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By iHeartPodcasts
No fluff. No judgment. Just real talk. Licensed therapist Kier Gaines brings over a decade of insight to break down wha
... moreThe podcast currently has 28 episodes available.
The most played episodes among Podcast App listeners.

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, Kier gets honest about comparison, social media, and the pressure to keep up with timelines that may have never belonged to us in the first place. He breaks down how comparison can turn someone else’s success into evidence of our own shortcomings—even when we don’t know the full story behind what we’re seeing. Kier also challenges the idea that comparison automatically means jealousy. Sometimes you can genuinely be happy for someone else while their success forces you to evaluate your own life: “I’m happy for you, but I’m sad for me.” The problem isn’t always having the thought; it’s what we allow that thought to make us believe about ourselves. Drawing from his own career, therapy work, and experiences as a creator, Kier explores why somebody else’s success may come with sacrifices you can’t see—and may not even want. Instead of borrowing someone else’s definition of success, he encourages us to get clear about what actually matters to us and decide which race is ours to run. If you’ve ever looked around and wondered why you’re not further ahead, this episode is a reminder that somebody else’s timeline is not proof that you’re behind. Your story gets to unfold on its own time. In This Episode Why comparison feels so convincing How social media turns someone else’s highlight reel into your measuring stick The cycle of noticing differences, taking inventory, and fixating on what you lack Why comparison isn’t always rooted in jealousy How to hold two truths: “I’m happy for you, but I’m sad for me” Why arbitrary timelines make normal detours feel like failures The difference between someone’s perceived success and their actual reality Why your instincts about other people’s lives can be completely wrong How Kier learned to compare in ways that strengthen his confidence instead of destroying it Why someone else’s success may require sacrifices you’re not willing to make How to stop borrowing other people’s definitions of success The questions that help you define what a good life actually looks like for you Key Takeaways Someone else winning doesn’t mean you’re losing. Their success and your progress are two separate things. Social media gives you milestones without context. You rarely know what something cost someone to achieve or maintain. Comparison becomes dangerous when you use the gap between you and someone else as evidence that something is wrong with you. You can admire what someone has without actually wanting the life required to maintain it. The clearer you are about what matters to you, the less tempting it becomes to measure your life against somebody else’s. Confidence isn’t built by winning someone else’s race. It starts with knowing which race is actually yours. Instead of asking, “Why am I so far behind?” ask, “Who told me I was supposed to be there by now?” Connect With Us 🌐 Website: Learned The Hard Way Podcast 🎙️ Leave a Voice Note: Drop Kier a message directly on the site 📧 Email: [email protected] 📱 Follow the Show: Instagram – Learned The Hard Way Pod 👤 Follow Kier: Instagram – Kier Gaines 📚 Pre-order 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 they’re not behind—they’re living their own timeline. Produced & Edited by Idea to Launch Productions See omnystudio.com/listener for privacy information.

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 navigating some of life's heaviest moments. From supporting a spouse through postpartum depression and decision fatigue to searching for mentorship as a Black man without a roadmap, these conversations explore what it means to show up for the people you love without losing yourself in the process. Kier explains why leadership isn't always the answer, why support looks different than taking over, and why healing can't be forced even when your intentions are good. He also shares practical ways partners can encourage therapy, create emotional safety, and build relationships that prioritize the health of the family instead of winning individual battles. If you've ever wondered whether you're doing enough for someone you love or whether you're carrying too much this episode offers a different way to think about support. In This Episode Why leadership and support are not the same thing Decision fatigue, postpartum depression, and relationship overwhelm How to help your partner without trying to rescue them The biggest mistake people make when supporting someone with depression Why gratification isn't selfish—it's information What healthy relationship check-ins should actually sound like How men can find guidance when they don't have mentors Why therapy can become the mentorship many men never received Supporting a partner who refuses therapy The difference between noticing and diagnosing Why people only change when they're ready Building relationships that protect the collective instead of individual egos Key Takeaways Support is about reducing someone's burden—not carrying their entire life. Leadership without understanding often creates more pressure instead of more peace. You can't force someone to heal, but you can create an environment where healing feels safe. Mentorship doesn't always come from one person—sometimes life, community, and therapy become your greatest teachers. The healthiest relationships aren't built around being right. They're built around protecting the relationship itself. Connect With Us 🌐 Website: Learned The Hard Way Podcast 🎙️ Leave a Voice Note: Drop Kier a message directly on the site 📧 Email: [email protected] 📱 Follow the Show: Instagram – Learned The Hard Way Pod 👤 Follow Kier: Instagram – Kier Gaines Tap in: Share your thoughts, leave a review, or send this episode to someone trying to figure out who they are beyond survival mode. Produced & Edited by Idea to Launch Productions See omnystudio.com/listener for privacy information.

