Afleveringen

  • Guest: Dr. Adam Dorsay

    Guest Bio

    Dr. Adam Dorsay is a licensed psychologist and executive coach in Silicon Valley, working with high-achieving adults. He hosts SuperPsyched, an award-winning podcast with over 200 episodes, and has delivered two TEDx Talks on men’s emotions and adult friendship. His bestselling book, SuperPsyched: Unleash the Power of the 4 Types of Connection, is available at Amazon and Barnes & Noble.

    Adam co-created a global resiliency program for Facebook and now consults for DigitalOcean. He’s been featured in the media and has spoken for Microsoft, LinkedIn, and the California Psychological Association. He lives with his wife, two young sons, and their therapy dog, Raffi.

    Show Summary

    What’s the real reason so many high-achieving people still feel disconnected and unfulfilled, despite success? In this powerful conversation, Dr. Adam Dorsay, licensed psychologist, executive coach to Silicon Valley leaders, and author of Super Psyched, unpacks the epidemic of disconnection and what it truly means to live a life of vitality. From redefining success through the Japanese concept of Ikigai, to the science of flow state, arguing well in relationships, and doing a time audit to reclaim your energy – this episode explores the four essential types of connection: to self, others, the world, and something greater. Whether you’re stuck in a job that drains you or searching for deeper meaning in midlife, Dr. Dorsay offers a roadmap for getting back to what lights you up, before it’s too late.

    Chapters

    00:00 – Intro: Why So Many Men Feel Disconnected
    03:01 – What Disconnection Really Feels Like (And Why It’s Common)
    07:10 – The Achievement Trap: Why Success Doesn’t Equal Fulfillment
    09:45 – How the Ikigai Model Redefines True Success
    14:03 – Why Connecting to Yourself Comes First
    16:12 – Reclaiming Childhood Joy to Rediscover Purpose
    18:40 – How to Do a Personal Time Audit (And Why It Changes Everything)
    21:15 – Create More, Consume Less: The Cure for Disconnection
    25:40 – How to Make a “Crap Job” Meaningful
    28:18 – Connection Through Work: The “.edu” Mindset Shift
    30:41 – How Relationships Reflect Your Inner State
    37:00 – Friendship as a Lifeline for Emotional Health
    39:14 – You’re More Than Your Job Title
    41:05 – How to Know When It’s Time to Pivot
    43:20 – The Power of Supportive Relationships When Making Big Life Changes
    46:30 – Final Advice: Be Intentional With Your Time – It’s Running Out

    Connect with Dr. Dorsay

    Linked In: https://www.linkedin.com/in/adam-dorsay-psyd-cpcc-a582a2/

    Instagram: https://www.instagram.com/dradamdorsay/

    Website: www.dradamdorsay.com

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  • Guest: Lucas Krump, Co-founder of EVRYMAN

    Guest Bio

    Lucas Krump is the Chief Growth Officer at EVRYMAN, dedicated to fostering men’s personal growth and emotional wellness. As co-founder and former CEO, he helped build EVRYMAN into a global community offering retreats, online programs, and a membership platform to enhance emotional intelligence. After a decade climbing the corporate ladder overseas, Lucas found success but lacked fulfillment. Seeking purpose, he co-founded EVRYMAN to empower men to live meaningful, connected lives. His journey of emotional maturity continues to shape him, and he remains committed to service and lifelong growth. EVRYMAN's work has been featured in The New York Times, GQ, and CBS Evening News.

    Show Summary

    At some point, every man realizes that the story he’s been telling himself no longer works. In this episode, Lucas Krump, co-founder of EVRYMAN, shares his wake-up call at 36—the moment he realized success, money, and status weren’t enough. He opens up about the emotional disconnection most men experience, why society has failed to teach men healthy ways to express emotions, and how building a community of men can be the key to breaking free. Lucas also dives into the deep-rooted shame, isolation, and internal struggles that hold men back, and what it truly means to redefine masculinity in today’s world. If you’ve ever felt stuck, emotionally drained, or unsure of what’s next, this episode is your guide to finding purpose, connection, and a new path forward.

    Chapters

    00:00 – Intro: Why Men Feel Disconnected & Lost

    02:12 – Meet Lucas Krump: Co-Founder of EVRYMAN

    05:27 – The Masculinity Crisis: What’s Really Happening?

    08:55 – Lucas’s Wake-Up Call: When Success Didn’t Bring Happiness

    13:20 – Why High-Achievers Struggle with Emotional Connection

    17:48 – The Lie Men Believe About Success & Fulfillment

    21:33 – How Shame & Childhood Conditioning Shape Masculinity

    25:05 – Why Most Men Don’t Have Deep Friendships

    29:42 – The Power of Emotional Honesty & Vulnerability

    34:11 – Why Therapy Alone Isn’t Enough for Most Men

    38:26 – The EVRYMAN Experience: How Men Find Real Connection

    42:50 – Practical Steps to Build Emotional Strength & Community

    46:39 – Lucas Krump’s Biggest Advice for Men Right Now

    49:55 – Closing Thoughts & How to Take Action

    Connect with Lucas

    LinkedIn: https://www.linkedin.com/in/lucaskrumInstagram: @evryman

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  • Guest Bio

    Jerrid Sebesta is the creator of Life-Undeferred, a platform dedicated to helping people unlock their dream life. He is a transformational speaker, coach, and Amazon best-selling author of "Life-Undeferred: How to Unlock the Dream Life Already Inside." Before moving back to the Willmar area in 2014, he was a TV meteorologist for 12 years in several top-20 markets including Phoenix and Minnesota's KARE11. Jerrid believes we're called to step into our most authentic selves, shining light on the world around us.

