Mathew A

Sad Boy Radio

Music EN ↓ 146 episodes

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

Author

Mathew A

Category

Music

Podcast website

rss.com

Latest episode

Jun 9, 2026

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Episodes

Sad Boy Radio LXXIII: What Would My Life Have Been? ( W/ DJ O-ZONE) 29.12.2022

Sad Boys For Real! Chicago legend, DJ O-Zone, drops knowledge on the younger generation. This insightful conversation touches on the impact his childhood has on intimate relationships, how he balances night life & family life; as well as, what he plans to do once his run a DJ comes to an end. G-Eazy once said, "Contemplatin' just who I could've turned out to be / If I'd / stayed and weren't he...

Sad Boy Radio LXXII: Searching for Peace? (W/ DJ Payday) 29.12.2022

Sad Boys For Real! Chicago Dj, DJ Payday, visits the studio & discusses the importance of mental health within the nightlife industry. Payday may only be 23, but his early life experiences have taught him that nothing is more important than your health (physical, mental, spiritual). From shutting off his phone for full days, to creating boundaries from people that don't serve him; Payday sheds...

Sad Boy Radio LXXI: Ask Myself Questions You Have, But You Won't Ask? (W/ Bodhi) 29.12.2022

Sad Boys for Real! Chicago music engineer, Bodhi, blesses the studio with his story within the industry. The entertainment industry will force you to take an inward look, and make you ask, "who do I want to be?" This is the question that will completely change the way you live your life Bodhi & I discuss him dropping everything that guaranteed his security in life. From dropping out of school,...

Sad Boy Radio LXX: Love You From Afar? ( W/ Demir of Published Studios) 29.12.2022

Sad Boys For Real! Creative director, Demir Mujagic, slides and discusses his wild journey within the creative industry. Demir talks about his working relationship with G Herbo, Chance The Rapper, and Vic Mensa's brand 93 BOYZ. From coming to this country with as an immigrant to being hand-picked to handle creative direction on a Yeezy campaign. However, all the success in the world doesn't erase...

Sad Boy Radio LXIX: Love Yourself First? (W/ Mamicana) 29.12.2022

Sad Boys For Real! Mamicana comes through & discusses what it means to be an Afro-Latina DJ in Chicago. Being a cultural leader isn't easy when you're discovering new things about yourself daily. From your likes and dislikes, to what you truly want out of, "this thing called life." Lloyd said, "Had to find a new approach to an old dream / And it's not to take / a shot at my old team / I just w...

Sad Boy Radio LXVIII: It'll Be Okay Someday? (W/ GloUp Jake of Lyrical Lemonade) 29.12.2022

Sad Boys For Real! GloUp Jake blessed the studio with gems that’ll last a lifetime. Jake discusses Lyrical Lemonade & how his unique relationship with Cole Bennet has helped shape him into who he is today. However, there’s more to Jake then just his ties to the company. Jake shares his story & how the traumas he faced as a kid pushed him to create something no one saw coming. From being to...

Sad Boy Radio LXVII: Nothing Was The Same? ( W/ Kique) 29.12.2022

Sad Boys For Real! Kique slides through for his second appearance. We discuss the struggle of holding onto old parts of ourselves while constantly growing. Often, we find ourselves clinging to the past, afraid of change & what the future holds for us. That's something I have been struggling with lately. Drake said, "Promise to break everybody off before I break down / Everyone just wait now /...

Sad Boy Radio LXVI: Broken Promises? (W/ Mela-D) 29.12.2022

Sad Boys For Real! Chicago singer, Mela-D, comes to the set & discusses her new EP "Love Bomb" and the inspiration behind it. Often, singers tell their stories through their songs, and Mela-D reveals her truths about love. Sometimes we trust the wrong people and get hurt, and sometimes we're the people that shouldn't have been trusted. Rihanna said in “Take Care,” I know you’ve been hurt, by s...

Sad Boy Radio LXV: How Do I Go On? ( W/ FILM of V5 & Vision55) 29.12.2022

Sad Boys For Real! Prominent Chicago Videographer, Film, comes to the studio & discusses his growth within the night life industry. Everybody has their own journey, and Film's involved him taking an extended leave & coming back with a new passion . More importantly, this video highlights the end of chapters within one's life. Whether this includes accomplishing every goal you set, or losin...

Sad Boy Radio LXIV: Know Yourself, Know Your Worth? (W/ Lee McIntosh of Lyrical Lemonade) 29.12.2022

Sad Boys For Real! Lyrical Lemonade journalist, Lee McIntosh slides through & discusses his journey in the industry. Working in entertainment, there's millions of people who do the exact same thing as you. You have to find a way to stand out and be unique; especially when working for someone like Cole Bennet. Lee discusses meeting Cole at ComplexCon, starting his first blog independently, and...

Sad Boy Radio XLIII: I'm ENTLD To Be Happy? (W/ AK of ENTLD) 09.08.2022

Sad Boys For Real! Clothing designer, AK of ENTLD, comes through & discusses the importance of mental health in the industry. You can have everything in the world: money, success, business, etc. But what does any of this mean when your loved ones & peace is gone? Sometimes you have to take a step back from the spotlight to focus on yourself, and that's a hard realization to come to. AK let...

Sad Boy Radio LXII: Mi Error Favorito ( W/ JBro Bugatti) 09.08.2022

Sad Boys For Real! Chicago artist, JBro Bugatti, comes by the studio & discusses his next steps as a man, an artist, and romantically. Often, we get caught up in our own lives that we forget about those around us. We forget about the struggles others are going through, and focus solely on ourselves. J Cole once said, "Shit don't always connect as soon as you press play/ At times you gotta step...