How do you know when you’re becoming yourself… instead of just surviving? In this episode, Kier Gaines sits down with media personality, comedian, and podcast host Dustin Ross for one of the most layered conversations the show has had yet. What starts as a discussion about career pivots and reinvention quickly turns into something deeper: masculinity, authenticity, identity, external validation, Black manhood, therapy, purpose, and the emotional cost of pretending to have it all figured out. Kier opens the episode reflecting on how many men lose their “whimsy” as they age how survival, responsibility, and performance slowly replace curiosity, joy, imagination, and emotional freedom. Dustin responds with his own story: leaving a stable career in labor relations, moving to New York with no clear roadmap, and building a life rooted in creativity, honesty, and self-trust. Together, they unpack the pressure men feel to always appear certain, productive, and emotionally controlled… even when internally they feel lost, exhausted, disconnected, or afraid.The conversation also moves into deeper territory around identity, family, religion, acceptance, emotional survival, and what it means to move through the world carrying both resilience and vulnerability at the same time. This episode isn’t just about changing careers.It’s about what happens when you stop building your life around who you were taught to be… and start becoming who you actually are. In This Episode: Why so many men lose their sense of wonder and emotional freedom The pressure men feel to always “have it together” Why survival mode can disconnect people from themselves Dustin Ross’ journey from labor unions to podcasting and comedy The emotional reality of pivoting careers later in life Why authenticity creates deeper connection than perfection External validation vs. internal self-worth How Black men are conditioned to suppress uncertainty and vulnerability Why therapy matters when rebuilding identity Why empathy changes the way people see one another The difference between performing confidence and actually feeling secure What it means to “pivot back” to yourself when life gets hard How comedy can expose truth people normally avoid Key Quotes: “The real pivot is what you return to when life gets hard.” “You can’t build your self-worth on applause.” The Challenge: Pivot Back to Yourself For the next 7 days: Pay attention to how often you perform certainty instead of expressing honesty Ask yourself what parts of your identity were built for survival versus fulfillment Notice where you seek validation externally instead of building confidence internally Reflect on whether your current life actually feels aligned or just familiar Try one thing that reconnects you to curiosity, creativity, joy, or wonder Be honest about what no longer feels true for you You don’t have to become somebody entirely new. Sometimes healing looks like returning to yourself. Connect With Us 🌐 Website: Learned The Hard Way Podcast 🎙️ Leave a Voice Note: Drop Kier a message directly on the site 📧 Email: [email protected] 📱 Follow the Show: Instagram – Learned The Hard Way Pod 👤 Follow Kier: Instagram – Kier Gaines 👤 Follow Dustin: Instagram – Dustin Ross Tap in: Share your thoughts, leave a review, or send this episode to someone trying to figure out who they are beyond survival mode. Produced & Edited by Idea to Launch Productions See omnystudio.com/listener for privacy information.

How do you know you’re struggling… when your life still looks “fine” from the outside? In this episode, Kier Gaines opens up about being clinically diagnosed with depression while still showing up every day as a husband, father, therapist, provider, and public figure. After revealing his diagnosis during a keynote speech in front of hundreds of people, one response kept following him afterward: “Honestly… I never would’ve known.” And that right there is the conversation. Kier breaks down what functional depression actually looks like—when the version of yourself people experience externally doesn’t match what’s happening internally. From emotional numbness and exhaustion to irritability, burnout, disconnection, and quiet hopelessness, he unpacks how depression often hides behind productivity, responsibility, humor, success, and routine. He also explores why so many Black men struggle to recognize depression in themselves at all. Because culturally, many men were taught to survive, provide, and push through… not pause long enough to ask themselves how they actually feel. This episode goes beyond surface-level conversations about mental health and gets honest about the emotional cost of constantly performing wellness while silently struggling underneath it. Because depression doesn’t always look like falling apart. Sometimes it looks like functioning. In this episode: What “functional depression” actually means Why outward success can hide internal suffering The difference between being happy with your life vs. happy in your life Common signs of depression in men that often go unnoticed Emotional incongruence and performing wellness Why burnout, irritability, and numbness can be symptoms—not personality traits The pressure Black men feel to always appear strong How men use work, distractions, and productivity to avoid emotional pain The difference between treating symptoms vs. addressing the root Practical ways to reconnect with yourself emotionally Why therapy, hobbies, movement, and community matter more than most men realize Key Quote: “My presentation didn’t match my experience… and that’s exactly how functional depression works.” The Challenge: Check In Beyond “I’m Good” For the next 7 days: Pause before giving the automatic “I’m straight” response Ask yourself how your life actually feels, not just how it looks Notice where you feel emotionally disconnected, exhausted, or numb Pay attention to the habits helping you cope versus the ones helping you heal Try one small thing that reconnects you to yourself—walking, journaling, calling a friend, sitting in silence, going outside Tiny adjustments matter more than dramatic overhauls. Connect With Us 🌐 Website: Learned The Hard Way Podcast 🎙️ Leave a Voice Note: Drop Kier a message directly on the site 📧 Email: [email protected] 📱 Follow the Show: Instagram - Learned The Hard Way Pod 👤 Follow Kier: Instagram - Kier Gaines Tap in: Share your thoughts, leave a review, or send this episode to somebody who’s been “holding it together” a little too well. Produced & Edited by Idea to Launch Productions See omnystudio.com/listener for privacy information.

