
Advertise on podcast: The Challenger Podcast
Rating
4.8from
This podcast has
138 episodes
Language
EnglishPublisher
Dave GlaserExplicit
No
Date created
2018/06/10
Latest episode
2026/10/26
Average duration
21 min.
Release period
17 days
Description
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.
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Check latest episodes from The Challenger Podcast podcast
What's Your Type? Attachment styles, Enneagram types and Red Flags
2026/10/26
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 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.
Did you enjoy the podcast? If so, please leave me a review on Apple Podcasts, Spotify and YouTube. It helps us get into the ears of new listeners, expand the Community, and help others find the self-awareness they're looking for.
Are you looking for support as you navigate modern dating with texting, social media and dating apps as a primary way that people connect and communicate?
Are you looking to heal your relationships while receiving and contributing to the lives of others from around the world?
Check out the challenge group and join me today for a free week trial of the like changing program.
Check out my Tiktok Page for a candid look into modern dating.
Subscribe on Apple Podcasts | Spotify | YouTube For more episodes visit me at DaveGlaser.com | Instagram @coachdaveglaser
Long Distance Relationships? Dealbreaker or All-in?
2026/10/19
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 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.
Did you enjoy the podcast? If so, please leave me a review on Apple Podcasts, Spotify and YouTube. It helps us get into the ears of new listeners, expand the Community, and help others find the self-awareness they're looking for.
Are you looking for support as you navigate modern dating with texting, social media and dating apps as a primary way that people connect and communicate?
Are you looking to heal your relationships while receiving and contributing to the lives of others from around the world?
Check out the challenge group and join me today for a free week trial of the like changing program.
Check out my Tiktok Page for a candid look into modern dating. @dave.glaser
Subscribe on Apple Podcasts | Spotify | YouTube
For more episodes visit me at DaveGlaser.com | Instagram @coachdaveglaser
Key topics
The impact of attachment styles on long-distance relationships
How Enneagram types view and handle distance
Communication strategies for maintaining connection
Signs of healthy vs. unhealthy long-distance relationships
The importance of shared goals and expectations
How to assess compatibility for long-distance love
The role of emotional and spiritual intimacy
Challenges faced by anxious and avoidant attachment styles
Practical tips for making long-distance relationships work
Recognizing when distance reveals incompatibility
Chapters
00:00 Introduction: Are Long-Distance Relationships a Deal Breaker?
02:09 What Makes a Long-Distance Relationship Work?
05:01 The Importance of Communication and Planning
08:01 Attachment Styles and Their Influence on Distance
11:12 Enneagram Types and Their Perspectives on Distance
15:04 Signs of a Healthy Long-Distance Relationship
19:01 Common Challenges for Anxiously and Avoidantly Attached Partners
22:51 How to Build Trust and Manage Uncertainty
27:05 The Role of Compatibility and Shared Goals
30:50 The Upsides of Long-Distance Love
35:02 When Distance Reveals Incompatibility
39:09 Key Takeaways and Final Thoughts
Friends with Their Ex?! Dealbreaker or nah?
2026/10/16
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 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.
Did you enjoy the podcast? If so, please leave me a review on Apple Podcasts, Spotify and YouTube. It helps us get into the ears of new listeners, expand the Community, and help others find the self-awareness they're looking for.
Are you looking for support as you navigate modern dating with texting, social media and dating apps as a primary way that people connect and communicate?
Are you looking to heal your relationships while receiving and contributing to the lives of others from around the world?
Check out the challenge group and join me today for a free week trial of the like changing program.
Check out my Tiktok Page for a candid look into modern dating.
Subscribe on Apple Podcasts | Spotify | YouTube
For more episodes visit me at DaveGlaser.com | Instagram @coachdaveglaser
"All my exes are crazy!" Dealbreaker?
2026/10/05
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-awareness.
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.
Did you enjoy the podcast? If so, please leave me a review on Apple Podcasts, Spotify, Stitcher, or Podchaser. It helps us get into the ears of new listeners, expand the Dave Glaser Community, and help others find the self-awareness they're looking for.
Are you looking for support as you navigate modern dating with texting, social media and dating apps as a primary way that people connect and communicate?
Are you looking to heal your relationships while receiving and contributing to the lives of others from around the world? Check out one-on-one coaching and join me today for a free week trial of the life changing program.