Sad Boy Radio LXI: Bop King of Chicago? (W/ DLOW) 09.08.2022

Sad Boys For Real! The Bop King of Chicago, DLOW, slides through & discusses his early success, and how it impacted his mental health & personal relationships. From losing focus of those around him, and being surrounded by fake love within the industry. DLOW talks about his journey in finding self-love & himself through lifelong trauma. Big Sean said, "if you love yourself then you'll...

Sad Boy Radio LX: Why Did I Meet You? ( W/ Preme) 09.08.2022

Sad Boys For Real! Chicago DJ, Preme, visits the set & discusses why he believes we meet the people we do in our lives. People come and go; however, they always leave us with a lesson to have been learned. Whether the lesson is to protect your energy, be open to love, or new skills. Each person in our life is valuable in some way. Eminem said, "You saved my life, now maybe it's my turn to save...

Sad Boy Radio LIX: I'm Not Ready For Love? ( W/ Kique) 09.08.2022

Sad Boys For Real! Chicago DJ, Kique slides through to the studio & discusses not being ready to grow up, be in love, or being the person that he needs to be. Sometimes in life we all feel this pressure to grow up, and be this person that we're not ready to be. However, nobody tells us that it's okay to feel that why. This episode is inspired by Giveon's, "Give or Take," and in the song "Trynn...

Sad Boy Radio LVIII: Am I Good Enough? (W/ Stevensjpeg) 09.08.2022

Sad Boys For Real! Steven Nunez (Official Summer Smash, & Lollapalooza photographer) slides through & discusses his experience working with the would biggest artists, yet still doubting himself. We all have doubts of whether we're on the right path & if the career we have chosen is meant for us. As creatives, we face backlash from our families & peers to make money as soon as we hi...

Sad Boy Radio LVII: All Hail The King? (W/ King Inesse) 24.06.2022

Sad Boys For Real! The king visits Sad Boy Radio to discuss the highs & lows in life, toxic relationships, maintaining her peace, and GRLZ WKND. King Inesse is a Chicago DJ & event planner that throws monthly events, and is currently on tour with V5 (Sorry Papi Tour). Inesse also hosts her own all girls event named, "GRLZ WKND." Bryson Tiller once said, "Sometimes you gotta break your hear...

Sad Boy Radio LVI: Looking For Myself? ( W/ Jax of V5) 24.06.2022

Sad Boys For Real! Chicago marketing expert, Jax, slides through & discusses her quarter life crisis & how navigating your early twenties can be difficult. Often, it feels like everybody has their life together, and you're stuck playing catch up. However, we fail to realize what's going on behind the scenes for most people. We discuss her role in V5 marketing group & the Sorry Papi Tou...

Sad Boy Radio LV: I'm Hurting, But What's Art Without Pain? (W/ Baka of KNVS) 11.06.2022

Sad Boys For Real! Baka slides through & discusses persevering through some of life's toughest challenges while building a business. From needing a break, to loss of a life, and even yourself. Sometimes you feel like you can't continue in this world, but we just gotta push through. Some of the best artists use their pain as fuel for their art. From Nico Supremo, to Allen The Official, to the b...

Sad Boy Radio LIV: You Ain't F***k With Me Then But How Bout Now? (W/ Equan) 11.06.2022

Sad Boys For Real! My boy Equan slides through & discusses what it's like to be an intricate part of the music industry. As a manager, you deal with people always asking for something. Drake once said, "you ain't really f***k with me way back then, but how bout now?" Leaving us asking the same questions. We take a deep dive into mental health, and the importance it holds.

Sad Boy Radio LIII: Memories Past Lover's Lane? (W/ Josh K) 11.06.2022

Sad Boys For Real! Chicago artist, Josh K slides through & discusses old relationships, mental health in the entertainment industry, and all the memories that shaped him into the artist he is today! Josh K has worked with many industry leading artists, from Fabulous, Chris brown, Jeremih, and many more! Find out what he had to say about those experiences! References by: Justin Bieber, Drake, J...

Sad Boy Radio: It's The Simple Things In Life We Forget? (W/ Sydny August of OTF) 11.06.2022

Sad Boys For Real! We had Chicago native & OTF recording artist, Sydny August slide through & talk spreading love, purpose in life, and cherishing the journey. Often, we let our expectations determine how we feel about the final product; however, we need to remember to cherish the simple things in life. Sydny & I discuss her debut album, "Miss August," and how there were some real Sad...

Sad Boy Radio: Am I The The Broken One? (W/ BeatsByLexx) 11.06.2022

Sad Boys For Real! BeatsbyLexx (OnlyFans TV Influencer) & I discuss the various changes that have taken place throughout life & how they've impacted us. Everybody is broken, whether it be by love, career, or mental; however, the way each person handles it is different. We discuss navigating these tough times, while also pursuing a career in the entertainment industry. References by: Drake,...

Sad Boy Radio: Soy El Mismo? ( W/ J Santos of Los DSVLDS) 11.06.2022

Sad Boys For Real! J Santos visits & discusses what it's been like to leave El Salvador & lose everything he ever knew. Losing your friends, family, and culture is never easy. Especially when you're navigating new found success in the entertainment industry in your 20s. Santos finds himself reminiscing on his home country, and what it means to be a part of Los Desvelados. Through it all he...

Sad Boy Radio XXXVIII: Me, Myself, & I? (W/ Soski) 11.06.2022

"I ain't trynna stunt, I don't know them boys from back then." Soski & I discuss his passion for music, stray away from dancing, and his departure from his group where he was a prominent member. Soski has pivoted his career to rapping full time, and has enjoyed his newfound success as a solo act. Listen and find out his next steps in music, and why he quit dancing at such a young age on this e...

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