    Show Summary

    You’ve built the career, the family, the life you always thought you wanted — so why do you still feel unfulfilled? In this episode, Jerrid Sebesta, former TV meteorologist turned keynote speaker and author of Life Undeferred, shares his midlife wake-up call and the one mindset shift that changed everything. From burnout and success traps to discovering true purpose beyond the grind, Jerrid reveals why most people feel stuck in midlife and how to break free. If you’ve ever asked yourself, "Is this really it?" — this conversation is for you. Learn how to stop chasing empty goals, redefine success, and make your second half the best half.

    Chapters

    00:00 – The Midlife Wake-Up Call You Can’t Ignore

    02:14 – Jerrid Sebesta’s Story: From Weatherman to Reinventing His Life

    05:45 – When "Success" Still Leaves You Feeling Empty

    09:02 – The Burnout Trap: Why High Achievers Struggle in Midlife

    13:37 – The ‘Plant the Flag Moment’ That Changed Everything

    17:21 – Grit vs. Surrender: The Secret to True Fulfillment

    21:50 – The Power of Co-Creation: Stop Trying to Control Everything

    26:03 – Why Most Men Stay Stuck (And How to Break Free)

    30:42 – The Role of Faith, Mindset, and Letting Go

    34:17 – Sunday Night Strategy: Jerrid’s Simple System for a Winning Week

    38:55 – What to Do If You Feel Trapped in Your Own Success

    42:18 – The One Question You MUST Ask Yourself to Find Purpose

    46:09 – Closing Thoughts: How to Take Action on This TODAY

    Connect with Jerrid

    LinkedIn: https://www.linkedin.com/in/jerridsebesta/Instagram: https://www.instagram.com/jerridsebesta/

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest Bio

    A leading expert on brand-building, Melissa Hobley is currently the Chief Marketing Officer @ Tinder, the world’s #1 dating app. She has a reputation for marrying powerful brand marketing with data-driven digital advertising, in bold and breakthrough ways that jumpstart brands and create measurable value. She regularly appears as an expert on tech and relationships in media like The New York Times and NPR. Currently, she is a regular guest on NBC’s “Today Show” discussing relationships in a digital era. In 2020, she was #29 on Forbes Most Influential CMOs in the World list. In 2019, she was named to AdAge’s “Women to Watch” list, and was recently featured on AMA’s “40 Under 40.”




    Special Offer from Melissa: Tinder Platinum Upgrade

    Want to upgrade to Tinder Platinum? Email us at [email protected] with your Tinder username + the exact spelling of the name you used to register on Tinder. We’ll follow-up with Melissa to get you access!

    Show Summary

    Jon and Melissa Hobley, Tinder's Chief Marketing Officer, discuss her unique insights on modern dating in our latest episode. The conversation illuminates all the key hacks you’ll need to make the most of Tinder (or any other dating app) – from optimizing dating profiles and the value of portraying genuine personal stories and interests, to increasing your engagement and successful matches. Jon and Melissa discuss how to leverage dating app features to both attract and manage attention. From sharing intriguing photos to expressing clear intentions, this episode provides practical strategies to move beyond app interactions to real-life dates. Melissa's enthusiasm and wealth of insights make for a dynamic exchange, ensuring you’ll leave with valuable advice for navigating the app world with confidence.


    Chapters

    (00:00) Navigating Relationships and Dating Insights

    (10:39) The Metrics of Dating Satisfaction

    (13:48) Finding Love

    (20:58) Optimizing Dating Profiles for Success

    (28:27) Effective Online Dating Strategies

    (36:00) Embracing Curiosity in Dating

    Connect with Melissa

    https://www.linkedin.com/in/melissahobley/https://www.instagram.com/melissahobley/https://x.com/MelissaHobleyNY

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Erin Coupe, Founder & CEO @ Authentically EC


    Guest Bio

    Erin Coupe is an executive partner, speaker, author, and facilitator leading people to an enriched human experience in work and life. She is known to energize, empower, and inspire audiences to cultivate the relationship inward while illuminating the possibilities of better ways of being and leading in the world. After discovering a thirst for learning and mastering non-conventional methods to navigate stress, anxiety and overwhelm, Erin dove deep into progressive studies in neuroscience (MIT), quantum mechanics, and spirituality. She now brings the sum of her whole life experience, credible corporate background, and transformational knowledge and guidance to the professional world through her work. Erin lives in the north shore of Chicago with her husband and two boys, and is an avid writer, cook (not baker!) and nature enthusiast.

