If You Knew Better with Amber Grimes
The Black Effect Podcast Network and iHeartPodcasts·22 episodes·Weekly
You can’t rewrite the past — but you can learn from it. Amber Grimes did exactly that, going from college dropout to Executive Vice President in the entertainment industry with no map, just mistakes and lessons that turned into power moves.
If You Knew Better is where Amber shares that wisdom — alongside artists, creatives, and culture-shifters who open up about the missteps they made, the mindsets that changed everything, and the game they wish they knew sooner. Together, they unpack the highs, the lows, and the pivots in life, career, and relationships — so you either don’t have to go through it, or can move smarter when you do.
Every episode delivers real talk, hard-won insight, and practical gems to help you grow into the version of yourself that knows better… and does better.
Episodes
Latest Episode
July 21, 2026 · 52m
In this episode of If You Knew Better , Amber Grimes sits down with Lil Rel Howery for an inspiring conversation about building a lasting career in entertainment through persistence, purpose, and creative evolution. Rel reflects on the moment he realized he'd truly "made it" in film and television [00:46] , then looks back to the high school performance that first showed him he could win over even the toughest audiences [02:04] . He shares how directing became part of his journey after encouragement from Bobcat Goldthwait [03:29] , the lessons he learned making his directorial debut [06:19] , why collaborating closely with every department shaped the experience, and how casting friends and fellow comedians—including support from Tiffany Haddish—helped bring his vision to life [07:56] . The conversation also explores his love of horror-comedy [11:00] , how comedy continues to evolve alongside audiences [13:46] , and the way grief and personal experiences have informed both his work and perspective [16:47] . Rel also discusses the importance of inspiring the next generation to understand the many career paths available in entertainment [19:10] , the values instilled by his parents through community service and mentorship [22:46] , and the filmmakers who inspired his own creative ambitions, from Steven Spielberg [27:08] to the lessons he drew from Sylvester Stallone and Rocky [29:04] . He explains why studying the business has been just as important as mastering the craft [30:37] , the unique challenge of acting while directing [32:34] , and how he now defines success through personal milestones like Get Out and his Chicago Theatre special [33:54] [36:36] . Closing on a reflective note, Rel shares how he stays grounded and present [43:53] , the wisdom and healing that have shaped this stage of his life [47:07] , and previews his new horror-comedy Haunted Heist , arriving in theaters on July 24 [50:50] . Follow Amber Grimes on Instagram: @ambergrimes Follow Lil Rel Howell: @comedianlilrel Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite Books See for privacy information.
More Episodes
Jul 14 · 24m
In this special episode of If You Knew Better, Amber Grimes shares the biggest personal announcement of her life—she's expecting her first child. Amber opens the episode with her exciting pregnancy reveal [00:00], explains why she waited to share the news publicly [01:59], and reflects on manifesting the space to embrace motherhood through maternity leave [03:52]. She also recounts the encouraging conversation in Las Vegas that shifted her mindset [05:22], the emotional moment she took the pregnancy test [06:41], and the unforgettable surprise of telling Conor they were expecting [08:59]. Amber candidly discusses keeping the pregnancy private [11:16], navigating first-trimester exhaustion [11:50], and adjusting to new routines centered around nutrition, hydration, and prenatal care [14:04]. As the journey continues, Amber shares the emotional experience of telling family at 12 weeks [17:32], explains why she chose to skip a traditional gender reveal [19:13], and instead joyfully reveals the gender on the show [19:54]. Looking ahead, she invites listeners to be part of this next chapter [21:02], laughs about baby names and maternity fashion [23:17], and closes with heartfelt reflections on gratitude, growth, and the life-changing adventure of becoming a mother [24:02]. Filled with vulnerability, excitement, and optimism, this episode marks the beginning of a deeply personal new season and celebrates the power of embracing life's biggest milestones. Ask or share with Amber: withambergrimes@gmail.com Follow Amber Grimes on Instagram: @ambergrimes Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
Jul 7 · 58m
In this episode of If You Knew Better, Amber Grimes sits down with Candiace Dillard Bassett for a candid conversation about fertility, IVF, and the deeply personal journey to intentional motherhood. Candiace shares why family planning became a priority [00:00], walks through the beginning of her IVF experience [03:00], and breaks down the importance of genetic testing [06:10] and understanding the IVF process [09:09]. She opens up about navigating hormonal treatments [12:01], overcoming physical and emotional challenges throughout the process [14:54], the realities of egg retrieval [18:11], and processing gender expectations and disappointment [21:01] while learning to trust her own path. Candiace also reflects on the emotional highs and lows of IVF [23:49] and how the experience ultimately reshaped her perspective on motherhood [27:12]. The conversation continues with an honest look at emotional resilience during fertility treatments [32:32], why Candiace chose to publicly share her story to help others [35:54], and the importance of thoroughly researching fertility options [37:50]. Amber and Candiace also discuss the unique healthcare challenges Black women face [40:37], advocating for yourself in medical settings and interracial relationships [43:44], the invaluable role of doulas during childbirth [47:34], and Candiace's labor and delivery experience [50:29]. The episode closes with reflections on balancing music and personal growth [53:34] and how motherhood has transformed her life, purpose, and identity [56:59]. Blending vulnerability, education, and empowerment, this episode offers an insightful guide for anyone navigating fertility, reproductive health, and the evolving journey of motherhood. Follow Amber Grimes on Instagram: @ambergrimes Follow Candiace Dillard Bassett: @therealcandiace Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
