Cover of Learned the Hard Way with Kier Gaines

Learned the Hard Way with Kier Gaines

Learned the Hard Way with Kier Gaines

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No fluff. No judgment. Just real talk. Licensed therapist Kier Gaines brings over a decade of insight to break down what it really means to be a man today the pressure, the innovation, the grief, the joy, the grind, and the opportunities to thrive. With honest stories, actionable tips, and unfiltered insights, this is the space to level up, heal, and grow. On your terms.


Edited and produced by Idea to Launch Productions

2026 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia
Hygiene & Healthy Living Psychology Psychology & Mental Health Relationships Social Sciences
Episodes
  • EP 31: Who Taught Us That? Men, Boys & Consent ft. Jamyle Cannon
    29 Oct 2026

    Let's have a conversation that a lot of men would rather avoid.

    What does consent really mean? Why do so many men get defensive when women share their experiences with sexual violence? And why does it sometimes take something happening to our mothers, sisters, or daughters before we recognize just how serious the problem is?

    This week on (L)earned The Hard Way, Kier sits down with community advocate, father, and founder of The Bloc Chicago, Jamyle Cannon, for an honest, uncomfortable, and necessary conversation about consent, masculinity, sexual violence, and the responsibility men have to one another.

    From the lessons boys learn about sex before they're old enough to understand it, to the ways we normalize harmful behavior in our communities, Kier and Jamyle unpack how our earliest experiences shape the men we become.

    They also get personal, reflecting on childhood trauma, the men who modeled masculinity for them, and why learning to recognize and respect our own emotions is essential to respecting someone else's boundaries.

    Because here's the thing: You don't have to be the person causing harm to have a responsibility to speak up when you see it.

    This isn't about blaming every man for the actions of a few. It's about challenging the silence, questioning what we've been taught, and understanding that being a better man sometimes means having a conversation that makes everybody in the room uncomfortable.

    And maybe that's where the real work begins.

    In this episode, we get into:

    • Why conversations about sexual violence often turn into men defending themselves instead of listening to survivors.

    • How boys are taught to suppress emotions and what that means for empathy, boundaries, and accountability.

    • The difference between understanding someone's trauma and excusing harmful behavior.

    • What enthusiastic consent actually looks like and why it can be withdrawn at any time.

    • How grooming, coercion, and victim-blaming become normalized in communities.

    • The importance of positive male role models and creating safe spaces for young people.

    • Why calling out harmful behavior among friends can be uncomfortable but necessary.

    • Why protecting women shouldn't require imagining them as someone's mother, sister, or daughter.

    The takeaway?

    Being a good man isn't just about what you wouldn't do. Sometimes it's about what you're willing to say, who you're willing to challenge, and what you're willing to change.

    So here's a question worth sitting with: Who taught you what it meant to be a man, and what did they get wrong?

    Tap in. Let's talk about it.

    Content Advisory: This episode includes discussions of rape, sexual assault, grooming, childhood trauma, and violence. Please listen with care. If you or someone you know needs support, contact the National Sexual Assault Hotline at 800-656-HOPE (4673) or visit RAINN.org.

    Connect with Jamyle Cannon:
    Follow Jamyle on social media and learn more about his youth development work with The Bloc Chicago.

    Connect With Us

    🌐 Website:
    Learned The Hard Way Podcast

    🎙️ Leave a Voice Note:
    Drop Kier a message directly on the site

    📧 Email:
    learnedthehardwaypod@gmail.com

    📱 Follow the Show:
    Instagram – Learned The Hard Way Pod

    👤 Follow Kier:
    Instagram – Kier Gaines

    📚 Get Kier’s first book, It All Starts When You Do, available wherever books are sold.

    Tap in: Share your thoughts, leave a review, or send this episode to someone who needs the reminder that struggling doesn’t mean you’re failing—and sometimes the next step is simply being willing to try something different.

    Produced & Edited by Idea to Launch Productions

    See omnystudio.com/listener for privacy information.

    Show more Show less
    1 hr and 17 min
  • EP 30: Is the Internet Keeping You Angry?
    22 Oct 2026

    This week on (L)earned The Hard Way, Kier Gaines is getting into the business of online outrage, rage bait, and the way social media can quietly shape how we see ourselves, our relationships, and the people around us.From hate-watching content we can't stand to arguing with complete strangers in comment sections, Kier explores why anger can feel so satisfying, how our algorithms keep feeding us more of it, and what happens when we start bringing that same resentment into our real lives.