Check out my Tiktok Page for a candid look into modern dating.
Subscribe on Apple Podcasts | Spotify | YouTube For more episodes visit me at DaveGlaser.com | Instagram @coachdaveglaser
How many drinks are too many on a first date? Dealbreaker?
2026/09/28
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 after too many drinks? Let's explore this question together and tie it in to each Enneagram type.
Your weekly challenge: Five dealbreakers vs. Five preferences. Write them down and email them to me at [email protected] or DM me on Instagram @datingdealbreakers
Key topics
The impact of alcohol on first dates and relationship signals
How different Enneagram types respond to alcohol in dating scenarios
The importance of self-awareness and boundaries in dating
Red flags and deal breakers related to alcohol consumption
How alcohol can mask or reveal emotional regulation issues
Takeaways
Alcohol use on a first date can reveal more than it conceals about a person's emotional regulation and compatibility.
Self-awareness about your deal breakers is crucial for healthy dating and relationships.
Different Enneagram types have distinct responses to alcohol that can influence dating dynamics.
Understanding whether alcohol is a cover-up or a reveal can help you assess relationship potential.
Your deal breakers should protect your well-being, not prevent genuine connection.
Chapters
00:00 Introduction to the role of alcohol in dating
01:52 How many drinks are too many? Personal boundaries vary
03:59 Behavior changes after drinking and what they reveal
05:54 Alcohol as a mask or reveal of emotional regulation
07:52 Key relationship questions beyond alcohol
08:49 The impact of alcohol on the speed of emotional connection
10:13 Enneagram types and their responses to alcohol
15:04 Vulnerability, honesty, and alcohol in relationships
16:57 Reflecting on your deal breakers and boundaries
How the Enneagram 8 Self-Sabotages and What to Do About It
2026/09/21
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 emotional pain
The difference between enduring and healing
Practical steps for practicing vulnerability
The role of boundaries and trust in emotional health
The impact of unprocessed pain on relationships and well-being
The concept of healthy vulnerability versus walls and armor
The significance of forgiveness and letting go of past hurts
Takeaways
Vulnerability doesn't mean weakness, but strength in authenticity.
Enduring pain without processing can hinder growth and healing.
Setting boundaries is healthy; walls are isolating.
Expressing hurt and needs is crucial for deep connection.
Unprocessed pain can manifest as anger, control, or withdrawal.
Healthy vulnerability involves trusting others with your true feelings.
Forgiveness is about releasing the burden of past hurts.
Asking yourself what you've never said can be a powerful step.
Chapters
00:00 Introduction to vulnerability and Enneagram 8s
01:51 The misconception: toughness equals strength
03:55 The importance of processing emotional pain
05:49 Enduring vs. healing: the difference
08:11 How unprocessed pain affects relationships
10:05 Vulnerability as a strength, not weakness
11:58 Setting boundaries versus building walls
13:49 The role of trust and connection
16:10 Practical steps to practice vulnerability
18:03 The power of saying 'that hurt me'
19:53 Forgiveness and releasing past hurts
22:14 The challenge: asking yourself what you've never said
23:10 Conclusion: embracing vulnerability for true strength
Out of Alignment? Do these four things to bring it back for the Enneagram type 8
2026/09/15
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 vulnerability and self-care
Practical steps to regain alignment
The role of honesty and slowing down
Out-of-alignment eights often feel resistance and battle everything.
Control creates the illusion of safety but leads to exhaustion.
Vulnerability is crucial for authentic connection and healing.
Self-care often gets sacrificed for achievement.
Slowing down and honest self-reflection are key to realignment.
Chapters
00:00 Recognizing the signs of being out of alignment
02:13 The strength of functioning versus the risk of burnout
04:28 The danger of fighting everything and control as an illusion
06:20 The importance of vulnerability and emotional access
07:16 Self-care neglect and its consequences
08:15 Steps to become a healthy, aligned eight
09:40 The power of honest self-reflection and letting go
11:03 The true meaning of strength: vulnerability and trust
12:01 The challenge of living authentically as an eight
12:56 Encouragement to embrace honesty and connection
The Enneagram 8, Power Struggles, and the Leadership Lesson I Didn't See Coming
2026/07/01
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 vulnerability in leadership
Shifting from authority to partnership
Lessons from coaching athletes
Patience and humility in leadership
Creating psychologically safe environments
Takeaways
Leadership is about creating buy-in, not control.