Jun 30 · 56m
In this episode of If You Knew Better, Amber Grimes sits down with award-winning producer and Collective Edge President Shayla Cowan for an insightful conversation about leadership, career evolution, and building a lasting legacy in entertainment. At (00:30), Shayla is introduced, followed by a look at how she and Amber first connected at (01:12). By 04:15, Shayla shares why she made the move from Los Angeles to New York, and at 06:18, she reflects on her 15-year journey in the industry. At (09:02), she breaks down her rise from executive assistant to manager, including a memorable “sunglasses interview” story at (14:03) that highlights her boldness and work ethic (17:00). The conversation continues with insights on leading as the boss (21:11), balancing comfort and creativity (23:48), and planning major career moves (25:33), all while navigating imposter syndrome (28:16). The episode also dives into the leadership skills that define successful executives, including setting boundaries and leading with empathy. Shayla shares how she manages stress through baking (30:10), self-talk and music (30:34), and offers strategies for handling difficult people (31:36), including her “24-hour rule” (34:50) and approach to disarming tense situations (36:57). She recounts powerful industry moments like the Pulled Up Agency story (38:47), explores the balance between ego and leadership (43:42), and walks through a high-pressure concert contract crunch (46:58). The conversation wraps with lessons on maintaining boundaries and off-hours (49:05), leaving your light on for opportunity (50:55), and putting actionable steps together (52:24), before closing with key takeaways and gratitude at (54:27). Through candid storytelling and practical advice, Shayla offers invaluable lessons on executive leadership, personal growth, resilience, and building influence without sacrificing authenticity. Follow Amber Grimes on Instagram: @ambergrimes Follow Shayla Cowman: @shayla_pc Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
Jun 23 · 54m
In this episode of If You Knew Better, Amber Grimes sits down with Justin Tranter for a candid conversation about career reinvention, creativity, and finding success on your own terms. Justin reflects on the journey from rock star to hit songwriter [00:00], sharing how understanding the balance between artistry and industry structure [11:20] ultimately led to a major career pivot [20:47]. Justin opens up about recognizing when change is necessary, embracing new opportunities, and discovering the joy of writing songs for other artists [25:52]. The conversation offers valuable insight into navigating the music business while remaining authentic, adaptable, and committed to personal growth. Amber and Justin also explore the realities of sustaining a creative career, discussing the songwriter's journey [27:51], setting meaningful and achievable goals [31:53], and the importance of self-awareness in identifying strengths and limitations [36:25]. Justin shares lessons on pivoting throughout different stages of life and career [39:49], challenges common misconceptions about fame and success [45:01], and explains why embracing both strengths and weaknesses is essential for long-term fulfillment [51:06]. Packed with wisdom for creatives, entrepreneurs, and anyone facing a crossroads, this episode is a masterclass in evolution, resilience, and trusting the path forward. Follow Amber Grimes on Instagram: @ambergrimes Follow Justin Tranter: @tranterjustin Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
Jun 16 · 55m
In this episode of If You Knew Better, Amber Grimes sits down with Eric Bellinger for a powerful conversation about emotional safety, vulnerability, and the foundations of healthy relationships. Eric reflects on how grief shaped his emotional journey [03:04], the impact of family dynamics on the way he learned to express feelings [05:58], and the importance of setting relationship standards rooted in trust and communication [09:03] [11:54]. The discussion also explores masculinity and emotional openness [15:13], the role of compromise in long-term partnerships [17:59], and how growth and change can strengthen relationships over time [20:54]. The conversation deepens into the transformative power of vulnerability [24:02] [27:58], navigating emotional safety and trust [30:45], and how grief can become a catalyst for personal growth [32:56]. Eric shares how music became an outlet for expressing emotions [35:21], the role therapy played in his self-awareness journey [39:12], and how fatherhood reshaped his understanding of masculinity [41:29]. Through honest reflections on emotional awareness, reciprocity, and supporting loved ones [48:38] [50:05], Eric offers valuable insight into building stronger relationships, embracing vulnerability, and celebrating fatherhood through both life and music [51:28]. Follow Amber Grimes on Instagram: @ambergrimes Follow Eric Bellinger: @ericbellinger Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
Jun 9 · 38m
