The Underground Lounge

On this episode of The Underground Lounge, the crew welcomes legendary producer, songwriter, and musical innovator Teddy Riley for a deep, unfiltered conversation that traces the roots of his genius and the realities behind a career that helped shape modern music.Teddy takes it all the way back to Harlem, breaking down how his environment, family, and community influenced his love for music at an early age. He talks about teaching himself multiple instruments as a kid, experimenting with sound before he even had access to real studio equipment, and how curiosity and discipline became the foundation of his creative process. From building beats with minimal tools to understanding how to “make the sound” instead of just chasing trends, Teddy explains what separated him from the pack early on.The conversation dives into mentorship, creative confidence, and the responsibility that comes with being both a producer and a composer. Teddy reflects on navigating the music business as a teenager, learning hard lessons early, and why ownership, loyalty, and trust matter just as much as talent. He opens up about working relationships, creative tensions, and how ego, envy, and business decisions can either strengthen or fracture collaborations.Beyond music, Teddy shares personal stories that shaped him off the stage, from life lessons learned on the road to moments of loss, reflection, and growth. He discusses health, discipline, spirituality, and why staying grounded became essential to his longevity in an industry that constantly changes. The episode also touches on touring stories, behind-the-scenes moments fans rarely hear, and the mindset required to keep evolving while honoring where you come from.Throughout the episode, the laughs are real, the stories are raw, and the gems are nonstop. Teddy Riley doesn’t just talk about success, he breaks down the sacrifices, the patience, and the perspective it takes to build something that lasts across generations.This is more than an interview. It’s a masterclass in creativity, resilience, and staying true to your purpose, classic Underground Lounge energy with one of music’s true architects.

In this episode of The Underground Lounge, Bow Wow steps into the Lounge for a raw, unfiltered conversation that spans his entire journey, from child stardom to global fame, and everything that comes with growing up in the public eye. With a career that crosses music, movies, touring, and television, he reflects on the pressure, the highs, the mistakes, and the moments that shaped him into who he is today.The conversation flows naturally as the drinks start pouring, touching on early industry experiences, wild touring stories, and how fame hits differently at various stages of life. Bow Wow opens up about maturity, fatherhood, personal growth, and learning how to balance fun with responsibility while still enjoying the ride. From legendary party moments to serious life lessons, nothing is off limits.True to Lounge form, the energy stays loose and honest, full of laughter, side stories, and real talk about relationships, trust, marriage, and navigating success when the whole world is watching. It’s reflective, funny, chaotic at times, and exactly the kind of conversation that only happens when the cameras are rolling and everyone’s comfortable.This is Bow Wow like you don’t usually get him, relaxed, candid, and fully in his element. Pull up, pour one, and kick it in the Lounge.

In this powerful episode of The Underground Lounge, the crew sits down with artist, educator, and cultural truth-teller Dee-1 for one of the most honest conversations we’ve had to date.Dee-1 opens up about his journey growing up in New Orleans, battling a rare medical condition that altered his athletic dreams, and how life setbacks, from getting cut from teams to personal heartbreak, ultimately pushed him toward purpose. He breaks down his transition from school teacher to recording artist, explaining how education shaped his approach to music, performance, and responsibility as a voice in the culture.The conversation dives deep into conscious rap, accountability in hip-hop, and the pressure artists face when their influence reaches millions. Dee-1 reflects on moments that forced him to reevaluate his lyrics, including a tough reality check from his mother, and why he chose to build a career centered on honesty, faith, and impact rather than trends or controversy.From awkward label meetings and viral breakout moments to being labeled “different” in an industry that rewards excess, Dee-1 speaks candidly about navigating criticism, standing firm in his beliefs, and embracing the idea of being human first before being an artist. The episode also touches on spirituality in today’s culture, the role of the church beyond the four walls, and how music can either numb or heal a generation.This is a thoughtful, funny, and introspective episode that challenges listeners to think deeper about what they consume, what they promote, and how they show up in the world.

