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Sad Boy Radio

Sad Boy Radio

Mathew A 146 Episodes Jun 9, 2026

Sad Boy Radio is a music podcast based in Chicago, focusing on interviews with artists from around the world. It covers everyday life problems through the lens of music, aiming to connect with listeners on a personal level. New episodes are released every Friday. The podcast also has a presence on YouTube and Instagram under the same name.

Episodes

Gold Haze Interview: Overcoming Heartbreak, Trusting God & Finding True Happiness | Sad Boy Radio
Gold Haze Interview: Overcoming Heartbreak, Trusting God & Finding True Happiness | Sad Boy Radio Jun 9, 2026 01:07:20 Sad Boys For Real! Chicago super producer, Gold Haze, slides to PVTSTCK to discuss his journey from "Your Pain is Mine" to "When I had Nothing, I had Everything." Gold Haze reflects on the relationships he walked away from, past versions of himself he let go of, and leaning on God in times where he didn't have the answers. In the song, "When You Had Nothing," Gold
Joey Purp Interview: Overcoming Trauma, Finding God, 10 Years in Rap, & SaveMoney | Sad Boy Radio
Joey Purp Interview: Overcoming Trauma, Finding God, 10 Years in Rap, & SaveMoney | Sad Boy Radio May 29, 2026 01:10:20 Sad Boys For Real! Chicago rapper, Joey Purp, slides to PVTSTCK, to discuss his 10 years in rap since dropping his debut project, iiiDrops. Joey discusses his relationship with SaveMoney friends: Chance the Rapper, Vic Mensa, Kami & many more. Also, the traumas he's overcome throughout his life & leaning on God in times where circumstances felt extra heavy. In the song, "I came I
Demetri Wiley Interview: Talks Lost Loverboy Podcast, WANTING Love, Mental Health | Sad Boy Radio
Demetri Wiley Interview: Talks Lost Loverboy Podcast, WANTING Love, Mental Health | Sad Boy Radio Jan 11, 2025 01:13:43 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 runnin
Gado 2X Interview: Talks Fatherhood, BREAKING Generational Curses, G Herbo & MORE | Sad Boy Radio
Gado 2X Interview: Talks Fatherhood, BREAKING Generational Curses, G Herbo & MORE | Sad Boy Radio Aug 27, 2024 00:41:26 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 crim
BigKayBeezy Interview: Dropped MURDER Charge, LEAVING Street Life, Polo G & MORE | Sad Boy Radio
BigKayBeezy Interview: Dropped MURDER Charge, LEAVING Street Life, Polo G & MORE | Sad Boy Radio Aug 27, 2024 01:23:57 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
Sergio Esparza Interview: Talks Sexxy Redd, No More Heroes, QUITTING School & MORE | Sad Boy Radio
Sergio Esparza Interview: Talks Sexxy Redd, No More Heroes, QUITTING School & MORE | Sad Boy Radio Aug 27, 2024 00:46:00 Sad Boys For Real! No More Heroes Videographer, Sergio Esparza, slides to PVTSTCK to talk about his decision to quit school & pursue videography, Regrets from past decisions, and working with some of the biggest artists in Hip-Hop at this moment! In the song, "Eastside," Halsey says, "Seventeen and we got a dream to have a family / A house and everything in between / And then,
Jaas Interview: HIATUS from Music, Infidelity, Toxic Relationships, Self-Love & MORE | Sad Boy Radio
Jaas Interview: HIATUS from Music, Infidelity, Toxic Relationships, Self-Love & MORE | Sad Boy Radio Aug 27, 2024 01:09:05 Sad Boys For Real. R&B Singer, Jaas, slides to PVTSCK, to discuss her hiatus from music after her Debut EP, non-traditional view on cheating, toxic relationships, and learning & practicing self-love. In the song, "Unavailable," Jaas sings, "Pain is love, you know you taught me first / So I think I'll wash my hands with." A feeling that is all too familiar to every
Richaun Holmes Interview: Journey to NBA, Wizards Trade, IMPORTANCE of Family & MORE | Sad Boy Radio
Richaun Holmes Interview: Journey to NBA, Wizards Trade, IMPORTANCE of Family & MORE | Sad Boy Radio Aug 26, 2024 00:45:47 Sad Boys For Real! Washington Wizards Forward, Richaun Holmes, invites us to discuss the struggles he's overcome to make it to the NBA, mental impact of being traded mid-season, and maintaining professionalism while dealing with adversity. In the song, "Soul Right," Femdot says, "Understand that in this world put your joy first / I seen a lot of things, but never a trailer on
Munna Ikee Interview: Growing Up In O'Block, No Jumper, HEALING From Loss & MORE | Sad Boy Radio
Munna Ikee Interview: Growing Up In O'Block, No Jumper, HEALING From Loss & MORE | Sad Boy Radio Aug 26, 2024 00:47:53 Sad Boys For Real! Chicago singer, Munna Ikee, slides to PVTSTCK to discuss his recent visit to No Jumper, the influence from growing up in O'Block, and the mental impact of losing close friends. Munna Ikee sings in his song, "Hope In My Hood," "I been tryna find hope, but I'm the hope in my hood," Ikee has witnessed the many phases his community has gone through. From
OG Juwon Interview: Being SENT to Nigeria, OG Music Group, Purpose in Life & MORE | Sad Boy Radio
OG Juwon Interview: Being SENT to Nigeria, OG Music Group, Purpose in Life & MORE | Sad Boy Radio Aug 26, 2024 00:37:23 Sad Boys For Real! Chicago Rapper, Juwon, slides to PVTSTCK to discuss the formation of OG music group, growing up with immigrant parents, and the significance of being able to blend into both corporate & street life. Finding your voice & your purpose is sometimes the hardest thing to do; especially once you've finished school during a pandemic. In the song "Feeling Lucky,"
HotRod Interview: Talks JOINING WGCI, Losing His Father, Chicago Community & MORE | Sad Boy Radio
HotRod Interview: Talks JOINING WGCI, Losing His Father, Chicago Community & MORE | Sad Boy Radio Aug 26, 2024 01:11:01 Sad Boys For Real! Chicago DJ/Activist/Creator, HotRod, slides to PVTSTCK to discuss his recent move to WGCI, importance of building creative community in Chicago, mental health struggles after losing father, and more! In the song, "Turn To You," Justin Bieber says, "when you’re lost and you’re tired / When you’re broken in two / Let my love take you higher/ 'Cause I still turn
Eddy Mack Interview: Talks QUITTING music, Battling Depression, & Palestine | Sad Boy Radio
Eddy Mack Interview: Talks QUITTING music, Battling Depression, & Palestine | Sad Boy Radio Aug 26, 2024 00:53:40 Sad Boys For Real! Detroit artist, Eddy Mack, slides to PVTSTCK to discuss ongoing controversy in Palestine, his battle with depression, and completely quitting music. Eddy Mack says in his VIRAL song, "The Sound of War," "News telling lies check the facts that they cover / Cuz my people out here crying or they dying or they suffer," touching on the current controversy taking

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