Home Podcasts Learned the Hard Way with Kier Gaines
Learned the Hard Way with Kier Gaines

Learned the Hard Way with Kier Gaines

iHeartPodcasts 10 Episodes Sep 17, 2026

Licensed therapist Kier Gaines draws on over a decade of experience to explore what it means to be a man today. The podcast covers topics like pressure, innovation, grief, joy, grind, and opportunities to thrive, offering honest stories and actionable tips. It provides a space for listeners to level up, heal, and grow on their own terms.

Episodes

EP 25: What If Success Isn’t the Finish Line? ft. Will Packer
EP 25: What If Success Isn’t the Finish Line? ft. Will Packer Sep 17, 2026 5353 What happens when you finally get the thing you’ve been working for and realize the hard part isn’t over? For a lot of men, success can feel like a finish line. We imagine that once we get the opportunity, the money, the title, or the recognition, the uncertainty will disappear. But what if success doesn’t mean you’ve made it? What if it just means you’ve entered a ne
EP 24: Are You Asking Your Partner to Be Your Peace?
EP 24: Are You Asking Your Partner to Be Your Peace? Sep 10, 2026 3587 Are you expecting your partner to be responsible for your peace? We hear “I just want someone who brings me peace” all the time. But what does that actually mean? Does it mean never arguing? Never being challenged? Never having to deal with difficult emotions? Or does it mean feeling safe enough to be honest, vulnerable, and imperfect without worrying that everything you say will be us
EP 23: Your Job Is Not Your Identity ft. Jason Rosario
EP 23: Your Job Is Not Your Identity ft. Jason Rosario Sep 3, 2026 4574 What happens when the thing you’ve always used to measure your value starts disappearing? For a lot of men, work has never just been work. It’s how we provide. How we prove ourselves. How we measure success. And sometimes, whether we admit it or not, it becomes a big part of how we decide whether we matter. But in a world where AI is changing industries, jobs feel less secure, and ever
EP 22: Who Told You You’re Behind?
EP 22: Who Told You You’re Behind? Aug 27, 2026 3610 It’s hard to appreciate your own life when you’re constantly measuring it against somebody else’s. Their career is moving faster. They bought the house. They got married. Their business is growing. Their family looks perfect. And thanks to social media, somebody else’s wins are always close enough to make you question whether you’re falling behind. In this episode, Ki
EP 21: I Love My Kids… But I Don’t Love Being a Parent
EP 21: I Love My Kids… But I Don’t Love Being a Parent Aug 20, 2026 3027 You can love your kids with everything in you and still not love being a parent all the time. The pickups. The drop-offs. The schedules. The sleepless nights. The endless questions. The responsibility of being needed every single day. Parenthood can be one of the most meaningful parts of your life while also being exhausting, overwhelming, and completely different from what you imagined. In this e
EP 20: Why Men Are Afraid to Say “I Don’t Know” ft. Dr. Dakotah Tyler
EP 20: Why Men Are Afraid to Say “I Don’t Know” ft. Dr. Dakotah Tyler Aug 13, 2026 5068 What if the smartest thing you could say is, “I don’t know”? In this episode of Learned the Hard Way, Kier Gaines sits down with astrophysicist and former Division I football player Dr. Dakotah Tyler (Dr. Star Kid) for a conversation about curiosity, masculinity, identity, and what happens when the life you planned suddenly disappears. Dakotah spent most of his life bel
EP 19: You Can't Fix People You Love
EP 19: You Can't Fix People You Love Aug 6, 2026 3614 Sometimes the people we love are carrying more than we can see. A new baby. A growing career. Depression. Anxiety. Burnout. The pressure of leadership. The weight of trying to hold a family together. When someone you love is struggling, your first instinct is usually to fix it but what if that's not actually what they need? In this mailbag episode, Kier responds to questions from listeners navigat
EP 18: Money Won't Make You Feel Safe ft  Tiffany Aliche (The Budgetnista)
EP 18: Money Won't Make You Feel Safe ft Tiffany Aliche (The Budgetnista) Jul 30, 2026 4809 Money isn't just something we earn, spend, or save. It's something we feel. For a lot of us especially men money quietly becomes the measure of our safety, our confidence, and sometimes even our identity. A healthy bank account can make us feel secure. An unexpected expense can make us question our worth. But what if the real issue isn't the balance in your account...it's the story you've attached
EP 17: Don't Trade Peace for Pleasure ft. KevOnStage
EP 17: Don't Trade Peace for Pleasure ft. KevOnStage Jul 23, 2026 5369 Everybody talks about cheating like it's a morality issue.This conversation asks a different question: What are you actually risking... and what are you really chasing? In this episode of (L)Earned The Hard Way, Kier Gaines sits down with comedian, entrepreneur, and husband KevOnStage for one of the most honest conversations you'll hear about fidelity, commitment, masculinity, and what i
EP 16: The Performance Tax: The Price Black People Pay to Succeed (Ft. Savon & Antoinette from the Can’t Afford Therapy Podcast)
EP 16: The Performance Tax: The Price Black People Pay to Succeed (Ft. Savon & Antoinette from the Can’t Afford Therapy Podcast) Jul 16, 2026 5690 Some rooms don't just ask you to show up.They ask you to perform. To soften your voice. To shrink your personality. To make yourself "easier" to digest. To become a version of yourself that feels acceptable even if it doesn't feel authentic. For Black professionals, that performance often becomes second nature. We call it being professional. We call it code-switching. We call it reading the room.
EP 15: You Can Be a Good Person... and Still Be a Bad Partner
EP 15: You Can Be a Good Person... and Still Be a Bad Partner Jul 9, 2026 3329 Being a good person doesn't automatically make you a good partner. In this episode of (L)Earned The Hard Way, Kier Gaines unpacks one of the biggest misconceptions about relationships: character and relationship skills are not the same thing. You can be kind, loyal, funny, and deeply loved by the people around you and still consistently struggle in romantic relationships. Kier explores the differe
EP 14: Imposter Syndrome Is Lying to You Ft. Jess Hilarious
EP 14: Imposter Syndrome Is Lying to You Ft. Jess Hilarious Jul 2, 2026 5371 How do you know the voice in your head is lying to you? In this episode, Kier Gaines sits down with comedian, media personality, Jess Hilarious, for an honest conversation about imposter syndrome, self-doubt, and what it really means to earn your place in the room. What starts as a conversation about confidence quickly becomes something much deeper. Kier explores the idea that imposter syndrome is

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