This episode of The Underground Lounge is packed with laughs, insight, and unforgettable stories as actor and comedian Kel Mitchell steps into the lounge. The conversation takes listeners back to the very beginning of Kel’s journey, from getting his start performing in stage plays to the pivotal moment he met Kenan Thompson, a connection that would help shape an era of comedy. Kel reflects on those early days, the grind it took to get noticed, and how stepping into sketch comedy on All That became a launching pad for his career and cultural impact. As the episode unfolds, Kel opens up about growing up in the spotlight, navigating fame at a young age, and the lessons that came with success. The crew dives into how those experiences influenced his mindset, discipline, and approach to life both on and off camera. Along the way, Kel shares stories from his time on All That, the creative energy behind those moments, and how being part of such an iconic show helped define a generation. Beyond the nostalgia, the conversation also highlights where Kel is today. He talks about purpose, growth, and his newest chapter, including the release of his children’s book, and why creating positive, meaningful content for the next generation matters to him. Between the jokes, the reflections, and the real talk, this episode delivers a full-circle moment, showing how early passion, opportunity, and perseverance can lead to lasting impact. Funny, honest, and inspiring, this episode of The Underground Lounge blends classic moments with present-day wisdom, making it a must-listen for fans of comedy, culture, and real conversations.

In this episode of The Underground Lounge, the crew sits down with Bay Area standout LaRussell for a real conversation about independence, creativity, and building something from the ground up.LaRussell opens up about his insane work ethic, dropping multiple projects a year, his unique recording process, and why he believes in putting art out fast and trusting the moment. He breaks down how the pandemic pushed him to fully commit to music, the importance of documenting every step of his journey, and how turning his own backyard into a performance venue helped redefine what independence can look like for artists today.The conversation dives deep into ownership, rejecting bad deals, and building real community through his company and fan-first mindset. LaRussell also shares stories about unforgettable moments in his career, from artists pulling up to his childhood home to performing during All-Star Weekend in the Bay, and what it really means to create impact beyond streams and numbers.Of course, it wouldn’t be The Underground Lounge without laughs, so things get hilarious with stories about parenting, touring life, the infamous “F**K IT BUCKET,” and some wild island hypotheticals. The episode wraps with LaRussell flipping the script on the usual “F**K You Camera” and instead showing love to every obstacle that helped shape his path.This one is equal parts motivation, comedy, and real talk, don’t miss it.

*PLEASE EXCUSE THE FIRST 16 min* This week on The Underground Lounge, the fellas sit down with comedian and actor Tony Rock for an unforgettable conversation filled with laughter, real-life lessons, and behind-the-scenes stories from the heart of comedy culture. From growing up in a massive, close-knit family to navigating life in the shadow of legends, Tony opens up about what it truly means to build your own identity in an industry that constantly compares and measures success. Tony takes us back to the very beginning, discovering comedy through icons like Richard Pryor and Eddie Murphy, learning how to command a room just by watching family members tell stories, and eventually finding the courage to step on stage himself. He shares how seeing his brother’s journey firsthand didn’t intimidate him it motivated him, proving that proximity to greatness can be fuel if you let it be. The conversation dives deep into the realities of coming up in comedy: sneaking into clubs, studying greats like Seinfeld and Sandler from the back of the room, earning respect in the comedy hierarchy, and understanding when it’s time to stop being the student and become the mentor. Tony reflects on powerful moments touring and working alongside heavyweights like Tracy Morgan, and the life-changing lesson Tracy taught him about knowing when to push someone forward instead of holding them back. Beyond the laughs, this episode is packed with gems for anyone chasing a dream. Tony breaks down how he creates material from everyday life, why comedians see the world differently, and how paying attention to the “elephant in the room” can turn ordinary moments into unforgettable jokes. He also talks about giving back to the next generation of comics, continuing the cycle of mentorship that helped shape his own career. Whether you’re a fan of stand-up, a creative trying to find your voice, or just someone who loves a great story told the right way, this episode delivers on every level, humor, heart, and real insight into the grind behind the laughs.

