The Challenger Podcast

Dave Glaser
  • 4.8 (52)
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  • UPDATED BIWEEKLY

The Challenger Podcast helps you show up authentically and navigate modern dating where texting, social media and dating apps have become the way people connect and communicate. Each week, I interview dating experts and real life daters is to share what authentic dating can look like for you in these modern times. New episodes and live recordings every other week to find your ideal relationship through the Enneagram, attachment theory and core energy dynamics. Subscribe and leave a rating and review today so that you never miss an episode and connect with me on Tiktok @dave.glaser for a candid look at modern dating.

  1. SEP 29 · VIDEO

    The Good, the Bad & the Ugly of the Type 2 in Relationship

    In this episode of the Challenger podcast, we will explore the complexities of Enneagram Type 2, known as the Helper. We discuss the positive traits of Type 2s, such as their warmth, generosity, and ability to empathize with others. However, he also delves into the challenges they face, including over-giving, hidden expectations, and the potential for manipulation when their needs are neglected. The conversation emphasizes the importance of self-care and setting boundaries for Type 2s to foster healthier relationships and personal growth. Takeaways Type 2s are known for their generosity, empathy, and big hearts. They bring warmth and care into every relationship. Type 2s can be over-giving and neglect their own needs. They may have unspoken expectations for appreciation in return. A partner who is a Type 2 may keep score of their giving. At their worst, Type 2s can become manipulative or controlling. Their need to feel indispensable can lead to clinginess or jealousy. Self-care is crucial for Type 2s to avoid emotional burnout. Healthy boundaries help Type 2s express their needs directly. A healthy Type 2 shows up as generous and loving without needing anything in return Chapters 00:00 Introduction to Enneagram Type 2 00:14 The Good: Generosity and Empathy of Type 2s 01:23 The Bad: Hidden Strings and Over-Giving 02:49 The Ugly: Manipulation and Emotional Burnout 04:35 Conflict in Relationships: Type 2 and Type 8 Dynamics 06:01 Path to Growth: Self-Love and Healthy Boundaries

    7 min

  2. SEP 15

    The Good, The Bad & The Ugly of a Type 1 in Relationship

    In this episode of The Challenger Podcast, Dave dives deep into the Enneagram Type 1 — also known as The Reformer or The Perfectionist. We explore how Type 1s show up in life and especially in relationships through the lens of the good, the bad, and the ugly. ✨ The Good: Integrity, responsibility, and being a dependable partner. 😬 The Bad: High standards, self-criticism, and nitpicking tendencies. 😈 The Ugly: Harsh judgment, control, and emotional rigidity that can damage connection. You’ll also hear practical insights on what helps Type 1s move toward growth: self-compassion, flexibility, and celebrating progress instead of chasing perfection. Whether you’re a Type 1 yourself, in a relationship with one, or just curious about how this personality type shapes connection, this episode offers powerful takeaways. 🔑 What You’ll Learn in This Episode: How Type 1s bring integrity and stability into relationships Why their inner critic can create tension with partners The shadow side of perfectionism in love and intimacy How grace and play can transform their relationships 📌 Resources & Next Steps Subscribe to The Challenger Podcast for more Enneagram insights. Share this episode with someone who loves personality growth. Leave a review on Apple Podcasts or Spotify — it helps us reach more listeners! Follow Dave Glaser: Instagram: @coachdaveglaser TikTok: @dave.glaser

    7 min

  3. AUG 18

    The Good, The Bad & The Ugly of a Type 9 in Relationship

    The Enneagram 9, often called The Peacemaker, is known for their calm, grounded, and accepting nature. But what does this really look like in a relationship — when it’s healthy, when it’s struggling, and when it turns downright messy? In this episode, we dive deep into the good, the bad, and the ugly sides of the Enneagram 9 in relationships. You’ll discover: The gifts a 9 brings into love — peace, empathy, and loyalty The struggles they face — indecision, conflict avoidance, and complacency The ugly shadow — passive-aggression, emotional withdrawal, and explosive anger when pushed too far If you or your partner identify as an Enneagram 9, this episode will help you understand how to nurture connection, navigate challenges, and avoid the traps that lead to disconnection. Whether you’re an Enneagram enthusiast, in a relationship with a 9, or exploring your own patterns, this conversation will give you practical insight into building healthier, more intentional love. Why Enneagram 9s bring calm and harmony into relationships The hidden dangers of conflict avoidance and self-erasure How numbing and passive-aggression can damage intimacy Practical growth paths for Peacemakers in love Subscribe to The Challenger Podcast for more Enneagram and relationship insights Share this episode with someone who loves the Enneagram as much as you do Follow along on social media for daily reflections and updates

