All Episodes

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

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

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

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

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

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

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

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

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

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

HotRod Interview: Talks JOINING WGCI, Losing His Father, Chicago Community & MORE | Sad Boy Radio

Eddy Mack Interview: Talks QUITTING music, Battling Depression, & Palestine | Sad Boy Radio

Pierre "Peeweedaplug" Andresen on LEAVING House of Highlights, ESPN, Music & MORE | Sad Boy Radio

Hypno Carlito Interview: SIGNING To OTF, Directing FIRST Movie, Fatherhood & MORE | Sad Boy Radio

Sad Boy Radio CXXXVI: Real Life? (Workrate Interview)

Sad Boy Radio CXXXV: 10 Years Later? (PVTSTCK INTERVIEW)

Shoebox Baby Interview: LIVING in O'Block, Survivor's Guilt, Chief Keef & King Von | Sad Boy Radio

Sad Boy Radio CXXXIIII: Learning To Forgive? (D2X Interview)

Sad Boy Radio CXXXII: Now That You're Gone? (Senite Interview)

Sad Boy Radio CXXXI: A Ghost Of Self? (LaSalle Grandeur Interview)

Sad Boy Radio CXXX: Never Switching Up? (Pronto Spazzout Interview)

Sad Boy Radio CXXIX: Time Stops For No One? (Prez Harris Interview)

Sad Boy Radio CXVIII: Everything Is Both? (Barton Fitzpatrick Interview)

Sad Boy Radio CXXVII: Life's A Blessin? (Lil Blessin Interview)

Sad Boy Radio CXXVI: Learning To Let Go? (KAMI Interview)

Sad Boy Radio CXXV: Better Than I Was? (Flex Sinatra Interview)

Sad Boy Radio CXXIII: What Is Your Reason? (Chris Classick Interview)

Sad Boy Radio CXXI: My Past Doesn't Define Me? (Daylight Tone Interview)

Sad Boy Radio CXX: Outgrowing The Old Me? (Bae Wicked Interview)

Sad Boy Radio CXIX: Who I Could’ve Been? (KingTrey Interview)

Sad Boy Radio CXVIII: Everything Has Changed? (Mfn Melo Interview)

Sad Boy Radio CXVII: Trynna Heal? (SONNY Interview)

Sad Boy Radio CXVI: Outta Time? (Rick Dawg Interview)

Sad Boy Radio CXV: Pivot My Life? (W/ FRSH WATERS of Pivot Gang)

Sad Boy Radio CXIV: Following My Path? (W/ Remi Momson of No More Heroes)

Sad Boy Radio CXII: Closing This Chapter? (W/ Femdot.)

Sad Boy Radio XCI: Why I Run Away? (W/ Ausar)

Sad Boy Radio CX: Can I Love The Same? (W/ Bowtender)

Sad Boy Radio CIX: It Was Fun While It Lasted? (W/ Kayo)

Sad Boy Radio CVIII: What's The World Without Enigma? (W/ DJ Enigma The Villain)

Sad Boy Radio CVII: The Things I'll Never Have? (W/ TRUB)

Sad Boy Radio CVI: Burying My Trauma? (W/ Arigon)

Sad Boy Radio CV: That's Life? (W/ Saint Millie)

Sad Boy Radio CIV: Healing My Scars? (W/ Yaya Tha Bawse)

Sad Boy Radio CIII: Where I'm From? (W/ OG Denzo)

Sad Boy Radio CI: Who's Really Got Me? (W/ Gato The DJ)

Sad Boy Radio C: I'm Only Human? (W/ DJ SIMMY)

Sad Boy Radio XCIX: Everything Happens For A Reason? (W/ DJ PEEWEE)

Sad Boy Radio XCVIII: Hoping To Be Okay? (W/ Danielle Casel of No More Heroes)

Sad Boy Radio XCVII: A N N I V E R S A R Y? (W/ Equan)

Sad Boy Radio XCVI: Take A Break?

Sad Boy Radio XCV: Change For The Better?