In this episode of The Underground Lounge, the guys are joined by the rising stars of Peacock’s hit series Bel-Air , Jabari Banks, Olly Sholotan, and Jordan L. Jones for an unfiltered, wide-ranging conversation that goes far beyond the screen. What starts as laughs and casual banter quickly turns into a thoughtful discussion about ambition, identity, fame, and what it really means to build a lasting career in today’s entertainment industry.The cast opens up about their individual journeys into acting, including whether music or performance came first, and how creative passions often overlap in unexpected ways. They debate the value of awards versus box office success, the business side of art, and how personal fulfillment can sometimes matter more than public validation. The conversation naturally weaves through generational differences, aging in nightlife, evolving priorities, and how success changes the way you move through the world.The group also reflects on stepping into a reimagined cultural classic and the pressure that comes with honoring something so deeply rooted in pop culture.The guys share their initial hesitations, early reactions to the project, and the moment they realized the show was doing something truly different. They discuss working under the shadow of a legendary predecessor while carving out their own identities, earning respect from icons, and being embraced by fans who didn’t know what to expect from a dramatic reboot.The conversation also dives into fame at ground level: wild fan encounters, being recognized in public spaces, viral moments, and how perception can change overnight. The cast talks about typecasting, creative freedom, and the balance between gratitude for a breakout role and the desire to grow beyond it. As the discussion turns toward the future, they reflect on the bittersweet feeling of closing one chapter while preparing for what’s next, both individually and collectively.Packed with humor, honesty, and genuine insight, this episode feels less like a traditional interview and more like a late-night lounge conversation with friends who understand the grind, the pressure, and the privilege of being in the moment. Whether you’re a fan of Bel-Air, an aspiring creative, or just someone interested in how success really feels from the inside, this is a must-listen.

In Pt. 1 of the Underground Lounge Holiday Special, the Plastic Cup Boyz pull up and immediately turn the Lounge into a full-blown holiday family reunion. Wayne, Na'im, Joey & Harry join the show and from the very first minute, it’s nonstop jokes, reckless storytelling, and classic Plastic Cup Boyz energy, no script, no filter, just pure chemistry and chaos the way fans expect it.The crew dives into the real origin story of the Plastic Cup Boyz, breaking down how late nights, after-parties, Vegas runs, green room madness, and brotherhood turned into a movement. They reflect on years of touring, traveling the world, unforgettable moments on the road, and the wild situations that only happen when this group is together.The conversation takes a more honest turn as they discuss the ending of their 6-year radio show, Straight From the Hart, what really led to it, how the transition unfolded, and the behind-the-scenes moments fans never got to hear while the microphones were live. It’s reflective, funny, and real, showing how much growth came from that chapter.Holiday vibes stay high with gift exchanges, memory tests, and debates over who’s really the cheapest, who always picks up the tab, and who has the wildest travel stories, from Dubai and Amsterdam to quarantine mishaps and international chaos. Aging, loyalty, friendship, and perspective all come into play, proving the party might evolve, but the bond stays solid.And just when it feels like everything’s been laid out, the energy shifts. Old stories start circling back, the jokes get sharper, and the conversations drift into territory that can’t stay holiday-friendly for long…Pt. 1 sets the stage.Pt. 2 turns up the volume and officially becomes an AFTER HOURS episode.Tap in to Holiday Special Pt. 1 for big laughs, real stories, Plastic Cup Boyz style, only on the Underground Lounge.

This episode of The Underground Lounge brings an unfiltered, hilarious, and insightful conversation with one of the WNBA’s most dynamic personalities DiJonai Carrington. From the jump, the vibe is loose, honest, and full of laughs, but it quickly turns into a deep dive on what it really takes to survive and thrive at the highest level of women’s basketball.DiJonai opens up about growing up in a true sports family, being surrounded by elite athletes and coaches from day one, and how that environment shaped her edge, toughness, and love for competition. She talks about playing multiple sports, including tackle football, and how that physical background still shows up in her game today.The conversation shifts into her journey to Stanford, manifesting her dream school at a young age, graduating early, and the discipline required to balance elite athletics with academics.One of the most powerful moments of the episode centers on the reality of injuries in women’s basketball, especially ACL tears, and the growing conversations around why female athletes are more susceptible. The discussion is honest, personal, and educational, touching on everything from youth sports to long-term health.The episode also dives into life off the court game day routines, superstitions (or lack thereof), how players prepare mentally, and the similarities between athletes and entertainers when it comes to performance pressure.Things heat up when the topic turns to social media, online trolls, and dealing with constant criticism in the public eye. DiJonai breaks down how she handles hate, why responding sometimes matters, and how the WNBA’s growing visibility has brought both opportunity and backlash. The guys also discuss whether controversy helps or hurts the league and how personalities are changing the way fans engage with women’s sports.The episode closes with an in-depth look at the business side of the WNBA free agency, lack of loyalty, constant roster turnover, and why so many players are betting on themselves heading into a new CBA. They also talk about alternative leagues, offseason opportunities, and what the future of women’s basketball could look like if players truly get their share.

