Spiritually Challenged

Jay, David, and Steve
  • 4.9 (14)
  • SPIRITUALITY
  • UPDATED WEEKLY

Two comedy writers in Los Angeles – and their friend Steve – talk with inspiring people about how the challenges in their lives have led to greater awakenings. 

  1. S1 Ep20 – There Is No Death

    07/01/2025

    S1 Ep20 – There Is No Death

    In the season finale of Spiritually Challenged, the guys are joined by end-of-life doula Dianne Gray. Dianne has endured profound personal loss in her life. But rather than breaking her, these experiences have opened her to a deeper truth: that death is not the end.  Inspired by this knowing, Dianne has dedicated her life to guiding others through moments of deep grief and transformation. Diane’s stories are powerful and uplifting. They remind us that our souls are eternal, and love is a force that transcends even death.

    39 min
  2. S1 Ep19 – The Fall & Rise of a Spiritual Gangster (part two)

    06/24/2025

    S1 Ep19 – The Fall & Rise of a Spiritual Gangster (part two)

    In the second half of this two-part episode, former gang member Jason Quezada opens up about a dark entity he believes inhabited him—an energy he surrendered to during acts of violence and crime. Street Poets founder Chris Henrikson joins to discuss how he helped Jason separate from that force—and how similar dark energies often haunt gang culture as a whole. It’s a mind-bending conversation about the inner battles that shape us—and the hope that becomes possible when we finally let the light in. This is one you won’t want to miss.

    48 min
  3. S1 Ep18 – The Fall & Rise Of A Spiritual Gangster (part one)

    06/17/2025

    S1 Ep18 – The Fall & Rise Of A Spiritual Gangster (part one)

    This week on the podcast, Street Poets founder Chris Henrikson returns—this time with one of his most compelling former students: Jason Quezada. Jason’s story is anything but ordinary. From a disciplined Catholic school upbringing to a conviction that landed him behind bars, from being overtaken by dark energies to undergoing a profound spiritual awakening—his life has been a journey through extremes. In Part One of this two-part conversation, join Jay and David for a raw, revealing exploration of redemption, transformation, and the mysterious forces that shape a life.

    42 min
  4. S1 Ep17 – Music & The Search For P.L.U.R.

    06/09/2025

    S1 Ep17 – Music & The Search For P.L.U.R.

    Kaivon August is a rising star in the world of EDM, lighting up stages at concerts and festivals packed with thousands of fans. But behind the pulsing beats and dazzling lights lies a much deeper story. Since childhood, Kaivon has battled intense anxiety, OCD, and the slippery slope of self-medication. This week, Jay and David dive into the highs and lows of Kaivon’s journey—not just as an artist and musician, but as a spiritual seeker navigating the pressures of performance, perfectionism, and healing.

    50 min
  5. S1 Ep16 – Artists, Addiction & Their Secret Lovers

    06/03/2025

    S1 Ep16 – Artists, Addiction & Their Secret Lovers

    Sally Taylor is an accomplished and fiercely original musician, painter, and conceptual artist. As the daughter of musical legends James Taylor and Carly Simon, Sally has had to work harder than most to carve out her own identity. And sometimes that struggle took her through some pretty dark places.  Listen in as Sally talks about growing up in the shadow of two artistic giants, her personal journey through addiction, and the one great lover who has been there with her since the beginning and has helped guide her back into harmony. This is a story of resilience, self-discovery, and the transformative power of creativity.

    45 min
  6. S1 Ep15 – What The Stars Say Is Coming Next

    05/27/2025

    S1 Ep15 – What The Stars Say Is Coming Next

    This week, the Spiritually Challenged guys are joined by celebrity astrologers Tali and Ophira Edut—better known as The AstroTwins. As the official astrologers for Elle magazine, matchmakers on Amazon Prime’s Cosmic Love, and authors of several bestselling books, these cosmic powerhouses bring a stellar mix of insight and star-powered wisdom. Tune in to hear what the stars reveal about the futures of Donald Trump, Taylor Swift, and the United States itself.   Will the cosmos be kind, or are seismic shifts ahead? Find out in this galactic deep dive.

    38 min
  7. S1 Ep14 – They Talk To Dead People

    05/20/2025

    S1 Ep14 – They Talk To Dead People

    This week on Spiritually Challenged, we’re joined by the incredible KristaLyn Sophia — medium, astrologer, and folk magic practitioner. Not only does KristaLyn communicate with the other side, but they’ve also been there themself.  We dive deep into what KristaLyn’s experienced, how it shaped their spiritual path, and what messages they’re bringing back from the beyond.   This one’s a wild ride – complete with a musical interlude. Don’t miss it!

    48 min
  8. S1 Ep13 – From Suffering To Serenity

    05/13/2025

    S1 Ep13 – From Suffering To Serenity

    Growing up, Amy Owen seemed to have it all — intelligent, close friends, and a thriving modeling career. But beneath the polished surface, she battled a profound despair that nearly ended her life. This week, Jay and David sit down with the extraordinary Amy Owen to explore how a powerful spiritual awakening became the turning point in her story. Emerging from the pain of her early years, Amy has dedicated her life to helping others — including her work as a birth doula, where she fiercely advocates for expectant mothers often overlooked by the healthcare system. Don’t miss this powerful episode.

    52 min
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4.9
out of 5
14 Ratings

About

Two comedy writers in Los Angeles – and their friend Steve – talk with inspiring people about how the challenges in their lives have led to greater awakenings. 

Information

  • Creator
    Jay, David, and Steve
  • Years Active
    2024 - 2025
  • Episodes
    20
  • Rating
    Explicit
  • Copyright
    © 2025 Spiritually Challenged
  • Show Website
    Spiritually Challenged