    9 min

  4. AUG 11

    The Good, The Bad & The Ugly of a Type 8 in Relationship

    This episode explores how the Enneagram 8 shows up in relationships; the good, the bad and the ugly with real life examples from remodeling a bathroom to fostering a dog... all in the same week! As a follow up to last week's episode, host Dave Glaser invites The Challenger to look inward for answers and growth to enrich the relationships in your life. Don't know your type? Click 9types.com and take the Rheti version, screenshot your results and email them to me at riseup@fitlifechampions.com If you're like me, you've been overwhelmed with all the choices available to you on dating apps and the mixed signals that you receive over text that are hard to understand. A few years ago, I was in the same place so I sought out relationship experts and real life daters to help our audience understand how to navigate modern dating where texting, social media and dating apps are ways that people connect and communicate in the modern world. Join me each week in one of our small group classes to understand better how you can show up more authentically in your relationships and life. Click linktr.ee/fitlifechampions to sign up now! The Challenger Podcast takes a look at modern masculinity through the lens of The Enneagram, attachment theory and self-awareness.

    10 min

  5. JUL 28

    Why Putting Yourself First Makes You a Better Dad as an Enneagram 8

    As an Enneagram 8 father, you're wired for strength, protection, and relentless loyalty to your family. But what happens when that loyalty causes you to neglect your own needs? In this episode, we explore the powerful—but often invisible—pattern of the self-sacrificing 8 dad. You’ll discover why putting yourself last can actually make you less present and connected—and how shifting toward self-care, boundaries, health, and discipline can completely change the way you show up as a father. We’ll cover: The myth that strength means pushing through Why routines and exercise ground the 8’s intensity How healthy boundaries model emotional safety for your kids Practical self-care tools that sharpen your leadership at home This is your reminder: caring for yourself is not weakness—it’s the foundation of sustainable fatherhood. 👉 Take action: Pick one self-care habit to commit to this week. Your family will feel the difference. Don't know your type? Click 9types.com and take the Rheti version, screenshot your results and email them to me at riseup@fitlifechampions.com If you're like me, you've been overwhelmed with all the choices available to you on dating apps and the mixed signals that you receive over text that are hard to understand. A few years ago, I was in the same place so I sought out relationship experts and real life daters to help our audience understand how to navigate modern dating where texting, social media and dating apps are ways that people connect and communicate in the modern world. Join me each week in one of our small group classes to understand better how you can show up more authentically in your relationships and life. Click linktr.ee/fitlifechampions to sign up now! The Challenger Podcast takes a look at modern masculinity through the lens of The Enneagram, attachment theory and self-awareness.

    11 min

  6. JUL 14

    Parenting Through a Different Lens: How Type 8s can so up for each of the enneagram types