    Show Summary

    Erin joins Jon to share the life-changing awakening she experienced in 2017, and her ensuing journey of transformation. Erin realized she was living in accordance with society’s definition of success, taking the traditional path of working tirelessly for future retirement - rather than living a life filled with meaning and alignment. Erin's story highlights the power of listening to the inner voice, which guided her to live the life she’s living today, a life she previously could not have imagined. The episode also uncovers the profound impact of overcoming limiting beliefs, especially the paralyzing fear of "not being good enough”. Erin shares techniques for converting these limiting beliefs into supportive thoughts and underscores the need to align one's internal world with how they are living their life, to manifest a fulfilling external experience.


    Chapters

    00:00 Awakening to a New Path
    06:00 Embracing Authenticity on the Journey
    12:17 Overcoming Limiting Beliefs in Midlife
    18:39 Transforming Limiting Beliefs for Success
    22:01 Discovering Your Inner Voice and Purpose
    28:00 Cultivating Authentic Leadership and Empowerment
    36:08 Breaking Free From Limiting Beliefs


    Connect with Erin

    LI: www.linkedin.com/in/erin-coupe/
    IG: https://www.instagram.com/authenticallyec
    YT: https://www.youtube.com/playlist?list=PLYlzu2mWhPbV4KVPr2n3vCheWQyDPFSiS
    Spotify: https://open.spotify.com/show/1eCMSw8qLTKYSTWm6aUNoe
    Apple: https://podcasts.apple.com/us/podcast/the-erin-coupe-podcast/id1768579688

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Will Travis, Founder of Elevation Barn & Former CEO of Dentsu America

    Guest Bio

    Will Travis is the founder and CEO of Elevation Barn, a visionary leader with over 30 years in branding and advertising. His career began when he declined a role at Saatchi & Saatchi to chart his own course, becoming a CEO at just 25. Travis has led global companies like ATTIK, Dentsu America, and SID LEE, working with renowned clients such as Coca-Cola, Nike, and Netflix. In 2017, Travis established Elevation Barn to address the confidence crisis in leadership. The company unites diverse industry leaders from 48 countries across 170 fields through its STABLE network. Travis also chairs EB Stable, the business advisory arm, and serves on the boards of the Biosphere Foundation and Mission Blue. His unique background as the son of a candy inventor and an academic arts leader infuses creativity and wisdom into his work, inspiring individuals and organizations worldwide.

    Show Summary

    Jon talks with Will Travis, former top ad agency CEO and the creative mind behind Elevation Barn. Will takes us through his inspired career shift from crafting the essence of global brands to empowering individuals to uncover their own true purpose through building a brand for themselves. Tune in to discover the roadmap to defining your true purpose on this earth, and experiencing the personal growth and fulfillment you deserve.


    Chapters

    00:01 - Brand Building and Personal Transformation

    08:52 - Journey to Authentic Self-Elevation

    20:35 - Discovering Authentic Self-Elevation

    31:53 - The Power of Authentic Connection

    44:04 - The Path to Self-Discovery

    Connect with Will

    IG: https://www.instagram.com/elevationbarnLI: https://www.linkedin.com/company/elevation-barn/Web: https://www.elevationbarn.com/Podcast: ​​https://podcasts.apple.com/pl/podcast/elevate-podcast/id1546287835

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Jackson Hightower, Men’s Sexual Health Expert & Founder of Natural Jackson

    Jackson Hightower is a leading voice in the field of sexual wellness, with over two decades of experience blending ancient practices with modern innovations. His transformative journey has taken him across the globe, studying with renowned teachers and integrating sacred philosophies like Tantra and Taoism with cutting-edge advancements in biohacking.

    As a coach and pioneer, Jackson is redefining masculinity through a holistic approach that merges physical wellness with a deep understanding of intimacy and the erotic arts. He empowers men to challenge outdated models of masculinity, equipping them with tools to enhance their health, relationships, and personal fulfillment.

    Through his personalized coaching and transformative programs, Jackson guides men to unlock their full potential—emotionally, physically, and sexually. His work inspires confidence, fosters deeper connections, and illuminates the path to a life of purpose, passion, and profound intimacy.

    Show Summary
    Jackson Hightower joins Jon for a frank and uplifting discussion on sexual re-education for men at midlife. As the Founder of Natural Jackson and a man on a lifelong quest for better health, sex, and intimacy, Jackson offers an authentic and refreshing take on positive male sexuality. The conversation illuminates the negative physical impact porn has on men of all ages and how porn and ED meds go hand in hand (even for men under 35). Jackson also provides critical advice on optimizing sexual health through optimizing testosterone levels and understanding the connection between body fat and hormone production. From the benefits of proper mineral levels and Kegels, to the importance of authenticity and respecting women’s bodies, Jackson and Jon’s discussion offers valuable insights and actionable steps for achieving fulfilling intimacy at midlife.