In this deeply personal episode of If You Knew Better, Amber Grimes reflects on the life lessons hidden within her tattoos, using each piece of ink as a marker of growth, grief, love, and self-discovery. From navigating the weight of loss and the emotions that inspired early tattoo decisions [02:54] to lessons learned from impulsive choices in relationships [05:50], Amber explores how significant moments have shaped her perspective over time. She also discusses the illusion of covering up pain rather than addressing it [09:09], the meaning behind friendship tattoos and evolving relationships [11:58], and the temporary nature of trends and external validation [14:53]. The conversation expands into the role boredom can play in poor decision-making [18:12], the story behind her final tattoo and the wisdom passed down from her parents [21:09], and the importance of embracing mistakes as part of the human experience [24:01]. Through vulnerability, humor, and self-reflection, Amber shares valuable insights on personal growth, self-awareness, and the lessons that come from living, learning, and trusting the journey. This episode serves as a reminder that every scar, story, and mistake can become a meaningful part of who we are. Follow Amber Grimes on Instagram: @ambergrimes Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
Jun 2 · 1h 1m
In this episode of If You Knew Better, Amber Grimes sits down with Raven B. Varona for an honest conversation about self-discovery, healing, and navigating the transition from your 20s into your 30s. Together, they reflect on embracing change and personal evolution [00:00], the lessons, regrets, and realizations that shape adulthood [02:56], and the importance of asking deeper questions about purpose and fulfillment [05:48]. The discussion explores relationships and expectations [09:06], finding your voice and trusting yourself [14:50], and how loss can become a catalyst for growth and transformation [18:05]. They also highlight the value of community [21:00] and the need to redefine success and self-worth beyond external validation [23:49]. The conversation expands into purpose, creativity, and the lifelong journey of becoming your most authentic self. Raven opens up about finding meaning amid chaos [31:32], evolving her sense of purpose through self-discovery [34:07], and recognizing patterns of co-dependency while learning to make decisions with confidence [38:19]. She also discusses the role of therapy and self-reflection [40:41], the power of play and creativity in adulthood [43:14], and the importance of managing inner dialogue and self-talk [51:51]. Through vulnerability and insight, this episode offers a powerful perspective on personal growth, emotional wellness, and creating a life that aligns with who you truly are. Follow Amber Grimes on Instagram: @ambergrimes Follow Ravie B: @ravieb Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite BooksSee omnystudio.com/listener for privacy information.
May 26 · 1h 3m
In this episode of If You Knew Better, Amber Grimes sits down with Dr. Siri Sat Nam Singh for a powerful conversation about therapy, emotional healing, and personal transformation. Together, they unpack the purpose of therapy [00:00], the journey of finding the right therapist [03:06], and the idea that therapy can evolve or even come to an end as growth occurs [06:02]. Dr. Siri also explores the importance of empathy and authentic connection within the therapeutic process [08:51], while discussing emotional growth through reframing perspectives [11:48], balancing the heart and mind [14:55], and understanding gender dynamics in healing spaces [18:12]. The conversation expands into intuition, relationships, and emotional expression, highlighting the balance between masculine and feminine energies [31:36] [35:01] and the importance of communication and vulnerability in healthy connections [39:50] [43:39] [48:58]. Dr. Siri also reflects on navigating personal change and growth [55:01] while addressing the future of therapy in an increasingly technology-driven world [01:01:00]. Blending mental health insight with spiritual wisdom, this episode offers a thoughtful guide for anyone seeking deeper healing, stronger relationships, and a more intentional connection to themselves. Follow Amber Grimes on Instagram: @ambergrimes Follow Dr. Siri: @drsirinow Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite Books See omnystudio.com/listener for privacy information.
May 23 · 57m
The Black Effect Presents... If You Knew Better with Amber Grimes! In this episode of If You Knew Better, Amber Grimes sits down with Jason Lee, founder of Hollywood Unlocked, for an honest conversation about personal growth, accountability, and evolving beyond public perception. Jason reflects on his journey from controversy to clarity, discussing the impact of reality TV on identity [09:09], the challenges of navigating public criticism [05:47], and how strategic chaos helped shape his business success [11:47]. He also opens up about ownership, influence, and authenticity [15:03] [17:57], while sharing insights on therapy, sobriety, and learning to regain control over his personal life [20:49]. The conversation deepens into responsibility, faith, and the importance of using influence with intention. Jason discusses relationships, accountability, and the illusion of control [29:09] [33:47], while emphasizing how resilience, purposeful partnerships, and self-awareness have transformed his outlook [37:36] [45:44]. From building a media empire to inspiring the next generation [50:00], this episode explores the balance between ambition and healing, offering a powerful perspective on growth, redemption, and becoming more intentional in both business and life. Follow Amber Grimes on Instagram: @ambergrimes Follow Jason Lee: @theonlyjasonlee @hollywoodunlocked Get Amber's Newsletter on Substack Watch This Episode on Youtube Thursday at 6pm ET Follow Amber's Book Club Get Amber's Book Club Merch Read Amber's Favorite Books See omnystudio.com/listener for privacy information.