Letting go of ego can lead to better performance.
Empowerment comes from confidence, not authority.
Athletes perform better when they feel safe and seen.
Healthy Enneagram 8s redirect power to uplift others.
Chapters
00:27 Why I took a break and what this episode covers
00:50 The power dynamic in leadership and coaching
01:18 My experience returning to coaching after unemployment
01:46 Initial enthusiasm and resistance from athletes
02:13 Understanding the power struggle with high school athletes
02:38 How energy and intensity can create resistance
03:07 The importance of awareness and checking your ego
03:56 The shift from authority to partnership
05:46 The impact of trust and safety on performance
06:42 The misconception about healthy Enneagram 8s
07:10 The true strength of healthy Enneagram 8s
07:29 Challenger moment: leadership vs control
07:57 Applying these lessons in personal life and home projects
08:48 The remodeling project and lessons in patience
15:12 Patience and humility in leadership
16:07 Final thoughts: empowering others and leadership takeaway
How to Navigate Change as an Enneagram 8
2026/05/04
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 of awareness and connection in leadership
Developing resilience and humility during change
The edge of leadership: knowing when to challenge and when to listen
Takeaways
Unrefined Enneagram 8 energy can come off as intensity without connection.
Transition requires adjustment, not domination.
Leading with awareness pairs natural intensity with presence.
Growth happens when you meet your edge with constraint, not just intensity.
Leadership includes connection, not just direction.
Chapters
00:00 The Journey After the Struggle
02:41 Transitioning Back to Purpose
05:54 Leading with Awareness and Connection
08:41 Building vs. Proving: A Leadership Mindset
When Tragedy Strikes an Enneagram 8
2026/04/20
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 loss on identity and control
Pitfalls of overcompensation in Enneagram 8s
The importance of vulnerability and asking for help
Growth through self-awareness and emotional depth
Takeaways
Vulnerability is the key to growth, not weakness.
Control and armor are illusions that hinder progress.
Separating identity from circumstances fosters resilience.
Authentic strength includes awareness, flexibility, and connection.
Chapters
00:00 Introduction to Identity and Job Loss
04:37 The Pitfalls of Job Loss for Enneagram Eights
09:02 Vulnerability and the Journey of Self-Discovery
14:07 Recalibration and Moving Forward
Unlocking the Enneagram: 9 Sabotage Patterns to Transform Your Weight Loss Journey Part 3 of 3
2026/04/06
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
Takeaways
Type 7s stay busy to avoid discomfort but need to stay committed longer.
Type 8s use control to resist vulnerability but should focus on sustainable effort.
Type 9s avoid conflict by disconnecting, and small actions can create momentum.
Chapters
00:00 Introduction to Patterns and Enneagram Types
01:18 Type Seven: The Enthusiast's Avoidance Patterns
03:25 Type Eight: The Challenger's Resistance to Vulnerability
06:10 Type Nine: The Peacemaker's Disengagement from Self
09:00 Conclusion: Awareness and Action Across All Types
The Revolution will be Uncivilized with Traver Boehm
2026/03/30
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 seeking support, connect with Traver directly at manuncivlized.com or on Instagram @traverboehm
Key Topics
The importance of speaking out on societal issues
The role of men's groups in accountability
Understanding power dynamics and morality
Addressing child trafficking and sexual misconduct
Living with integrity and responsibility
Chapters
00:00 Reconnecting After Six Years
01:25 Taking a Stand Against Injustice
05:51 The Political Nature of Abuse
11:26 Self-Reflection and Accountability
18:47 Civilization vs. Uncivilization
32:06 Understanding Power Dynamics
32:34 The Nature of Power
35:17 Understanding Power Dynamics
40:47 The Ethics of Power
46:49 Accountability and Growth
53:05 The Importance of Sharing and Community
Unlocking the Enneagram: 9 Sabotage Patterns to Transform Your Weight Loss Journey Part 2 of 3
2026/03/23
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 improved health and emotional well-being.
If you're looking for more support in your fitness and nutrition joureny, reach out to me at [email protected] for help with any questions you may have.
What you'll get is a workout program you can use in any gym, anywher or even your home gym/workout area with body weight exercises. Plus, you will get a meal prep challenge workshop that will fit your desire for healthy recipes that save you time and money by cooking once or twice per week.
