love story that left him heartbroken, and learning to let go of relationships that don't serve him.

Sad Boys For Real! Chicago rapper, Gado 2x, slides to PVTSTCK to discuss the highs & lows of his journey. From receiving features from G Herbo & Valee, to getting locked up for a weekend and being forced to reflect. Gado has faced many of his own struggles, but has continued to look for ways to elevate throughout his life. In the song, "First Day Out," Gado says, “Ain’t no criminal, I’m just misunderstood." A feeling that is consistently discussed for many creatives; for Gado, this feeling runs deeper than the surface. Gado allows his music to tell the stories he usually keeps silent about. Also discussed, Impact of Father's Incarceration, Losing A Child, and Reflecting On What Could've Been had he stayed in Chicago.

Sad Boys For Real! Interscope signed recording artist, Big Kay Beezy, slides to PVTSTCK to discuss overcoming a murder charge, singing to Interscope, becoming a dad, and being the role model that he never had. In the song, "Set The Record Straight," Beezy raps, "Screaming what’s up now / but deep inside I’m breaking down / and they not trynna see me smile." Beezy has endured more than most in this lifetime. From fighting for his life, losing close friends, and reaching the lowest point of his life at what should've been the highest. Often, people are forced to put on a smile when all they want to do is stop and breakdown. Through it all, Beezy has embodied the definition of resilience; not allowing anything to stop him from being the role model he didn't have growing up. Also discussed, impact of parents' divorce, why he continued to pursue street life, working with Polo G, and maintaining mental health even at his lowest.