Dave Glaser
The Challenger Podcast
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...
Be sure to visit the podcast's website and support the creator: www.daveglaser.com
Where to listen?
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Episodes
What's Your Type? Attachment styles, Enneagram types and Red Flags 26.10.2026 34:32
What's Your Type? takes a look at modern relationships through the lens of The Enneagram, attachment theory and self-awareness. Today's episode discusses whether your attachment style and Enneagram type are RED FLAGS! Your thoughts? Dealbreaker or not a big deal? 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 o...
Long Distance Relationships? Dealbreaker or All-in? 19.10.2026 38:17
In this episode, I explore whether long-distance relationships are a deal breaker, examining factors like attachment styles, communication, and compatibility across different Enneagram types. Discover practical insights to help you decide if the challenges and opportunities of long-distance love make sense for you. If you're like me, you've been overwhelmed with all the choices available to you on...
Friends with Their Ex?! Dealbreaker or nah? 16.10.2026 25:17
The Dealbreakers Podcast takes a look at modern relationships through the lens of The Enneagram, attachment theory and self-awareness. Today's episode discusses what to do if your date is friends with their ex! Your thoughts? Dealbreaker or nah? 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 a...
"All my exes are crazy!" Dealbreaker? 05.10.2026 25:57
In this episode, Dave Glaser explores the common red flag of claiming all exes are crazy, and what it reveals about self-awareness, patterns, and accountability in dating. He offers insights into how to interpret this phrase and what it means for healthy relationships. The Dealbreaker Podcast takes a look at modern relationships through the lens of The Enneagram, attachment theory and self-awarene...
How many drinks are too many on a first date? Dealbreaker? 28.09.2026 19:31
In this episode, I want to explore the nuanced role of alcohol has in dating, asking the question, "How many drinks is too many?" and how drinking behaviors reveal deeper compatibility issues. I emphasize the importance of self-awareness, boundaries, and understanding what your deal breakers truly are. How many drinks is your dealbreaker? Have you ever seen someone lose control on a first date aft...
How the Enneagram 8 Self-Sabotages and What to Do About It 21.09.2026 22:06
In this episode, Dave Glaser explores the importance of vulnerability for Enneagram 8s, challenging the misconception that strength equals emotional suppression. He shares personal insights and practical advice on how Eights can embrace vulnerability to foster deeper connections and healing. The misconception that toughness equals strength for Enneagram 8s The importance of processing and healing...
Out of Alignment? Do these four things to bring it back for the Enneagram type 8 15.09.2026 12:20
In this episode, Dave Glaser explores what it means for an Enneagram type 8 to be out of alignment, how it manifests, and practical steps to regain balance. This is essential listening for anyone looking to understand the subtle signs of imbalance and how to live more authentically. Signs of out-of-alignment in Enneagram Type 8 The difference between strength and control The importance of vulnerab...
The Enneagram 8, Power Struggles, and the Leadership Lesson I Didn't See Coming 01.07.2026 14:41
In this episode, Dave Glaser shares insights from his experience as an Enneagram 8 leader, exploring how power dynamics influence coaching, leadership, and personal development. Discover how letting go of control can unlock potential in others and transform your leadership style. Key topics Enneagram 8 and leadership Power struggles and control Building trust and buy-in The importance of vulnerab...
How to Navigate Change as an Enneagram 8 04.05.2026 8:51
In this episode, Dave Glaser shares his personal journey of transitioning back into a new role after a five-month employment gap. He explores the challenges and growth opportunities for Enneagram 8s, emphasizing the importance of awareness, connection, and intentional leadership during transitions. Key topics Enneagram 8 and sense of control Transition and adjustment in new roles The importance o...
When Tragedy Strikes an Enneagram 8 20.04.2026 17:00
Who are you when control is gone? Who am I without my job? Control and being "armored up" are illusions. In this episode, Dave Glaser shares a personal journey through job loss and its impact on an Enneagram 8. He explores themes of vulnerability, control, identity, and growth during challenging seasons, offering insights and practical advice for navigating uncertainty. Key Themes Impact of job lo...
Unlocking the Enneagram: 9 Sabotage Patterns to Transform Your Weight Loss Journey Part 3 of 3 06.04.2026 10:05
In this episode, Dave Glaser explores how different Enneagram types run from their patterns through movement, control, and comfort, offering insights and practical challenges to foster self-awareness and growth. Key topics Enneagram types 7, 8, and 9 and their patterns of avoidance The role of movement, control, and comfort in self-sabotage Practical challenges to build consistency and awareness...
The Revolution will be Uncivilized with Traver Boehm 30.03.2026 55:28
In this compelling interview, Traver Boehm joins Dave to discuss the importance of accountability, morality, and conscious masculinity in addressing societal issues like child trafficking, sexual misconduct, and personal growth. He shares insights on power dynamics, the role of men's groups, and how men can live with integrity and responsibility. If you're struggling with life's issues and are see...
Unlocking the Enneagram: 9 Sabotage Patterns to Transform Your Weight Loss Journey Part 2 of 3 23.03.2026 7:25
In this episode, Dave Glaser explores the deep-rooted patterns that sabotage health and personal growth, focusing on the Enneagram types four, five, and six. He emphasizes the importance of self-awareness and actionable steps to build trust and consistency in your health journey. Each Enneagram type has unique needs and benefits from tailored approaches to nutrition and training, leading to improv...