Sad Boy Radio XCIV: Hasta El Fin (W/ DJ Fredy Fresco)

Sad Boy Radio XCIII: Para La Cultura? (W/ LITE )

Sad Boy Radio XCII: I Miss You More Than Life? (W/ Syko of Los DSVLDS)

Sad Boy Radio XCI: Can't Control Everything? (W/ M-Dok of Los DSVLDS)

Sad Boy Radio XC: The Things I Can't Change? (W/ Valcarcel of PVTSTCK)

Sad Boy Radio LXXXIX: Can't Grow With Everyone? (W/ OG Stevo)

Sad Boy Radio LXXXVIII: Where's The Stability? (W/ DAM DAM of Pivot Gang)

Sad Boy Radio LXXXVII: Never Thought I'd Be Here? ( W/ Sketchy Frankie)

Sad Boy Radio LXXXV: Finding My Balance? ( W/ First Class Bee)

Sad Boy Radio LXXXIV: It Get's Worse Before It Gets Better? ( W/ Big Vic)

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

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

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

Sad Boy Radio LXXXIII: Back To Square One? (W/ Kid Nimbus)

Sad Boy Radio LXXXII: I'm Solo? (W/ SoloCelo)

Sad Boy Radio LXXXI: The Moments We Miss? (W/ Gold Haze)

Sad Boy Radio LXXX: What's Really Holding Me Back? (W/ ESCHICANO)

Sad Boy Radio LXXIX: Focusing on Me? (W/ Zae Visuals)

Sad Boy Radio LXXVIII: Lose You To Love Me? (W/ Mercocet)

Sad Boy Radio LXXVII: Where Did The Time Go? (W/ Marce)

Sad Boy Radio LXXVI: For This Life I Cannot Change? (W/ Dre Wicked)

Sad Boy Radio LXXV: The Way You Shaped Me? ( W/ Ozzy Arias)

Sad Boy Radio LXXIV: Where Is The Love? ( W/ Chapulin)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Sad Boy Radio XLVII: I'm Kewl Being Alone? (W/ Kewl)

Sad Boy Radio XLIX: Somebody That I Used To Know? (W/ Hayward of KNVS)

Sad Boy Radio XLVIII: Fake People Showing Fake Love to Me? ( W/ Rodeo of The Future Kingz)

Sad Boy Radio XLVI: When I See You Again? (W/ Isa)

Sad Boy Radio XLV: Never Satisfied With Life? (W/ Nico Supremo)

Sad Boy Radio XLIII: "She Changed My Life?" (Fatherhood) [W/ Narkalix]

Sad Boy Radio XLII: You Are Not The Father? (W/ DJ Drip)

Sad Boy Radio XL: What Is Happiness? (W/ Ceasedays)

Sad Boy Radio XXXIX: In Due Time? (W/ Mia Alva)

Sad Boy Radio XXXVII: Can I Count On You? (Dropping Gems) [W/ TFK Co-Founder Allen The Official]

Sad Boy Radio XXXVI: Finding Myself & You'll Be Waiting Forever? (W/ Drew The Kiiid)

Sad Boy Radio XXXIV: New Year New Problems? (W/ Adrian Almaraz)

Sad Boy Radio XXXV: What Does Music Mean to You? (W/ Exjames12)

Sad Boy Radio XXXIII: LEt's Close This Chapter? (EOY)

Sad Boy Radio XXXII: Something is Always Missing? (W/ KDENSE)

Sad Boy Radio XXXI: Bad Habits?

Sad Boy Radio XXX: Did it Even Matter? (W/ Protein Papi)

Sad Boy Radio XXIX: Life Moves Fast & It Stops For No One? (W/ Johnny Carter)

Sad Boy Radio XXVIII: Close Bad Endings & Fresh Starts? (W/ Mia Alva)

Sad Boy Radio XVII: Follow Your Dreams?

Sad Boy Radio XXVI: Life Ain't Easy in Your Twenties?

Sad Boy Radio XXV: Love is Complicated?

Sad Boy Radio XXIV: What Did you Expect?

Sad Boy Radio XXIII: Are you the One?

Forever Changing?

Sad Boy Radio XXI: Thank you?

The Struggle is Real? (W/ Nico Supremo)

Sad Boy Radio XIX: Too Late?

Sad Boy Radio XVIII: Live in the Moment?

What Are Your Milestones? (W/ Tora Woloshin)

What inspires You? (W/ Abel)

What Makes You... You?

Risk it All?

Money is Evil?

Next Steps in Life?

Letter to my grandmas? (Cherish those around you)

Why so Negative?

True to Self?

Remember Me?

The Drugs Are Talking & No One is Listening?

What is the Purpose of Life?

Does Time Heal All Wounds?

Toxic relationships?

Who Am I?

What Made You This Way?

What Would Fame Do To You?