Flying Upstream Podcast

Kristyn Medeiros

Tired of the same old version of success that everyone around you keeps chasing? Flying Upstream is your invitation to question it all. Hosted by Kristyn Medeiros, this show takes you inside the lives of people who refuse to follow the script and choose to live with purpose, courage, and absolute authenticity. Each episode uncovers the untold stories of those who broke away from expectations and built lives that actually feel meaningful. You will hear about powerful transformations, unconventional paths, ancient and modern wisdom, and the real moments that change everything. This podcast is h

  1. 4D AGO

    Upstream Living: Five Lessons on Alignment, Courage, and Reinvention

    In this reflective solo episode of Flying Upstream, host Kristyn Medeiros distills the most powerful lessons shared by past guests—individuals who have challenged societal norms, faced adversity head-on, and chosen to live in alignment with their authentic selves.Kristyn explores five profound insights that consistently surfaced across conversations. First, that success without alignment feels empty—external achievements can never compensate for internal misalignment. Second, adversity has the power to either shrink us or sharpen us, depending on the meaning we assign to it. Third, reinvention is not reckless—it is often the most responsible choice a person can make. Fourth, service is more than charity; it is contribution, and it transforms isolation into connection. And finally, courage is rarely loud or dramatic—it is quiet, accessible, and available in small daily decisions.This episode invites listeners to question where they may be living out of alignment and reminds them that fear does not have to disappear before action begins. You don’t need permission to change your life. You only need the willingness to take one honest step forward.00:00 Introduction to Flying Upstream01:28 Lessons from guests: success and alignment03:23 Adversity: the choice to respond05:13 Reinventing yourself: the power of change06:50 The healing power of service08:41 Understanding courage: quiet strength10:37 Embracing upstream livingSubscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaAExplore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstream_podcast, personal growth, success, adversity, reinvention, service, courage, alignment, self-discovery, life lessons

    12 min
  2. 5D AGO

    Rewriting the Narrative: Ownership, Psilocybin, and the Power to Change

    In this powerful episode of Flying Upstream, host Kristyn Medeiros sits down with John Borden to explore a journey marked by addiction, awakening, and extraordinary personal transformation. Once trapped in cycles of self-destruction, John reached a breaking point that forced him to confront the direction of his life. What followed was not an overnight shift, but a series of intentional decisions that gradually reshaped his identity and future.John shares the pivotal moments that changed everything — a breaking point at the gym, an unexpected conversation with a stranger that reframed his perspective, and the profound impact psilocybin had in helping him examine and rewrite deeply ingrained patterns. Through discipline, ownership, and relentless self-belief, he transitioned from addiction recovery to becoming an ultra marathon runner and personal trainer.This conversation highlights the power of autonomy, the importance of mental health, and how small, consistent choices can lead to dramatic life changes. John’s story is a reminder that transformation is rarely instant — it’s built through courage, accountability, and the willingness to choose better, one decision at a time.00:00 The breaking point: a call to change10:03 The catalyst: a conversation with a stranger20:05 Rewriting the narrative: the power of psilocybin28:14 From darkness to light: the journey of transformationSubscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaAExplore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstreamtransformation, personal growth, psilocybin, ultra marathon, addiction recovery, self-discovery, mental health, fitness journey, life changes, empowerment

    30 min
  3. FEB 19

    What comes after Success: From Achievement to Awakening

    In this thought-provoking episode of Flying Upstream, host Krystin Medeiros sits down with Kris Land, a successful technologist who reached every external milestone society defines as “making it” — only to find himself facing deep depression and a haunting question: This can’t be it. Kris shares his journey through emotional collapse, near-death experiences, and an awakening that reshaped his understanding of success, purpose, and the soul. What began as a search for achievement became a search for meaning. Through vulnerability and reflection, Kris explores how curiosity became his lifeline — guiding him beyond external validation and into deeper questions about consciousness, emotion, and why we’re really here. The conversation dives into the idea that emotions may be central to the soul’s purpose, that experiences shape our perception of reality, and that fulfillment isn’t found in accumulation but in awareness and connection. Kris challenges the illusion that success guarantees happiness and invites listeners to redefine what achievement truly means. This episode is a reminder that there are no coincidences, that even the darkest moments can become doorways, and that curiosity may be the most powerful tool we have for growth and self-discovery. 00:00 Introduction to the journey01:19 The illusion of success07:06 Near-death experiences and awakening13:16 Understanding the soul22:05 The purpose of emotion28:33 Curiosity as a path to fulfillment Subscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4 Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaA Explore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/ Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstream_ success, depression, near-death experiences, soul, purpose, emotion, awakening, curiosity, personal growth, self-discovery

    33 min
  4. FEB 17

    The Journey of Resilience, Laura Bratton

    n this deeply human episode of Flying Upstream, host Kristin Medeiros sits down with Laura Bratton to explore what it means to rebuild identity and purpose after life changes in an instant. Laura shares her experience of being diagnosed with a rare eye disease at the age of nine and the emotional, psychological, and spiritual journey that followed as she lost her sight. With honesty and grace, Laura reflects on the anxiety and depression that accompanied her transition, the disruption of her sense of self, and the powerful role community played in helping her feel seen, supported, and understood. She reframes grit not as pushing through pain, but as acknowledging how we feel and choosing to move forward anyway. Through gratitude, spiritual grounding, and daily intention, Laura found resilience—not by denying her loss, but by validating it. This conversation is a reminder that courage often lives in vulnerability, that pain deserves to be acknowledged, and that purpose can emerge even in the midst of adversity. Laura’s story invites listeners to choose life each day, exactly as they are. 00:00 Introduction to courage and change02:48 The journey of losing sight06:07 The role of community in healing09:04 Identity disruption and resilience11:57 Finding normalcy in college life14:53 Redefining grit and gratitude17:46 Moments of thriving20:47 Spiritual grounding and purpose24:09 Validating pain and moving forward Subscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4 Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaA Explore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/ Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstream_ courage, resilience, community, identity, gratitude, mental health, purpose, adversity, personal growth, empowerment

