Mathew A
Sad Boy Radio
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
Where to listen?
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Episodes
Gold Haze Interview: Overcoming Heartbreak, Trusting God & Finding True Happiness | Sad Boy Radio 09.06.2026 1:07:20
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 29.05.2026 1:10:20
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 11.01.2025 1:13:43
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...
Gado 2X Interview: Talks Fatherhood, BREAKING Generational Curses, G Herbo & MORE | Sad Boy Radio 27.08.2024 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 crimin...
BigKayBeezy Interview: Dropped MURDER Charge, LEAVING Street Life, Polo G & MORE | Sad Boy Radio 27.08.2024 1:23:57
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 mo...
Sergio Esparza Interview: Talks Sexxy Redd, No More Heroes, QUITTING School & MORE | Sad Boy Radio 27.08.2024 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, o...
Jaas Interview: HIATUS from Music, Infidelity, Toxic Relationships, Self-Love & MORE | Sad Boy Radio 27.08.2024 1:09:05
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 everyon...
Richaun Holmes Interview: Journey to NBA, Wizards Trade, IMPORTANCE of Family & MORE | Sad Boy Radio 26.08.2024 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...
Munna Ikee Interview: Growing Up In O'Block, No Jumper, HEALING From Loss & MORE | Sad Boy Radio 26.08.2024 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 26.08.2024 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," J...
HotRod Interview: Talks JOINING WGCI, Losing His Father, Chicago Community & MORE | Sad Boy Radio 26.08.2024 1:11:01
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 26.08.2024 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 p...
Pierre "Peeweedaplug" Andresen on LEAVING House of Highlights, ESPN, Music & MORE | Sad Boy Radio 26.08.2024 1:24:40
Sad Boys For Real! Numbers on The Board host, Pierre "Peeweedaplug" Andresen, slides to PVTSTCK to discuss leaving House of Highlights, giving up making music to manage Flex Sinatra, and finding his purpose in life. In the song, "Heavily Flawed," Pierre says, "You won’t see a blemish or gimmick / I’m real / I’m authentic / Can’t do it unless my heart in it," Something...
Hypno Carlito Interview: SIGNING To OTF, Directing FIRST Movie, Fatherhood & MORE | Sad Boy Radio 26.08.2024 49:06
Sad Boys For Real. OTF artist/director/entrepreneur, Hypno Carlito, slides to PVTSTCK to discuss his journey within the music industry, and the changes that have taken place throughout his life. From signing to JIVE at 15, to touring with Lil Durk & finding his second family; Hypno has experienced massive success in many avenues. Although he was successful, Hypno continued to forge a new path...
Sad Boy Radio CXXXVI: Real Life? (Workrate Interview) 26.08.2024 25:22
Sad Boys For Real! UK drill rapper, Workrate, slides to PVTSTCK, to discuss working on album for Palesteine, contradictions between lifestyle & religion, traumas, and being an imperfect human. In the song, "Ridiculous," Workrate says, “We going through **** but we don’t say niche / just pray to allah cause we need his help." Workrate believes that the only person he can truly co...
Sad Boy Radio CXXXV: 10 Years Later? (PVTSTCK INTERVIEW) 26.08.2024 52:20
Sad Boys For Real! PVTSTCK studio owners (Herson, Jason, & Luis), sit down with me to discuss their ten year journey & the importance behind the studio they've built from the ground up. This unique group has been a staple for the Chicago community over their last 10 years; helping artists such as Saba & The Hxliday gain early success. In addition to their early work with the artist...
Shoebox Baby Interview: LIVING in O'Block, Survivor's Guilt, Chief Keef & King Von | Sad Boy Radio 26.08.2024 31:08
Sad Boys For Reall! Chicago artist, Shoebox Baby, slides to PVTSTCK to discuss growing up in O’Block, how his early success impacted his mindset, and learning how to cope with the loss of those closest to him. In the song, “Recovery Mode” by FEMDOT he says, “So what you when you look in my eyes? / All the trauma I hide / All the hurt I disguise / So what you see when you think about our lives? / A...