Unlocking the Enneagram: 9 Sabotage Patterns to Transform Your Weight Loss Journey Part 1 of 3 09.03.2026 10:34
In this episode, Dave Glaser explores how the nine Enneagram types unconsciously sabotage their weight loss journeys. He provides practical insights into each type's core fears, sabotaging patterns, and personalized strategies for healthier habits, emphasizing self-awareness and self-compassion. Each Enneagram type has unique needs and benefits from tailored approaches to nutrition and training, l...
What Happens When You Finally Align Your Personality With Your Health Goals 02.03.2026 6:51
In this episode of the Challenger Podcast, Dave Glaser explores the intersection of fitness, nutrition, and self-awareness through the lens of the Enneagram. He discusses how aligning these elements can lead to significant physical and mental transformations, emphasizing that true results come from understanding oneself rather than following external blueprints. Each Enneagram type has unique need...
Unlocking Weight Loss Through Self-Awareness 23.02.2026 10:20
In this episode, Dave Glaser discusses the crucial role of self-awareness in achieving weight loss goals, emphasizing that the real challenge lies not in knowing what to do, but in understanding the underlying patterns that hinder progress. He explores how each Enneagram type can gain insights into their behaviors and emotional triggers, ultimately leading to healthier habits and sustainable weigh...
What Crucial Habits Work Best for Each Enneagram Type 10.02.2026 10:08
In this episode of the Challenger podcast, Dave Glaser discusses the importance of habits in achieving fitness and nutrition goals, particularly through the lens of the Enneagram personality types. He emphasizes that lasting change comes from understanding how habits work, rather than relying solely on willpower. Each Enneagram type is provided with tailored habits that can help them build a susta...
The Limiting Beliefs Holding Back Each Enneagram Type 02.02.2026 8:55
In this episode, Dave Glaser delves into the concept of limiting beliefs that hinder personal growth, particularly in fitness and nutrition. He explores how different Enneagram types have unique narratives that affect their ability to achieve their goals. By identifying these beliefs, listeners can begin to dismantle them and take actionable steps towards their fitness aspirations. The episode emp...
The Best Nutrition Plan for Each Enneagram Type (So Weight Loss Actually Sticks) 26.01.2026 16:54
In this episode, Dave Glaser explores the intersection of nutrition and the Enneagram personality types, providing tailored dietary strategies for each type. He emphasizes that successful weight loss is not solely about willpower but about aligning nutrition plans with individual personality traits. Each Enneagram type has unique needs and preferences that can significantly impact their ability to...
The Best Fitness Routine for Each Enneagram Type (So You Actually Stick With It) 19.01.2026 15:06
In this episode of the Challenger Podcast, host Dave Glaser dives into the intersection of fitness and personality by exploring how different Enneagram types can find the best workout routines tailored to their unique motivations and characteristics. He emphasizes that the most effective fitness plan is not necessarily the most popular or scientifically optimal one, but rather the one that individ...
The Good, The Bad and The Ugly of a Type 7 in Relationships 05.01.2026 8:21
In this episode, Dave Glaser explores the complexities of Enneagram Type Seven, known as the Enthusiast. He discusses their vibrant energy, optimism, and the challenges they face in relationships, including their fear of commitment and tendency to avoid pain. The conversation highlights the importance of emotional resilience and offers advice for both Sevens and their partners to foster healthier...
The Good, The Bad & The Ugly of a Type 6 in Relationship 19.12.2025 7:30
In this episode, Dave Glaser explores the Enneagram type 6, highlighting their loyalty, courage, and commitment in relationships. He discusses the challenges they face, particularly when operating from fear and anxiety, and how these can sabotage their connections. The conversation also delves into the darker aspects of type 6 behavior, including distrust and self-sabotage. Finally, practical rela...
The Good, The Bad & The Ugly of a Type 5 in Relationship 01.12.2025 10:14
In this episode of the Challenger Podcast, host Dave Glaser explores the complexities of Enneagram Type 5, known as the Investigator. He discusses their strengths, challenges, and how they navigate relationships. The conversation delves into the good, the bad, and the ugly aspects of being a Type 5, emphasizing their need for space, their intellectual depth, and the importance of understanding the...
Leaning Into Grief for The Enneagram 4 with Devon Niesen 17.11.2025 43:36
In this conversation, Devon Neisen joins Dave and explores the complexities of the Enneagram Four personality type, focusing on themes of perceived brokenness and the quest for self-worth through uniqueness. The discussion delves into how these beliefs shape emotional health and relationships, emphasizing the importance of understanding one's intrinsic value beyond societal expectations. Takeaways...
The Good, The Bad & The Ugly of The Enneagram 3 in Relationship 10.11.2025 5:18
In this episode of the Challenger Podcast, host Dave Glaser explores the Enneagram Type Three, known as the Achiever. He discusses the strengths and challenges of Type Threes in relationships, emphasizing their motivation, charm, and goal-oriented nature. However, he also highlights their struggles with vulnerability, emotional presence, and the tendency to prioritize achievement over intimacy. Th...
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