    Key Moments
    00:02 Exploring Natural Jackson's Origin Story
    10:39 Understanding Men, Women, and Foreplay
    19:13 Navigating Erectile Dysfunction and Performance Expectations
    28:51 Optimizing Testosterone and Sexual Health
    42:12 Improving Sexual Health and Function

    Connect with Jackson
    IG: https://www.instagram.com/getnaturaljackson/
    FB: https://www.facebook.com/getnaturaljackson/
    YT: https://www.youtube.com/channel/UCdbu5WQ1iSSQ_paXq9QGHSg
    LI: https://www.linkedin.com/in/naturaljackson/

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Kaamna Bhojwani, Sexuality & Relationship Expert

    Guest Bio

    When Kaamna’s mother accused her of being only interested in soul and sex, she had no idea how bang on she was. Today, Kaamna is a sexuality researcher with a specialization in shame and spirituality. Through 1:1 clients, small group workshops and public events, Kaamna helps people shed the shame and guilt around their sexuality and embrace a new sexual self-identity. Kaamna’s philosophy is simple: Nothing in the human experience is profane, so let’s talk about it. Kaamna holds a masters degree in Spiritual Psychology from Columbia University and a masters in Organizational Psychology from the University of Illinois. Kaamna’s work combines academic rigor with a deep love and compassion for being human – with all its complexities. When she’s not dismantling the shackles around human sexuality, she’s singing by a piano somewhere or planning her next trip to a soulful destination.



    Show Summary

    Jon and relationship and sexuality expert Kaamna Bhojwani talk about Brotox and Scrotox, or the range of formerly taboo cosmetic treatments that men today have started to explore, particularly after the dissolution of a marriage or long-term relationship. For the average midlife man, getting back out there often requires an emotional AND physical makeover!

    Kamna also shares her insights on maintaining the balance between physical presentation and emotional well-being, and emphasizes the growing acceptance of cosmetic procedures for men as a means of self-care. The discussion underscores how embracing the full range of emotions, pausing for reflection, and investing in oneself can prepare men for getting back out there successfully.



    Key Moments

    00:00 Men's Emotional and Physical Makeover

    06:08 Practices for Mental Clarity

    12:55 Men's Physical Growth

    16:06 How Kaamna has Grown

    21:39 Men's Cosmetic Procedures and Standards

    22:10 Men Outsourcing Wellness

    29:33 What is Scro-Tox?



    Connect with Kaamna

    Facebook: https://www.facebook.com/kaamnaliveInstagram: https://www.instagram.com/kaamnaliveTwitter: https://Twitter.com/kaamnaliveWebsite: www.kaamnalive.com

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Scott Jagodzinski, Founder - Argent Alpha

    Guest Bio

    Scott Jagodzinski is the founder of Argent Alpha and an advocate for age reversal, longevity and personal development. A transformative CEO, Scott twice led companies to extraordinary success – one to a 9-figure exit, and another from losing $1M to $14M in profit. As co-founder and Chairman of Alchemy365, his leadership helped land the company in the Inc 5000 at (629) in 2019.

    Show Summary

    In this episode Jon talks with Scott Jagodzinski, founder of Argent Alpha, the company dedicated to making men over 50 “harder to kill”. He challenges the traditional emphasis on physical fitness as the primary path to personal development, instead suggesting that adopting a growth-oriented mindset should take precedence. Through personal anecdotes and practical insights, Scott provides a 5-element roadmap for health and personal transformation. By surrounding oneself with supportive communities and seeking opportunities for continuous learning, individuals can enhance their personal growth while fostering a sense of connection and shared purpose among peers. This episode serves as a compelling reminder of the power of mindset in personal evolution, urging listeners to embrace a comprehensive and positive approach to making your second half the best half.

    Key Moments

    01:36 Mind and Body Integration in Fitness

    09:02 Masogi Challenge Sparks Self-Reflection

    19:08 Breakthroughs in Men's Nutrition and Relationships

    28:23 Individualized Approaches to Diet and Fitness

    32:23 Mental Resilience Through Cold Immersion

    37:38 Measuring Biological Age and Anti-Aging

    43:28 Eliminating Obstacles for a Healthy Lifestyle

    48:39 Shifting Life Trajectory at 50+

    Connect with Scott

    https://www.linkedin.com/in/jagodzinski/https://hardertokill.beehiiv.com/https://argentalpha.com/

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Amy Brown – Co-Host of The Bobby Bones Show & Host of 4 Things with Amy Brown


    Guest Bio

    Amy Brown is co-host of The Bobby Bones Show, the #1 Country morning show in the U.S. reaching millions of listeners. Additionally, she hosts the 4 Things with Amy Brown and OUTWEIGH with Amy Brown podcasts, and oversees/produces the Amy Brown Podcast Network, which is dedicated to lifestyle, health and wellness programming. Amy is passionate about raising funds for numerous charitable organizations including St. Jude Children’s Research Hospital, TJ Martell Foundation, and the American Red Cross. Amy also supports those in need in Haiti through the sale of Espwa® (which means “hope” in Haitian Creole) branded merchandise, and the signature 4 Things®Custom Tote, with proceeds benefiting the spread of hope throughout Haiti.


    Show Summary

    In this insightful episode, Amy opens up about her personal journey through a challenging divorce, sharing the emotional resilience and courage it took to navigate the end of her marriage. The episode delves into the transformation that occurs when emotional wounds turn into scars, emphasizing the importance of recognizing toxic patterns, particularly in codependent relationships. Amy and Jon discuss the lasting legacies that relationships leave behind, the critical role of self-awareness in personal growth, and how family dynamics and childhood coping mechanisms can impact adult relationships.

