Sad Boy Radio – Details, episodes & analysis

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Sad Boy Radio

Mathew A

Music

Frequency: 1 episode/13d. Total Eps: 146

Sad Boy Radio is the #1 music podcast in Chicago! We interview your favorite artists around the world, and discuss everyday life problems through the universal language of music! Tune in every Friday for a new episode! Youtube: Sad Boy Radio IG: Sad.boy.radio

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Data updated on 13/07/2026

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https://www.youtube.com/watch?v=1L0sbSS_fUU
2 shares
https://www.youtube.com/watch?v=aF3gwt1_WD0
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https://www.youtube.com/watch?v=L9JCGuqXdzs
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https://music.apple.com/us/album/scorpio-summer-ep/1592240311
2 shares

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Score global : 33%

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Gold Haze Interview: Overcoming Heartbreak, Trusting God & Finding True Happiness | Sad Boy Radio

Tuesday, June 9, 2026 • Duration 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 Haze says, “Every season built a purpose / God’ll show you if it’s worth it / sometimes the pain resurface just to show you what your worth is." Gold Haze reflects on the times where he couldn't understand the reason behind certain things happening. We search for answers until we realize that God is doing it for a reason. Our path is unique to us, and each lesson was already written. Also discussed: car accident that rerouted life, realizing he had everything he ever wanted, and the significance of each chapter in book. "Gold Haze Interview: Overcoming Heartbreak, Trusting God & Finding True Happiness | Sad Boy Radio"

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Joey Purp Interview: Overcoming Trauma, Finding God, 10 Years in Rap, & SaveMoney | Sad Boy Radio

Friday, May 29, 2026 • Duration 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 seen," Joey says, “I doubled my karma fro devilish ways / I know my past been haunting me / I pray the casket far from me / I just been praying for peace for ya’ll / cause I been going to war with me." Joey reflects on the internal battles he had to overcome within himself to find the peace he has today. From cleaning up the trauma that numbed him from an early age to his own decisions, Joey talks about this with a transparency second to none. Standing on a truth that most hardly ever face.Also discussed: becoming a father, leaving behind certain relationships, and importance of God's forgiveness. "Joey Purp Interview: Overcoming Trauma, Finding God, 10 Years in Rap, & SaveMoney | Sad Boy Radio"

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Demetri Wiley Interview: Talks Lost Loverboy Podcast, WANTING Love, Mental Health | Sad Boy Radio

Season 16 · Episode 7

Saturday, January 11, 2025 • Duration 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 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.

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Gado 2X Interview: Talks Fatherhood, BREAKING Generational Curses, G Herbo & MORE | Sad Boy Radio

Tuesday, August 27, 2024 • Duration 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 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.

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BigKayBeezy Interview: Dropped MURDER Charge, LEAVING Street Life, Polo G & MORE | Sad Boy Radio

Tuesday, August 27, 2024 • Duration 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 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.

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Sergio Esparza Interview: Talks Sexxy Redd, No More Heroes, QUITTING School & MORE | Sad Boy Radio

Tuesday, August 27, 2024 • Duration 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, oh, suddenly we turned twenty-three / Now we got pressure for taking our life more seriously." A feeling that every young 20 year old goes through. There becomes a pressure to succeed, and make sacrifices in your personal life. Sometimes, these sacrifices aren't even worth your happiness. Fortunately Sergio has been blessed to work with No More Heroes, and shoot for artists such as Sexxy Red, Mello Buckz, DCG Bros & MORE! Also discussed, MISSING dad's birthday, Trying to Sneak Into G Herbo Show, Building Community In Chicago.

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Jaas Interview: HIATUS from Music, Infidelity, Toxic Relationships, Self-Love & MORE | Sad Boy Radio

Tuesday, August 27, 2024 • Duration 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 everyone; even those who are too prideful to admit it. Through this experience, we learn what we will accept from love, as well as reject from it. For Jaas, she realized that her self-worth comes from more than just relationships & wholeness won't come from solely another individual. Jaas explores the concept of love through her music, and allows it to tell her story to a T. She chases her passion to the very end, and won't let anybody stop her from being the star she's meant to be. Also discussed, working with Chris Classick, Briefly living in Atlanta, Influence of growing up around males, and Finding her Purpose in Chicago.

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Richaun Holmes Interview: Journey to NBA, Wizards Trade, IMPORTANCE of Family & MORE | Sad Boy Radio

Monday, August 26, 2024 • Duration 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 a hearst / so yes, build some, get some for the lineage / but doing so without living life is ridiculous." This is a sentiment that most people chasing their passion can relate to. For Richaun, this goes back to the fear of failing, and not being enough for what his family needs. Not only that, but not being everything he thought he could be. Also discussed, Getting Benched After Welcome To The NBA Moment From Lebron, Being Traded For "Cash Considerations," Definition of Being A Man.

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Munna Ikee Interview: Growing Up In O'Block, No Jumper, HEALING From Loss & MORE | Sad Boy Radio

Monday, August 26, 2024 • Duration 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 the peaks of Chief Keef & King Von, to the losses of some of the people closest to him & his neighborhood. Ikee talks about feeling like all hope has been lost, but with love & leadership he can be the one to bring hope back to O'Block. Also discussed, relationship with Shoebox Baby, being forced to grow up fast/losing his childhood, and feeling misunderstood by those closest to him.

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OG Juwon Interview: Being SENT to Nigeria, OG Music Group, Purpose in Life & MORE | Sad Boy Radio

Monday, August 26, 2024 • Duration 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," Juwon says, "Ever hear a rap before? Cause them lil boys ain't ****** with me." It wasn't long ago that Juwon was strictly focused on throwing parties; however, he's is quickly rising in them music scene & showing the world that he belongs. Also discussed, QUITTING basketball in college, self-expression through music, being pushed to pursue music, and figuring out purpose in life.

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Sad Boy Radio – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

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Related Shows Based on Content Similarities

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Sad Boy Radio – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

Youtube3

Apple1

RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

Related Shows Based on Content Similarities

Related Shows Based on Content Similarities

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Apple Podcasts

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