In this week’s episode, the crew sits down multi-talented actor and singer Trevor Jackson who opens up about the most personal chapter of his life, the creation of a deeply vulnerable breakup album written during a season of heartbreak, injury, and self-reflection. He talks about crafting the project while recovering from an Achilles tear, why the music poured out of him faster than ever, and how being forced to slow down reshaped him mentally and spiritually.They get into his journey from tap dancing as a kid in Indiana to Broadway, early record deals, and eventually landing major film and TV roles. He shares the story behind his audition for one of his biggest movies, the long grind of acting, and how certain roles pushed him to grow in ways he wasn’t expecting.The conversation takes its usual Underground Lounge detours, from sobriety challenges and self-discipline, to wild dating debates, to whether 30 days without sex is even realistic. There’s plenty of honest talk, plenty of jokes, and a real look at how men process heartbreak, growth, and the pressure to keep going.The episode closes with dreams of future superhero roles, creative reinvention, and the importance of being ready when your moment comes. Authentic, funny, and unexpectedly deep, this one has everything.

This week on The Underground Lounge, Lou and Spank sit down with the legendary Deon Cole for a conversation that’s equal parts hilarious, insightful, and absolutely unpredictable. From the moment he steps into the Lounge, Deon brings that unmistakable Chicago energy and a lifetime of stories from the road, including his early days grinding in the Chicago comedy scene, rocking Timbs on stages that demanded suits, and literally changing the culture just by showing up as himself.Deon opens up about discovering stand-up almost by accident, the moment he realized comedy was his purpose, and the unforgettable Def Jam tour experience that pushed him to level up his writing and craft. He breaks down how embracing silence became his comedic superpower, the origins of his iconic notebook on stage, and why he sometimes enjoys bombing on purpose just to keep audiences honest.Lou and Spank dig into Deon’s wild journey from the clubs to becoming one of the most respected writers in the game, from helping craft Ricky Smiley’s classic prank call CDs, to joining Comic View, to eventually making history as the first Black writer on Late Night with Conan O’Brien. Deon shares behind-the-scenes stories from the writers’ room, how one unexpected bit turned into Emmy nominations, and the moment he almost quit the show before everything changed overnight.The conversation goes even deeper as Deon talks about landing Angie Tribeca, becoming “Charlie” on Black-ish (a role originally written for Charlie Murphy), and navigating Hollywood in a way that’s stayed authentic to who he is. Along the way, the guys swap stories about clubs, cities, strip lounges, and why Chicago produces some of the funniest comedians in the world.This episode is packed with gems for comedy fans, creators, and anyone who appreciates a raw, unfiltered look at the grind behind the glow-up. Deon’s honesty, humor, and perspective shine from start to finish, making this one of the most entertaining and inspiring sit-downs ever in the Underground Lounge.Tune in now and enjoy the ride.

This episode dives deep into the legacy, discipline, and creative genius of Bryan Michael Cox, one of the most influential producers and songwriters in modern R&B. Bryan walks the crew through his early grind between Houston and Atlanta, breaking down how mentorship, structure, and relentless preparation shaped his direction long before the hits came. He talks about studying the greats, sharpening his pen, and the years of groundwork that positioned him for the run that would change the sound of a generation.From there, Bryan opens up about the making of some of his biggest records and the sessions that defined entire eras. He breaks down the creative process behind career-shifting albums, how one of the most iconic R&B projects almost went in a completely different direction, and the competitive studio energy that pushed everyone to level up. He explains the magic of honest storytelling, the instincts that guide timeless music, and why great records happen when artists stop following trends and start telling the truth.Bryan also shares the business and personal lessons learned along the way, navigating egos, protecting the craft, and maintaining longevity in an industry that moves fast and forgets quickly. From missed flights that turned into hits to late-night sessions that rewrote history, he gives a masterclass on collaboration, consistency, and staying grounded while shaping chart after chart.Packed with laughs, behind-the-scenes gems, and real game from a true architect of the culture, this episode is a deep look into how Bryan Michael Cox built a legacy that continues to influence the sound of R&B today.