    As the conversation unfolds, they explore the intricacies of dating at midlife. Amy shares practical insights into expressing needs clearly and confidently, and the challenges men often face with emotional openness. With a focus on embracing personal growth and emotional authenticity, this episode offers a rich tapestry of stories and strategies for navigating the complexities of finding love again in midlife.

    Key Moments

    00:28 Navigating Divorce and Public Disclosure
    02:47 Personal Journey of Healing and Connection
    09:22 Evolution of Understanding Through Experience
    15:45 Recognizing if You are a Martyr
    21:56 Navigating Codependency in Relationships
    27:30 Navigating the Complexities of Adult Dating
    37:13 Healing and Self-Development After Grief
    40:29 The Weight of Emotional Baggage

    Connect with Amy

    X: https://x.com/RadioAmy

    YT: https://www.youtube.com/channel/UCcAMikzWoORr4FPUe2jdHGw

    IG: https://www.instagram.com/radioamy

    FB: https://www.facebook.com/radioamybrown

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Antonio Neves, Author of Stop Living on Autopilot & Keynote Speaker

    Show Summary

    How do you break free from the constraints of living on autopilot and truly embrace a life filled with authenticity, intention, and self-awareness? Join us as we welcome Antonio Neves, the insightful author of Stop Living on Autopilot, who shares his remarkable journey from a TV reporter desperately seeking external validation to a successful speaker, coach, and father. Antonio's story is a testament to the courage it takes to confront societal pressures, find internal validation, and ultimately lead a life that aligns with one's true desires.

    Jon and Antonio embark on a thought-provoking exploration of midlife challenges and the quest for genuine fulfillment. They dive into why personal relationships often hold more grounding power than professional achievements and how societal norms can sometimes lead us astray. This episode urges listeners to recognize and address the signs of dissatisfaction before they manifest in unhealthy ways, and advocates for proactive change and the invaluable support of personal communities during times of personal reflection and growth.

    Throughout our conversation, Antonio provides practical strategies and daily practices aimed at enhancing emotional wellness and embracing change. From trusting your intuition to maintaining emotional health through exercise and genuine connections, this episode is a treasure trove of actionable insights. We delve into the importance of living in the present while planning for a future that truly resonates with our authentic selves, ensuring that success and happiness are not just goals but a way of life. Listen in and discover how to be the lead character in your life story, and how you can play to win instead of just playing not to lose.

    Guest Bio

    Guided by his own journey of transformation, Antonio helps people face critical decisions so they can reboot, reset and refuel their lives. Antonio Neves is a best-selling author, coach to senior leaders, and international speaker known for helping people develop their personal leadership. He’s the author of four books including Stop Living On Autopilot: Take Responsibility for Your Life and Rediscover a Bolder, Happier You (Penguin Random House), and the Founder of Man Morning, a dynamic global community and weekly newsletter tailored for growth-driven men who want to get better. Previously, Antonio worked for a decade as a correspondent in New York City with networks including NBC, PBS and MTV Networks. A former Division I student-athlete, Antonio is a graduate of Western Michigan University and holds a Masters degree from Columbia University.

    Connect with Antonio
    Facebook: https://www.facebook.com/TheAntonioNeves/
    Instagram: https://www.instagram.com/

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    LinkedIn: @HalftimewithJon Instagram: @HalftimewithJon www.halftime.network
  • Guest: Kaamna Bhojwani, Sexuality & Relationship Expert

    Show Summary

    What if finding love again after the break-up of a long term relationship could be a journey of growth and discovery rather than a daunting task? Join us for a heartfelt conversation with Kaamna Bhojwani, a leading relationship and sexuality expert, as we unravel the shifting dynamics of dating and relationships at midlife. Together, we explore how societal changes and digital advancements have altered the dating scene, placing a spotlight on emotional intelligence and humor over looks and financial status. Kaamna shares her insights on the importance of authenticity in online dating and how AI is reshaping the way we present ourselves, urging listeners to stay true to who they are to foster genuine connections.

    Ready to navigate the maze of modern dating apps post-breakup? We'll guide you through choosing platforms that match your goals and strategies to maintain authenticity while managing time effectively. We touch upon the phenomenon of men remarrying quickly after divorce and delve into the importance of self-reflection to define relationship priorities. By recognizing your non-negotiables and embracing personal growth, you're encouraged to seek partners who resonate with your true self. Listen in for empowering stories and practical advice that will support your quest for meaningful relationships at midlife in the ever-evolving dating world.

    Guest Bio

    When Kaamna’s mother accused her of being only interested in soul and sex, she had no idea how bang on she was. Today, Kaamna is a sexuality researcher with a specialization in shame and spirituality. Through 1:1 clients, small group workshops and public events, Kaamna helps people shed the shame and guilt around their sexuality and embrace a new sexual self-identity. Kaamna’s philosophy is simple: Nothing in the human experience is profane, so let’s talk about it. Kaamna holds a masters degree in Spiritual Psychology from Columbia University and a masters in Organizational Psychology from the University of Illinois. Kaamna’s work combines academic rigor with a deep love and compassion for being human – with all its complexities. When she’s not dismantling the shackles around human sexuality, she’s singing by a piano somewhere or planning her next trip to a soulful destination.