    Because here's the thing: Your anger might be justified, but is everything you're giving your energy to actually worth it? Kier also gets personal about the content he's had to stop consuming, the importance of questioning our own perspectives, and why sometimes the healthiest response is simply allowing somebody to be wrong about you.Plus, a listener's voice message sparks an unexpected conversation about aging, perspective, and learning to appreciate the stage of life you're in.

    This episode isn't about pretending everything is fine or telling people they don't have a right to be angry. It's about recognizing when that anger is serving a purpose and when it's taking more from you than it's giving.Because at the end of the day, you can spend your energy fighting everybody on the internet, or you can use that same energy to build a life you actually enjoy.

    In This Episode, We Get Into:

    • Why outrage and negativity dominate our social media feeds
    • The difference between justified anger and constantly living in a state of rage
    • Hate-watching, rage bait, and why we keep consuming content that makes us miserable
    • How confirmation bias reinforces what we already believe
    • The danger of bringing online resentment into real-life relationships
    • What anger can cost us emotionally, physically, professionally, and socially
    • Learning when to disengage instead of defending yourself to strangers
    • Why getting older doesn't mean you've stopped growing

    Connect With Us

    🌐 Website:
    Learned The Hard Way Podcast

    🎙️ Leave a Voice Note:
    Drop Kier a message directly on the site

    📧 Email:
    learnedthehardwaypod@gmail.com

    📱 Follow the Show:
    Instagram – Learned The Hard Way Pod

    👤 Follow Kier:
    Instagram – Kier Gaines

    📚 Get Kier’s first book, It All Starts When You Do, available wherever books are sold.

    Tap in: Share your thoughts, leave a review, or send this episode to someone who needs the reminder that struggling doesn’t mean you’re failing—and sometimes the next step is simply being willing to try something different.

    Produced & Edited by Idea to Launch Productions

    See omnystudio.com/listener for privacy information.

    Show more Show less
    44 min
  • EP 29: Are You Parenting Your Kids or Your Childhood? ft Dr. Becky Kennedy
    15 Oct 2026

    What if the hardest part of parenting isn't raising your kids, but confronting the parts of yourself you haven't healed?

    Parenting doesn't come with a manual, and even when you think you've figured it out, your kids have a way of reminding you just how much you still have to learn.

    This week on Learned The Hard Way, Kier Gaines sits down with clinical psychologist, bestselling author, and founder of Good Inside, Dr. Becky Kennedy, for an honest conversation about parenting, childhood trauma, emotional regulation, and the experiences that shape who we become.

    Together, they unpack why our children's behavior can trigger unresolved feelings from our own childhoods, the difference between discipline and punishment, and why being a good parent doesn't mean getting everything right. Dr. Becky challenges traditional parenting philosophies while explaining how to set firm boundaries without dismissing a child's emotions.

    But this conversation goes beyond raising children. Kier and Dr. Becky explore how childhood experiences follow us into adulthood, why vulnerability can feel dangerous, and how the very behaviors that once protected us can eventually keep us from building meaningful connections.

    They also tackle the growing conversation around parent-child estrangement, what it means to repair relationships, and why understanding someone's perspective doesn't necessarily mean agreeing with them.

    Whether you're raising children, navigating a complicated relationship with your parents, or simply trying to understand yourself better, this episode is a reminder that growth isn't about perfection. It's about curiosity, accountability, and having the courage to do things differently.

    In this episode, we explore:

    • Why parenting can bring unresolved childhood experiences to the surface.

    • The difference between punishment, discipline, and sturdy parenting.

    • How childhood trauma can influence vulnerability and adult relationships.

    • Why children deserve a voice, even when they don't get a vote.

    • How to build confidence in children without dismissing their insecurities.

    • The importance of listening instead of immediately trying to fix someone's feelings.

    • Parent-child estrangement, emotional boundaries, and the possibility of repairing relationships.

    Connect with Dr. Becky Kennedy: Visit GoodInside.com and follow @drbeckyatgoodinside.

    Connect With Us

    🌐 Website:
    Learned The Hard Way Podcast

    🎙️ Leave a Voice Note:
    Drop Kier a message directly on the site

    📧 Email:
    learnedthehardwaypod@gmail.com

    📱 Follow the Show:
    Instagram – Learned The Hard Way Pod

    👤 Follow Kier:
    Instagram – Kier Gaines

    📚 Get Kier’s first book, It All Starts When You Do, available wherever books are sold.

    Tap in: Share your thoughts, leave a review, or send this episode to someone who needs the reminder that struggling doesn’t mean you’re failing—and sometimes the next step is simply being willing to try something different.

    Produced & Edited by Idea to Launch Productions

    See omnystudio.com/listener for privacy information.

    Show more Show less
    1 hr and 9 min
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