In this episode of the Underground Lounge, Lou and Spank sit down with comedy legend Alex Thomas for a conversation that feels like a masterclass in culture, comedy, and survival. Alex takes the guys back to his childhood in South Central Los Angeles, where he was bused 40 minutes each day to become the first Black student at an elite Beverly Hills private school, an experience that shaped both his identity and his sense of humor.He talks about being raised by two supportive parents who kept him too busy for the streets, the reality of growing up surrounded by violence, and how staying active in sports, music, and after-school programs helped him avoid the fate of so many childhood friends. The conversation shifts into his early dance career, including how he became a breakout talent on Soul Train, his relationship with Rosie Perez, and the pivotal moment when the Wayans family encouraged him to try stand-up.Alex breaks down the unbelievable week where he bombed a major dance audition, got rained on with $60,000 in cash by Damon Wayans, booked his first-ever Hollywood audition, and accidentally landed one of the most iconic McDonald’s commercials of the ’90s.The episode goes even deeper when Alex talks about eventually writing for The Fresh Prince of Bel-Air, how Will Smith discovered him on stage at the Laugh Factory, and what it was like to be the only non-Philly member of a creative team that turned into a brotherhood.Throughout the conversation, the guys touch on parenthood, the differences between public and private school, keeping kids safe in today’s world, and what it means to break generational cycles. Packed with laughs, real-life gems, hip-hop history, comedy stories, and authentic Underground Lounge energy, this episode is a must-watch for anyone who loves a good origin story rooted in hustle, culture, and heart.

The Underground Lounge is back with another classic. This time, the crew welcomes Grammy-winning singer, songwriter, and all-around R&B hitmaker Eric Bellinger to the couch for a full-on vibe session. From the moment he walks in, it’s clear this one’s about good energy, real music, and unapologetic conversation.Eric opens up about his journey from singing in church and earning a football scholarship to USC, to making the bold move to follow his passion for music—a decision that would eventually lead him to writing and performing hits for artists like Usher and Chris Brown. He shares how he first got noticed as a songwriter, what it was like giving away songs that later became global hits, and how he learned to balance being a behind-the-scenes pen with stepping into the spotlight as an artist.The crew dives deep into the evolution of R&B, from the era of slow jams and rain-soaked music videos to today’s viral hits, and why the genre is having a real resurgence. Eric breaks down how the club scene, R&B parties, and social media all helped bring that soulful sound back, and why the culture needed it. He also talks about his creative process, the importance of setting the right vibe in the studio, and how a little “trophy smoke” helps him tap into his most inspired zone.From there, things get hilarious. The conversation turns to karaoke horror stories, the real difference between singers and rappers, and why comedians never have panties thrown at them on stage. Eric also opens up about his viral Tiny Desk moment with Usher, explaining how that one surprise performance reset his career and introduced him to a whole new audience.The conversation doesn’t stop at music either. The crew gets into the business side—Eric talks about starting his label, mentoring new artists, and staying independent in an industry that’s constantly changing. They even explore the rise of AI in music, how it’s reshaping the creative process, and why real artistry will always win over algorithms.By the end, it’s clear why Eric Bellinger has remained one of the most respected voices in R&B, he’s talented, grounded, and still just as passionate about the craft as the day he started. Whether you’re a diehard R&B fan, a creative chasing your dream, or just here for the laughs, this episode delivers it all: game, humor, and heart.