What do you do when you’re doing everything you’re supposed to do and it still isn’t working? Therapy. Medication. Meditation. Journaling. Working out. Building community. Asking for help. Sometimes we’re told that if we just do the “right” things long enough, eventually we’ll feel better. But what happens when you’re doing all of those things and you’re still struggling? In this episode, Kier Gaines takes on a series of listener questions that get into some of the hardest parts of being human: mental health, relationships, rebuilding after incarceration, family boundaries, and the uncomfortable reality of realizing that the life you’re building may not look the way you thought it would. Kier starts with a listener who has spent years in therapy, tried multiple approaches, built community, and continues to struggle with suicidal thoughts. Rather than treating that struggle as evidence of failure, Kier asks a different question: What if the fact that you’re still here is part of the progress? The conversation explores why healing isn’t always about making difficult thoughts or feelings disappear. Sometimes progress looks like learning how to recognize what’s happening, knowing when to reach for support, and being willing to try a different approach when the one you’ve been using isn’t working anymore. Kier also responds to a man trying to rebuild his relationship after spending time incarcerated. He wants to know what he can do to fix things, but his partner doesn’t have a clear answer for what she needs. Kier breaks down why “I don’t know” can actually be an honest answer, why both people can be struggling at the same time, and how guilt can make us rush toward solutions before we’ve actually dealt with the emotions underneath them. Because sometimes you’re so focused on explaining why you’re hurting that you stop being curious about what the other person has been carrying. The episode also tackles what happens when a parent moves into or near your household. Kier talks about the boundaries couples need to establish before the toothbrush is already in the bathroom and everyone is trying to figure out who gets a say. From parenting and decision-making to privacy and marriage, the conversation asks a bigger question: Who gets access to what? ⚠️ Content Warning This episode includes a conversation about suicide, suicidal thoughts, and mental health struggles. Please use discretion while listening if these topics may be difficult or triggering for you. If you or someone you know is struggling, support is available: 988 Suicide & Crisis Lifeline Call or text 988 for free, confidential, 24/7 crisis support. Crisis Text Line Text HOME to 741741 to connect with a trained Crisis Counselor. SAMHSA National Helpline Call 1-800-662-4357 (HELP) for free, confidential, 24/7 treatment referral and information for mental health and substance use concerns. FindTreatment.gov Find mental health and substance use treatment facilities and resources in your area. NAMI HelpLine Call 1-800-950-6264 or text NAMI to 62640 for mental health information and support. Mental Health America Visit mhanational.org for mental health information, screening tools, and resources for finding support. For Veterans, Service Members, and Their Loved Ones: Call 988 and press 1, or text 838255 to reach the Veterans Crisis Line. If you or someone you know is in immediate danger, call 911 or go to the nearest emergency department. In This Episode What to do when everything you’ve been trying still doesn’t seem to work Why struggling doesn’t automatically mean you’re failing The difference between feeling like a failure and being a failure Why progress isn’t always about making difficult feelings disappear Knowing when it might be time to try a different approach The importance of continuity in mental health care What rebuilding a relationship can look like after incarceration Why “I don’t know” can be a legitimate answer How guilt can turn relationships into problem-solving exercises Why asking “When did you first start feeling this way?” can be more productive than asking “What do you need me to do?” How survival mode can make us hyper-focused on explaining ourselves Why curiosity about your partner matters, even when you’re struggling too Preparing your marriage before a parent moves into your household The conversations couples need to have about parenting, decision-making, privacy, and boundaries Why boundaries aren’t always walls—they can be doors How to recognize when a family arrangement isn’t working before things become unmanageable What happens when success turns the thing you love into a business The pressure of visibility, expectations, and becoming a public figure Why the grind doesn’t always mean you’re living the life you actually want Sometimes the thing you’ve been doing isn’t working anymore. That doesn’t necessarily mean you’re broken. It might mean you need a different approach. A different conversation. A different boundary. A different way of looking at the problem. And sometimes, it might mean admitting that the person you’re becoming needs something different than the person you used to be. You don’t have to have all the answers. You just have to be willing to stay curious enough to find the next one. Connect With Us 🌐 Website: Learned The Hard Way Podcast 🎙️ Leave a Voice Note: Drop Kier a message directly on the site 📧 Email: [email protected] 📱 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.
The podcast currently has 28 episodes available.