    As an Enneagram 8 father, your strength and protectiveness are incredible gifts—but not every child experiences that big energy the same way. In this episode of The Protective Leader, we explore how children of all nine Enneagram types perceive a Type 8 parent—and what they need to truly thrive. From sensitive Type 4s to enthusiastic Type 7s, discover practical strategies to adapt your parenting style while staying true to who you are. Learn how to turn your power into presence—and help each of your children feel safe, valued, and deeply understood. In This Episode, You’ll Learn: ✅ Why Enneagram 8 fathers sometimes clash with children who have different core fears and desires. ✅ The core motivations of each of the 9 Enneagram types in kids—and how they might react to a Type 8’s leadership style. ✅ Specific ways to help your children feel seen, heard, and safe, no matter their personality type. ✅ How to adjust your tone, communication, and emotional presence for each child without sacrificing your authentic self. ✅ Real-life tips for handling conflict, big feelings, and creating deeper connection across all types. Highlights & Key Takeaways: ✨ Type 1 kids need gentle correction and praise for their efforts, not just results. ✨ Type 2 kids flourish with heartfelt appreciation and consistent emotional connection. ✨ Type 3 kids want to be valued for who they are—not just what they achieve. ✨ Type 4 kids thrive when their emotions are validated rather than dismissed. ✨ Type 5 kids need space and respect for their privacy, even in close families. ✨ Type 6 kids seek reassurance and consistency to soothe their anxieties. ✨ Type 7 kids crave adventure and freedom alongside loving boundaries. ✨ Type 8 kids need honesty, mutual respect, and freedom to be strong. ✨ Type 9 kids benefit from soft, patient energy that invites them to share their opinions. Favorite Quote from the Episode: “Your strength is a gift—but your willingness to see and honor your child’s true self is the greater gift.”

    16 min

  7. JUL 7

    Helping Your Children Flourish as a Type 8 Parent

    This episode explores parenting and nuturing your child's indivuality through the powerful lens of the Enneagram Type 8—often known as “The Challenger.” Known for strength, assertiveness, and protectiveness, Type 8s are dominant parents, typically. But how does this personality navigate the emotional landscape of parenting, especially when trying to lead with understanding, patience, and non-attachment? We’ll unpack how commnicating directly with your children allow Type 8 parents to transform their strength into a grounded, empathetic presence—and how embracing the perspectives of their children enriches both nuturing and parenting. Don't know your type? Click 9types.com and take the Rheti version, screenshot your results and email them to me at riseup@fitlifechampions.com If you're like me, you've been overwhelmed with all the choices available to you on dating apps and the mixed signals that you receive over text that are hard to understand. A few years ago, I was in the same place so I sought out relationship experts and real life daters to help our audience understand how to navigate modern dating where texting, social media and dating apps are ways that people connect and communicate in the modern world. Join me each week in one of our small group classes to understand better how you can show up more authentically in your relationships and life. Click linktr.ee/fitlifechampions to sign up now! The Challenger Podcast takes a look at modern masculinity through the lens of The Enneagram, attachment theory and self-awareness.

    12 min

  8. JUN 30

    Living with Strength, Vulnerability & Trust as the Type 8 Father

    This episode explores how Enneagram 8 fathers can build deeper emotional connections by developing trust, tenderness, and emotional fluency—without feeling like they’re giving up strength. It’s a vulnerable dive into what happens when the protector becomes present, not just powerful. As a follow up to last week's episode, host Dave Glaser invites The Challenger to look inward for answers and growth to enrich the relationships in your life. Don't know your type? Click 9types.com and take the Rheti version, screenshot your results and email them to me at riseup@fitlifechampions.com If you're like me, you've been overwhelmed with all the choices available to you on dating apps and the mixed signals that you receive over text that are hard to understand. A few years ago, I was in the same place so I sought out relationship experts and real life daters to help our audience understand how to navigate modern dating where texting, social media and dating apps are ways that people connect and communicate in the modern world. Join me each week in one of our small group classes to understand better how you can show up more authentically in your relationships and life. Click linktr.ee/fitlifechampions to sign up now! The Challenger Podcast takes a look at modern masculinity through the lens of The Enneagram, attachment theory and self-awareness.

    16 min
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4.8
out of 5
52 Ratings

About

The Challenger Podcast helps you show up authentically and navigate modern dating where texting, social media and dating apps have become the way people connect and communicate. Each week, I interview dating experts and real life daters is to share what authentic dating can look like for you in these modern times. New episodes and live recordings every other week to find your ideal relationship through the Enneagram, attachment theory and core energy dynamics. Subscribe and leave a rating and review today so that you never miss an episode and connect with me on Tiktok @dave.glaser for a candid look at modern dating.

Information

  • Creator
    Dave Glaser
  • Years Active
    2018 - 2025
  • Episodes
    113
  • Rating
    Clean
  • Copyright
    © All rights reserved
  • Show Website
    The Challenger Podcast