    Key Moments

    00:00 Dating After Midlife Break-Ups
    05:34 AI & Relationships
    11:16 Navigating Dating After a Midlife Break-Up
    18:10 Self Analyzing After a Midlife Break-Up
    24:11 Defining Your New Relationship Priorities
    31:00 The Vast Dating Options

    Connect with Kaamna

    Facebook: @kaamnalive
    Instagram: @kaamnalive
    Twitter: @kaamnalive
    Website: www.kaamnalive.com

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  • Guest: Chip Conley, Founder of the Modern Elder Academy

    Show Summary

    Join us for an inspiring journey into midlife transformation with Chip Conley, founder of Modern Elder Academy and author of Learning to Love Midlife. Listen in as Chip shares how maintaining energy, curiosity, and openness to new experiences can position us as role models and leaders. Reflecting on Carol Dweck's growth mindset, Chip emphasizes the importance of wisdom over mere knowledge in midlife. Discover his personal practice of documenting life lessons in a "wisdom book" and learn how metabolizing life experiences into wisdom can guide us through the second half of life, making it richer and more meaningful.

    We also explore an expansive concept of midlife, spanning from ages 35 to 75, and the unique challenges and opportunities each phase presents. Inspirational stories, like an 89-year-old woman writing her first novel, underscore the importance of continuous learning and curiosity. Chip discusses the significance of social relationships in fostering longer, healthier, and happier lives, advocating for the conscious practice of friendship during midlife transitions. Additionally, we touch on emotional authenticity, vulnerability, and the power of a pro-aging (vs. anti-aging) perspective to build emotional strength and resilience. Don't miss this engaging conversation filled with practical advice and valuable insights for embracing your midlife with vitality and wisdom.

    Guest Bio

    Chip Conley is on a mission. After disrupting the hospitality industry twice, first as the founder of Joie de Vivre Hospitality, the second-largest operator of boutique hotels in the U.S., and then as Airbnb’s Head of Global Hospitality and Strategy, leading a worldwide revolution in travel, Conley co-founded MEA (Modern Elder Academy) in January 2018. Inspired by his experience of intergenerational mentoring as a ‘modern elder’ at Airbnb, where his guidance was instrumental to the company’s extraordinary transformation from fast-growing start-up to the world’s most valuable hospitality brand, MEA is the world's first ‘midlife wisdom school’. Dedicated to reframing the concept of aging, MEA supports students to navigate midlife with a renewed sense of purpose and possibility. A New York Times best-selling author, Conley's 7th book, Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age, is about rebranding midlife to help people understand the upside of this often-misunderstood life stage.

    Key Moments

    00:00 Unlocking Wisdom in Midlife

    03:55 Using Core Wisdom

    12:40 Embracing Midlife Community for Growth

    16:37 Communities for Men and Women

    26:14 Building Emotional Strength and Resilience

    Connect with Chip

    IG: @ChipConleyFB: https://www.facebook.com/chipconleyauthor

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  • Guest: Kelly Henderson, Host of the Velvet’s Edge Podcast & Celebrity Stylist

    Show Summary

    Kelly Henderson, the host of the Velvet's Edge podcast and celebrity stylist, joins Jon for a heartfelt conversation about the lessons our relationships teach us. Kelly opens up about her dating history and toxic relationships, including a high-profile friendship that played out on reality TV. She bravely discusses the impact of online trolling and media misrepresentation, showcasing her resilience and personal growth from these adversities.

    Kelly and Jon also unpack the often misunderstood dynamics of relationships and breakups, reimagining them as opportunities for growth rather than failures. Kelly shares insights into the complexities of modern dating, especially through dating apps, and the quest for genuine connection in today's digital age. The discussion touches on the unique challenges men face during breakups and the importance of embracing difficult emotions and seeking support. With practical advice and a dash of pop culture, including a nod to "Love Island," this episode promises a compelling exploration of love, growth, and resilience. Tune in for a conversation that's enlightening and empowering.

    Guest Bio

    Kelly Henderson began her career in the Nashville country music scene over 15 years ago, orchestrating her ascent to celebrity stylist for country music stars such as Dierks Bentley, Jason Aldean, Riley Green and Jordan Davis. Henderson began offering an intimate insight into her work via her lifestyle blog, “Velvet’s Edge,” which began as a place her audience could find tips on fashion, travel, fitness, health and more. With an ever-growing demand from her loyal online followers, Henderson launched an extension of her blog in the form of a podcast of the same name via iHeartMedia. She leverages her decade-long journey in 12-step recovery, intensive experiential therapy and other holistic modalities, combined with her successful career as a tastemaker, artist and stylist to explore the human condition. The Velvet’s Edge Podcast normalizes hard conversations, “taboo” topics, and people’s ever evolving journeys, while promoting healing and the road to a happy and fulfilling life experience. The podcast is built on Henderson’s motto, “Everyone has a little Velvet and a little Edge, I’m just here to help people feel comfortable with that and hopefully get on the path to living their best life.”