This week on The Underground Lounge, Lou Williams and Spank Horton welcome Grammy-nominated hip-hop artist, educator, and actor D Smoke into the Lounge for one of the most layered and inspiring conversations yet. Coming straight out of Inglewood, D Smoke opens up about growing up in a musical household led by his gospel-singing mother, who taught him and his brothers the fundamentals of music from an early age. From learning piano at five to earning a full academic scholarship to UCLA, he shares how his foundation in discipline and faith set the tone for everything that came after.D Smoke takes the crew through his early start in the industry, writing for Jaheim at 19, building a home studio with his brothers, and navigating the highs and lows of being young and talented in Los Angeles. He talks about the family legacy that runs deep through his bloodline, including his grandmother’s work with legends and the tough choices his mom made between touring with Stevie Wonder and raising her kids.The conversation dives into his time on Netflix’s Rhythm + Flow, where his viral exchange with Snoop Dogg and eventual win put him on the global map, and the lessons he learned from that experience about authenticity and preparation. D Smoke also discusses his passion for teaching and how his work as an educator helped him connect to his community beyond music.From mastering Spanish and bringing bilingual storytelling into hip-hop, to finding balance between the streets and spirituality, D Smoke breaks down how duality shaped his artistry and worldview. He also opens up about stepping into acting, from early roles as a teen to his recent work on Mayor of Kingstown, and how storytelling in all forms fuels his purpose.The Lounge closes out with real talk on faith, family, boxing, mentorship, and what it means to lead with integrity in an industry built on perception. It’s an episode that celebrates intellect, art, and the grind it takes to rise from Inglewood to international acclaim.

The Underground Lounge goes ghostly for Halloween with a special guest who’s seen things most people wouldn’t dare to imagine. Paranormal investigator and Ghost Brothers co-founder Dalen Spratt steps into the lounge to talk spirits, energy, and the afterlife like you’ve never heard it before.Dalen breaks down how he went from working wardrobe on The Mo’Nique Show to becoming one of TV’s first Black ghost hunters, chasing shadows through slave plantations, cemeteries, and America’s most haunted places. He talks about using real tech to communicate with the dead, the emotional weight of helping families reconnect with loved ones, and what it’s like to stand face-to-face with energy that refuses to leave this world.From chilling stories about The Conjuring House and Emmett Till’s gravesite to exploring the line between faith, fear, and the unknown, this episode balances laughs, deep insight, and spine-tingling moments. The crew keeps it funny, honest, and just spooky enough to make you question what you believe.It’s the Underground Lounge Halloween Special, where comedy meets the paranormal and curiosity meets the afterlife. You might walk away believing… or still thinking it’s all cap. Either way, this one’s unforgettable.

In this episode of The Underground Lounge, Lou Williams and Spank sit down with R&B icon Case for an unfiltered, hilarious, and nostalgic deep dive into the highs, lows, and wild stories of a true 90s rockstar life. From his early grind in New York City to becoming the last artist Russell Simmons personally signed to Def Jam, Case walks us through his come-up, the legendary sessions that birthed hits like “Touch Me, Tease Me”, and the moment he realized his life had officially changed.Case opens up about growing up with a father who once sang with Cameo, his first demo being written by Faith Evans, and what it was really like navigating the golden era of R&B. He shares stories about promo tours, sleeping in cars between gigs, and the kind of hustle artists today rarely experience, back when getting signed actually meant something, and you had to earn your shine through radio runs, live shows, and word of mouth.The conversation quickly shifts from music to madness, with Case recalling wild nights in Philly, hanging with Allen Iverson, and the unforgettable moment that got him banned from Hot 97. From jumping out of hotel windows to being mistaken for a rockstar, the singer holds nothing back as he paints a vivid picture of the fast-paced, no-phones era of fame and chaos.Lou and Spank dive into the evolution of R&B, debating whether today’s singers have lost that soulful edge. Case breaks down why real R&B never died, you just have to know where to find it , while name-dropping some of the new generation artists who still carry the torch. He also gets candid about why he refuses to listen to his own music in the bedroom, how cell phones would’ve ruined his prime, and what it’s like trying to perform through the flu while touring with Dru Hill.From his wildest groupie encounters to his funniest onstage fails, Case brings stories that are as unbelievable as they are entertaining. Between the laughs, he drops real gems about longevity, creativity, and the freedom that comes with still loving what you do decades later.This one’s packed with raw energy, R&B nostalgia, and plenty of moments that’ll have you saying, “They don’t make ‘em like this anymore.” Whether you grew up singing “Faded Pictures” or you’re just discovering Case, this episode is pure gold, a reminder of when talent, personality, and passion ruled the music game.