Sad Boy Radio CXXXIIII: Learning To Forgive? (D2X Interview) 26.08.2024 1:09:25
Sad Boys For Real! Chicago artist, D2X, slides to PVTSTCK to discuss his album "Hotel 1105", giving up basketball and pursuing music, healing from previous marriage, and forgiving his parents & himself. In the song, "Route Paradise," D2X says, "I'm getting older, I release resentment from my shoulder / forgiving my dad, myself, my mama, I was chosen." Often, i...
Sad Boy Radio CXXXII: Now That You're Gone? (Senite Interview) 26.08.2024 1:14:43
Sad Boys For Real! Chicago artist, Senite, visits PVTSTCK to discuss learning to love music, growing up fast after the loss of her brother, failed friendships/relationships, and healing from past traumas. In the song, "Billionaire," Senite sings, "If I charged for how much I loved / I’d be a billionaire right now." A regret that most people carry nowadays is trying to save a re...
Sad Boy Radio CXXXI: A Ghost Of Self? (LaSalle Grandeur Interview) 26.08.2024 59:54
Sad Boys For Real! Chicago artist, LaSalle Grandeur, slides to studio to discuss his latest album, losing both his parents, letting go of the pain from his past, and learning to live his truth. In the song, "Trusted Angels," Lasalle says, "imma leave when things get too affectionate / believe me, I don't wanna runaway / yet everyone love fades away," LaSalle has experiences...
Sad Boy Radio CXXX: Never Switching Up? (Pronto Spazzout Interview) 26.08.2024 52:00
Sad Boys For Real! Chicago rapper, Pronto Spazzout, slides to PVTSTCK to discuss creating Jiggy Music, the influence of street life, importance of parental figures, and healing from the loss of his cousin. In the remix of "Back in Blood," Pronto says, "I never rat / even on the opps / how you do that to your blood?" Maintaining your integrity & never switching up on those c...
Sad Boy Radio CXXIX: Time Stops For No One? (Prez Harris Interview) 26.08.2024 49:11
Sad Boys For Real! Chicago Rapper, Prez Harris, slides to PVTSTCK to discuss touring off his album, "Hourglass," pressure to succeed, feeling like time is passing him by, and balancing relationships & music. In the song, "Emotionless," Drake says, "I always hear people complain about the place that they live / That all the people here are fake and they got nothin'...
Sad Boy Radio CXVIII: Everything Is Both? (Barton Fitzpatrick Interview) 26.08.2024 1:01:51
Sad Boys For Real! Chicago actor & singer, Barton Fitzpatrick, slides to PVTSTCK to discuss working on "The Chi," learning to navigate fame, growing as a leader through the actor's strike, and the importance of becoming a father. G Eazy says in the song, "Time," "It's only a dream until it happens to you / But no one ever told me these things would be happening...
Sad Boy Radio CXXVII: Life's A Blessin? (Lil Blessin Interview) 10.11.2023 56:32
Chicago artist, Lil Blessin, slides to PVTSTCK to discuss working with Travis Scott & Zona Man, beating cancer twice, losing his grandma, and how his perspective on life has changed throughout the years. In the song, "Boat" Ed Sheeran says, "They say that all scars will heal but I know / Maybe I won't / But the waves won't break my boat." Blessin has been through mo...
Sad Boy Radio CXXVI: Learning To Let Go? (KAMI Interview) 09.11.2023 1:03:46
Sad boys For Real! Chicago artist, KAMI, slides to PVTSTCK to discuss his recent album, "Its OK Loverrr," being raised by his grandma, reshaped view of death, and learning to let go as he grows to understand himself better. In the song, "Runaway," KAMI says, "You know what you just had did/ I had to learn to forgive/ right after all off these years, here I am / numbing my...
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