    Key Moments

    00:28 - Life Lessons From Relationship Challenges
    03:30 Kelly’s Relationship Experiences
    09:05 The Impact of Therapy
    13:24 - How Relationships Can be Ugly
    23:02 - Navigating Modern Dating Challenges

    Connect with Kelly

    IG: https://Instagram.com/velvetsedge
    FB: https://Facebook.com/velvetsedge
    Podcast Velvet’s Edge: https://podcasts.apple.com/us/podcast/velvets-edge-with-kelly-henderson/id1364128350

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  • Guest: Wendy Kesser, Certified Divorce Coach® and ReMatchmaker™️

    Show Summary

    Discover the transformative power of divorce coaching with our special guest, Wendy Kesser, a certified divorce coach with diverse experience including counseling Silicon Valley’s elite. Learn how professionals like Wendy play a pivotal role in supporting individuals through the complexities of divorce. Wendy discusses how divorce coaches facilitate more effective interactions with lawyers, mediators, therapists, and financial advisors, potentially reducing both costs and emotional strain. Jon and Wendy also delve into the intricate world of financial settlements, where aligning strategy with personal values becomes paramount. Wendy shares profound insights on how stress, integrity, and perceptions of fairness can shape settlement outcomes. Embracing an abundance mindset, rather than one of scarcity, can lead to more favorable results. Through practical advice, Wendy tackles common dilemmas such as whether to keep or sell the family home, encouraging a balanced approach to emotional and financial decisions. Tune in to find out how adopting a positive, forward-looking perspective can transform divorce into a bridge to a brighter future.

    Guest Bio

    Wendy Kesser is a Certified Divorce Coach® and ReMatchmaker™️ — and works with people considering, experiencing or going through divorce. She gives her clients the tools, courage and confidence to navigate the direction they choose. She is based in San Francisco, CA.

    Key Moments

    01:08 The Role of Divorce Coaching05:28 The Role of Divorce Coaches15:29 Empowering Divorcees Through Financial Independence22:14 Financial Considerations in Divorce Settlements26:32 Financial Imbalance and Divorce Negotiations29:27 Spousal Support and Self-Supporting After Divorce

    Connect with Wendy

    IG: @getwithwendyLinkedIn: https://www.linkedin.com/in/wendy-s-kesser-08b7223/Website: https://www.getwithwendy.com/

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  • Guest: Susan Regan, MFT | Founder of Solutions Therapy & Mediation

    Show Summary
    Join Jon and Susan Regan, MFT, as they dive into both the practical and emotional aspects of separation. Discover the power of accountability and finding inner happiness amidst life’s toughest transitions. From navigating the complexities of co-parenting to mastering effective communication during separation, this episode offers invaluable insights into building healthy relationships with your children and forging a positive relationship with your ex. Tune in for a conversation that’s all about intentionally creating a positive next chapter in your life.

    Guest Bio
    Susan Regan is the Founder of Solutions Therapy & Mediation, and has been a licensed Marriage & Family Therapist for 30 years, helping hundreds of couples and individuals find balance and connection. As a seasoned mediator, she specializes in co-parenting counseling and mediation for separating families. With expertise in Narrative, Family Systems, and Attachment-Based Therapy, Susan offers a diverse approach to support her clients.

    Key Moments

    00:00 Introduction and the Importance of Personal Growth04:13 The Process of Discernment: Exploring Different Doors10:26 Co-Parenting: Effective Communication and Collaboration14:59 Taking Care of Your Mental Health During Separation19:37 Building Healthy Relationships with Children During Separation

    Connect with Dr. Susan Regan

    Contact: https://solutionstherapyandmediation.com/contact/Instagram: @susanregancoachingFacebook: @solutionstherapyandmeditationYouTube: @susanregancoaching

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  • Guest: Laila Aitken || Divorce Coach & Co-Founder of Split.fyi

    Show Summary
    Divorce and separation affect men and women in profoundly different ways. In this episode, we dive deep into these unique experiences. Join us as Laila Aitken, a divorce coach who has lived through the trials of divorce, shares the rawness of her own journey. We tackle the emotional rollercoaster, the power struggles that often arise, and the critical role of communication and accountability. This conversation isn’t just about surviving divorce – it’s about finding strength, empathy, and understanding in the midst of it. Whether you’re going through it yourself or supporting someone who is, this episode offers invaluable insights and advice on navigating one of life’s toughest transitions.

    Guest Bio
    Laila Aitken is an accredited mediator and divorce coach dedicated to supporting those navigating the emotional and practical challenges of divorce. Drawing from her own decade-long experience with divorce, she founded Split.fyi, a platform designed to provide guidance, resources, and a supportive community for those going through similar life transitions.

    Key Moments

    00:00 Introduction and Overview06:58 Exploring Stereotypes and Gender Differences10:46 Understanding the Emotional Toll of Divorce23:06 Communication Differences Between Men and Women25:59 The Importance of Support and Connection29:24 The Role of Accountability in Divorce30:25 Closing Thoughts and Advice

    Connect with Laila

    LinkedIn: @splitfyiInstagram: @splitfyiFacebook: @splitfyiTwitter: @splitfyiwww.splitfyi.com

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  • Guest Tom Sturges || Music Executive & Author

    Show Summary
    In this episode, Jon and Tom Sturges discuss the concept of a 'good divorce' and how to approach the process with kindness, respect, and generosity. They emphasize the importance of putting childrens’ needs first and maintaining a positive relationship with the ex-spouse. Tom shares his personal experience of ending his marriage while still remaining close with his ex-wife's family, while negotiating creative solutions to his financial settlement and custody arrangement with his kids. He also talks about his foundation, Witness to a Dream, which inspires children in the LA public school system through music and creativity.