Key Topics
Enneagram types 4, 5, and 6 and their sabotage patterns
The importance of self-trust and consistency in health
Practical challenger moments to build trust and discipline
Action Items
Identify your type and its sabotage pattern.
Choose one challenger moment to build trust this week.
Follow through on one health habit for seven days without modification.
Chapters
00:00 Understanding Self-Sabotage in the Enneagram Types
02:51 The Type Four: The Individualist's Emotional Journey
05:40 The Type Five: The Investigator's Quest for Clarity
08:05 The Type Six: The Loyalist's Struggle with Trust
Unlocking the Enneagram: 9 Sabotage Patterns to Transform Your Weight Loss Journey Part 1 of 3
2026/03/09
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, leading to improved health and emotional well-being.
If you're looking for more support in your fitness and nutrition joureny, reach out to me at [email protected] for help with any questions you may have.
What you'll get is a workout program you can use in any gym, anywher or even your home gym/workout area with body weight exercises. Plus, you will get a meal prep challenge workshop that will fit your desire for healthy recipes that save you time and money by cooking once or twice per week.
Chapters
00:00 Introduction to Self-Awareness and Patterns
02:52 Understanding the Enneagram and Its Impact
05:47 Type One: The Reformer and Perfectionist
08:35 Type Two: The Helper and Giver
action items
Identify your Enneagram type and core fear.
Practice self-compassion and avoid shame-based self-criticism.
Schedule three workouts as non-negotiable appointments.
Eat one meal not on your plan and observe emotional responses.
Reflect on when you last did something purely for your health.
What Happens When You Finally Align Your Personality With Your Health Goals
2026/03/02
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 needs and benefits from tailored approaches to nutrition and training, leading to improved health and emotional well-being.
If you're looking for more support in your fitness and nutrition joureny, reach out to me at [email protected] for help with any questions you may have.
What you'll get is a workout program you can use in any gym, anywher or even your home gym/workout area with body weight exercises. Plus, you will get a meal prep challenge workshop that will fit your desire for healthy recipes that save you time and money by cooking once or twice per week.
Takeaways
Self-awareness is the foundation of change.
Aligning nutrition and training with your Enneagram type yields results.
Consistency is key to achieving fitness goals.
Mental benefits often outweigh physical results.
Emotional regulation is crucial for long-term success.
Each Enneagram type has specific strategies for success.
Personal growth is a byproduct of alignment.
Stop self-sabotaging and blaming external factors.
Your Enneagram type can be leveraged for personal growth.
Commitment leads to greater life satisfaction.
Chapters
00:00 Introduction to Enneagram and Fitness Alignment
06:43 The Transformative Power of Self-Awareness and Alignment
Podcast reviews
Read The Challenger Podcast podcast reviews
cfgdrdf 2021/05/28
If you want to get real
I resonate with what Dave says on so many levels! He and his killer guests have helped me continue to dive deeper into understanding my relationship w...
mmmb90 2021/03/25
Changed my life
The approach to dating, and life in general, that Dave has has shaped my life in ways I didn’t think possible. Still growing and learning but I think ...
Dave Glaser 2021/03/25
Love this podcast!
I have grown so much listening to the expert guests each week. I’m a true believer in the purpose and mission behind this podcast!
DrKristenH 2021/02/14
Relationship Psychologist recommended!
As a Psychologist who specializes in dating and relationships, I can truly say this podcast is insightful, growth-inspiring, and provides authentic da...
asrose33 2021/02/04
Great listen!
Such an honor getting to be on the podcast and now I can’t stop listening!
soyorganic 2021/02/02
Love this show!
Super awesome advice for relationships and being real. I love how Dave is on a quest to show up authentically. He has awesome guests and I’ve have lea...
christinamariemantra 2021/02/01
Life Changing
Thank you SO much Dave for the informative life changing work that you do. Being a guest on your show changed my life. It helped me feel safe and info...
Jacky2873847 2021/01/19
Love his authenticity
I like the balance between being informative entertaining.
Leanna Joan 2021/01/04
Genuine, Real & Sincere
Dave is such a genuine soul! I love listening to his knowledge and wisdom on such important topics. You won’t be disappointed. Be ready to grow!!
Jessiehilb 2020/09/18
Loving it
I just started listening to this podcast and was so moved to hear the episode where Dave & Soma discuss the importance of men doing shadow work. It’s ...
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