    26 min
  5. FEB 12

    Rebuilding Life After a Motorcycle Accident, Shanon Michelle

    In this moving episode of Flying Upstream, host Kristin Medeiros sits down with Shannon Michelle to explore a story of recovery, resilience, and reinvention. After surviving a devastating motorcycle accident followed by a breast cancer diagnosis, Shannon’s life was reshaped in ways she never could have imagined. She shares what it meant to rebuild not just her body, but her identity, sense of purpose, and relationship with presence. Through honest reflection, Shannon speaks to the power of vulnerability, the necessity of accepting trauma rather than resisting it, and the quiet strength that comes from staying present moment by moment. Her journey reveals how healing isn’t about returning to who you were before, but learning how to move forward with compassion, awareness, and trust in yourself. This episode is a reminder that life can change in an instant — and that within those moments of rupture, there is also the possibility of profound growth, deeper self-care, and a renewed connection to what truly matters. 00:00 The journey begins: a life transformed03:08 Rebuilding after trauma: the motorcycle accident06:02 Rediscovering identity: from businesswoman to survivor08:53 The power of presence: lessons from recovery12:14 Facing cancer: a new challenge15:03 Embracing change: the importance of self-care17:53 Living in the moment: the art of staying present21:13 Words of wisdom: encouragement for others24:09 Healing and moving forward Subscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4 Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaA Explore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/ Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstream_ trauma, recovery, motorcycle accident, breast cancer, identity, self-care, presence, healing, personal growth, resilience

    30 min
  6. FEB 10

    165: Defying Expectations: Ken Konkin’s Journey of Resilience

    In this inspiring conversation, Ken Konkin shares his journey of overcoming adversity after becoming a quadriplegic due to a football accident. He discusses the challenges he faced in education and employment, the importance of mentorship, and how he defied societal expectations. Ken also reflects on his role as a father to triplet boys and emphasizes the power of self-belief and resilience in the face of life's obstacles.00:00 Overcoming adversity: Ken’s journey begins05:54 Defying expectations: education and career challenges11:50 The power of mentorship: finding support and inspiration17:51 Fatherhood and family: redefining possibilities24:06 Embracing possibility: a message of hope and self-beliefSubscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaAExplore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstream_overcoming adversity, disability, mentorship, education, fatherhood, self-belief, inspiration, Ken Konkin, Flying Upstream, personal growth

    26 min
  7. FEB 5

    164: Embracing the Unknown: A Journey to Authenticity

    In this enlightening conversation, Caleb Matthews shares his journey from a successful corporate career to embracing a life of purpose and authenticity. He discusses the importance of understanding one's spirit, soul, and body, and how these elements contribute to finding true fulfillment. Through personal anecdotes and insights, Caleb emphasizes the significance of dreams as a roadmap for life and encourages listeners to redefine their understanding of success. He invites individuals to explore their unique design and purpose, urging them to embrace the unknown and trust their inner guidance. https://www.calebmatthews.net/ 00:00 Embracing the unknown: a journey begins02:20 The impact of unconventional upbringing04:44 Lessons from early public speaking experiences07:33 Defining spirit and soul: understanding our inner voices09:00 The DNA of design: finding true fulfillment12:47 Taking the leap: moving to Mexico16:11 Seeing the links between purpose and calling18:05 The matrix mindset: construct, conform, contract21:24 Finding purpose beyond conventional wisdom22:47 Dreams as roadmaps: interpreting inner messages26:33 First steps to redefining success Subscribe to the Flying Upstream newsletter and join a growing community of visionary souls, healers, and creativeshttps://flying-upstream.kit.com/5a525057c4 Watch this episode on the Flying Upstream YouTube channelhttps://www.youtube.com/channel/UCru9Sle2Ms_tmgEL_Bo8ZaA Explore the Flying Upstream Bloghttps://flyingupstreamblog.com/blog/ Facebook: https://www.facebook.com/profile.php?id=61563051165826Instagram: https://www.instagram.com/flyingupstreampodcast/LinkedIn: https://www.linkedin.com/company/flying-upstream-podcastTikTok: https://www.tiktok.com/@flyingupstream_ purpose, success, personal growth, dream interpretation, self-discovery, unconventional paths, spirituality, life design, overcoming fear, embracing change

    30 min
5
out of 5
14 Ratings

About

Tired of the same old version of success that everyone around you keeps chasing? Flying Upstream is your invitation to question it all. Hosted by Kristyn Medeiros, this show takes you inside the lives of people who refuse to follow the script and choose to live with purpose, courage, and absolute authenticity. Each episode uncovers the untold stories of those who broke away from expectations and built lives that actually feel meaningful. You will hear about powerful transformations, unconventional paths, ancient and modern wisdom, and the real moments that change everything. This podcast is h