This week on The Underground Lounge, Lou and Spank sit down with one of comedy’s most authentic and versatile voices Lil Rel Howrey, a Chicago legend whose hustle, humor, and honesty made him a standout in Hollywood. From hoop dreams on the West Side to headlining major films and creating his own projects, Lil Rel opens up about the road that got him here, the highs, the setbacks, and the lessons learned along the way.The conversation starts with basketball nostalgia, as Rel recalls his days playing high school ball in Chicago during the city’s golden era, when Kevin Garnett, Ronnie Fields, and other prep legends ruled the courts. That same competitive energy carried into his comedy career, where he wrote his first romantic comedy script at just 17 and started performing stand-up before most people knew what open mics even were.Rel talks about betting on himself, walking away from day jobs, and carving out his lane in an industry that doesn’t always make room for originality. He breaks down his love for rom-coms, the grind of directing his own feature films, and the vulnerability that comes with being critiqued once your name’s in lights. From running his Chicago comedy festival to mentoring the next generation, his focus on giving back shines through every story.But it’s not all serious talk, the laughs come nonstop as the crew swaps wild stories about college hoops, Chicago culture, internet trolls, and even the strangest rumors that have followed him through fame. Rel’s blend of humility, wit, and perspective makes for one of the realest and funniest conversations you’ll hear all season.Whether you’re chasing your dream, finding your lane, or just here for the jokes, this episode is a reminder that the grind never stops, and neither do the laughs.

This week on The Underground Lounge, the crew sits down with actor, creator, and all-around entertainer Jackie Long for a real conversation that blends career wisdom, comedy, and heart. Known for his memorable roles in ATL, Idlewild, and countless cult classics, Jackie takes the Lounge deep into his journey, from growing up in Los Angeles to finding his lane in Hollywood through persistence, personality, and pure love for the craft.Jackie opens up about how he got his first big break on Moesha, why he always viewed background acting as a stepping stone rather than a setback, and how mentorship, curiosity, and faith guided him through every stage of his career. He recalls learning from legends like Terrence Howard, André 3000, and Big Boi on the set of Idlewild, and shares stories from ATL, including how the cast bonded through skate camp and how that film still connects generations today.The conversation also dives into Jackie’s collaboration with Paul George on the Podcast P Show, his thoughts on staying humble in an industry built on ego, and why fear has no place in chasing your dreams. He breaks down the art of auditions, the pressure of seeing big names in the waiting room, and the mindset that helped him overcome doubt and find confidence in front of any camera.Beyond Hollywood, Jackie talks about family, faith, and legacy, crediting his grandparents for instilling the values that keep him grounded. The Lounge crew explores astrology, energy, and personal growth, leading to an unfiltered and hilarious exchange about life, purpose, and staying authentic even when fame calls.From classic movie moments to motivational gems, this episode is packed with game, gratitude, and genuine laughs. Whether you know Jackie Long as Esquire from ATL or as one of Hollywood’s most consistent personalities, this sit-down proves why his story, and his spirit, still resonate today.

The Underground Lounge links up with two of hip-hop’s most respected producers and rappers, The Alchemist and Hit-Boy, for an unfiltered conversation that blends creativity, competition, and legacy.In this episode, the duo opens up about their first time connecting and how mutual respect turned into collaboration, leading to the creation of their new joint album and short film. They share how the project came together, the inspiration behind the sound, and how their two worlds, Alchemist’s gritty, sample-driven soul and Hit-Boy’s polished, anthemic energy, merged to create something fresh for the culture.The Alchemist talks about balancing multiple creative lanes, including his food how with Action Bronson where he explores culinary experiences around the world through the same lens he applies to music, curiosity, taste, and storytelling. He opens up about how staying creative outside of music feeds his artistry and keeps him evolving.Hit-Boy reflects on his early beginnings, sharing stories about growing up around music and how his uncle’s success in a hip-hop group sparked his desire to make beats. He walks through his journey from bedroom producer to Grammy-winning powerhouse, breaking down how staying consistent and fearless allowed him to produce for legends and still innovate with each record.Throughout the conversation, both producers talk about the friendly competition that pushes them to keep raising the bar, the respect they have for each other’s grind, and what it means to create music that stands the test of time. They speak on mentorship, influence, and how they view the next generation of producers coming up behind them.Candid, funny, and filled with insight, this episode captures two musical giants at the top of their craft, discussing artistry, discipline, and the mindset it takes to stay relevant while remaining authentic. It’s not just a conversation about beats and bars, it’s a masterclass in evolution, collaboration, and creativity from two of hip-hop’s best.