    Guest Bio
    Tom Sturges is a distinguished music executive, author, mentor, educator, inventor, and public speaker. With a career spanning leadership roles at Chrysalis Music, Universal Music Publishing Group, and Shaquille O’Neal’s TWIsM Records, Tom has shaped the music industry through signings that include 50 Cent & G Unit, Chris Brown, and Outkast, among others, selling over 195 million albums and earning 19 Grammy awards. An accomplished author, Tom has penned several acclaimed books and co-created UCLA's Music Business Now course, impacting over 1200 students. Recognized for his mentorship in Los Angeles, he's also featured in the award-winning documentary WITNESS TO A DREAM.

    Key Moments

    00:00 The Concept of a 'Good Divorce'08:05 Putting the Needs of the Children First13:46 Maintaining a Positive Relationship with the Ex-Spouse19:55 Coping with Difficult Emotions and Finding Joy25:19 Taking Accountability and Personal Growth31:14 Nurturing Dreams and Aspiration


    Connect with Tom Sturges

    LinkedIn: @tomsturgesInstagram: @tomsturgesideasTwitter: @tomsturgesideaswww.tomsturges.net

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  • Guest: Derek Haswell || Co-Founder of Ten Percent Happier & Executive Coach

    Show SummaryIn this episode, Jon and Derek Haswell discuss the importance of integrating our whole selves and how to navigate emotions and reactivity. They explore the origins of Derek’s company, Ten Percent Happier, and the power of establishing a consistent meditation practice. They also delve into the concept of male vulnerability and the Internal Family Systems (IFS) model, which helps individuals understand and work with the different emotional parts of themselves. The conversation highlights the common emotions experienced during separation and divorce, such as shame, anger, and sadness, and offers insights on how to navigate these emotions with compassion and self-awareness.Guest Bio: Derek Haswell

    Derek Haswell is a passionate advocate for emotional health and wellness, and his journey began with a deep internal drive for personal growth. This led him to co-found Ten Percent Happier, the company offering meditation and mindfulness courses and coaching, where he served as Head of Product for nearly a decade. Derek collaborated with renowned meditation teachers including Joseph Goldstein and Sharon Salzberg, to create groundbreaking offerings. Over time, Derek's personal focus shifted from seeking external validation driven by a feeling of lack, to self-understanding and self-compassion. Now an executive coach, he leverages the Internal Family Systems model to help clients understand their own emotional parts and gain greater clarity and freedom in their lives.

    Timestamps00:00 Introduction: Meditation and Integrating the Whole Self03:09 The Power of Meditation in Responding, Not Reacting07:58 Finding Usefulness and Enjoyment in Meditation10:38 Embracing and Understanding Different Parts of Ourselves18:51 The Internal Family Systems Model: A Path to Self-Awareness and Freedom26:07 Working with Anger and Other Emotions29:27 Moving from 'I Don't Want to Talk About It' to Vulnerability34:00 Conclusion: Takeaways and Closing Remarks

    Connect with Derek Haswell

    Twitter: @drhaswellLinkedIn: @drhaswellExecutive Coaching Website: www.derekhaswell.comhttps://www.tenpercent.com/

    Resources mentioned during the show

    Learn about the Enneagram:

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  • Guest: Ian Mausner || is a seasoned divorce coach, finance executive, philanthropist, and author

    Show SummaryLeading divorce coach and author Ian Mausner joins Jon for an in-depth discussion on dating while going through divorce. Ian emphasizes the power of intelligence, self-awareness, and clear communication in building and maintaining healthy relationships. Ian also provides practical advice for navigating the complexities of separation and divorce, from financial planning to making informed decisions. Discover the potential for new relationships and personal growth during and after divorce, with Ian's invaluable guidance.Guest Bio: Ian Mausner

    Ian Mausner is a seasoned divorce coach, finance executive, philanthropist, and the author of the Amazon best-seller Getting Back on Top – The Uncensored Guide to Sex, Dating and Relationships After Divorce. As a divorce coach, Ian is dedicated to helping individuals navigate the challenges of separation and divorce with a collaborative approach. He holds an MBA from Stanford Business School and a BA in Economics from Amherst College​. He contributes all his consulting revenue to charities focused on helping children.

    Timestamps00:00 Introduction and Importance of Intelligence03:28 Timing of Dating After Separation05:48 Impact on Children and Communication08:37 Types of Women to Be Cautious of12:28 Observing Reactions and Intelligence20:22 Treating the First Date as an Interview23:43 Being Respectful in Declining a Second Date26:03 Knowing Yourself and Improving Communication29:28 Collaborative and Amicable Divorce Approach33:21 Protecting Financial Assets During Divorce

    Connect with Ian Mausner:

    Twitter: @IanMausnerLinkedIn: @IanMausner Join the Conversation

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    Connect with JonLinkedIn: @HalftimewithJonIn

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