Libsyn Directory

The De-Transitioning Story You NEED to Hear w/ Keith Caputo | EP456

Release Date: 09/01/2025

The Truth About Financial Freedom with Jason Graystone | EP467 [Repost]

The Awake & Winning Podcast

In this repost episode of the Awake & Winning Podcast, Kaylor Betts sits down with investor and educator Jason Graystone (host of Always Free Podcast) to rip apart the myths of “financial freedom.” They draw a hard line between owning a business and buying yourself a job, unpack the two stages of freedom (independence → autonomy), and get practical about building assets, systems, and delegation so income isn’t tied to your hours. Kaylor challenges listeners to create purpose through service instead of endlessly “finding” it, while Jason lays out money habits that turn surplus...

How Society Castrated Men with Adam Allred | EP466 [Repost]

The Awake & Winning Podcast

In this repost of one of Kaylor’s most talked-about conversations, he and Adam Allred tackle the modern masculinity debate head-on. They define masculine vs. feminine energy, unpack the “toxic masculinity” label, and call out how comfort, cultural conditioning, and absent initiation rites are weakening men. Adam, known for unapologetic takes on leadership, polarity, and purpose, lays out why strong, healthy masculine men are essential for families and society, and how men can reclaim power through responsibility, adversity, and self-respect. If you’ve felt the cultural confusion around...

Why “Healthy” People Still Get Sick with Melissa Sell | EP465 [Repost]

The Awake & Winning Podcast

In this reposted fan-favorite of The Awake & Winning Podcast, Kaylor Betts sits down with Dr. Melissa Sell, chiropractor and educator of German New Medicine (GNM), to explore a radically different view of health and disease. Dr. Sell explains the five biological laws discovered by Dr. Ryke Geerd Hamer—laws that reveal symptoms as purposeful adaptations, not random malfunctions. Together they challenge conventional and even holistic health models, asking: what if illness isn’t something to fight, but something to understand? From Kaylor’s chronic strep throat story to the emotional...

How To Stop Letting Fear Run Your Life with Peter Crone | EP464 [Repost]

The Awake & Winning Podcast

In this fan-favorite episode of The Awake & Winning Podcast, Kaylor Betts sits down once again with the legendary Peter Crone, known globally as The Mind Architect. Together, they break down fear, ego, and the subconscious programming that keeps people stuck in survival mode. From the illusion of safety to the power of shifting perspective, this episode is a masterclass in awakening — not just to the world’s dysfunction, but to your own freedom within it. Peter’s insights on humor, trauma, language, and surrender will leave you questioning everything you believe about fear, control,...

How to Build REAL Wealth with Grant Cardone | EP463 [Repost]

The Awake & Winning Podcast

This throwback episode is a flashback to one of the most impactful Awake & Winning Podcast conversations of all time, Kaylor and Grant Cardone breaking down everything you need to know about wealth, financial intelligence, and smart entrepreneurial decision-making. In this episode, Grant dismantles money myths, exposes how the financial system keeps people small, and teaches how to think, act, and invest like the wealthy. From self-investment and real assets to building aligned networks and leveraging resources the right way, this conversation is a masterclass in creating true financial...

What Makes a Relationship ACTUALLY Healthy? with Sabrina Zohar | EP462 [Repost]

The Awake & Winning Podcast

This week, we’re revisiting one of the most powerful conversations on The Awake & Winning Podcast and it’s one that hits just as hard today. In this reposted episode, Kaylor sits down with relationship coach and creator Sabrina Zohar for a raw, hilarious, and deeply practical talk about what it really means to have a healthy, conscious relationship in today’s world. They unpack emotional safety, accountability, communication vs. comprehension, and why “no fighting” doesn’t mean “healthy.” Kaylor also opens up about his own lessons in dating, masculine energy, and...

The Video That Changed Kaylor’s Life on the Mark Groves Podcast | EP461

The Awake & Winning Podcast

What if your greatest fear was actually the doorway to your freedom? In this episode of the Awake & Winning Podcast, we’re resharing Kaylor Betts’ powerful interview on The Mark Groves Podcast. It’s a raw and unfiltered conversation where Kaylor steps into the guest seat and shares the story that changed everything for him. Kaylor opens up about the night he posted his viral “Enough is Enough” video during COVID, how he navigated cancel culture, and why standing in integrity became the catalyst for building his movement and coaching empire. Together with Mark, he dives deep into...

What If ADHD Was Actually Your Superpower?… An Interview with Barb Moylan | EP460

The Awake & Winning Podcast

This week we’re doing something a little different on the Awake & Winning Podcast. Instead of Kaylor in the host chair, we’re sharing an interview where he was the guest. Our friend Barb Moylan, the powerhouse behind Bam Fit 4 Life, brought Kaylor on her Facebook Live show for a raw conversation about ADHD, depression, and what it really takes to take back control of your life. Kaylor gets vulnerable about the years he felt like he was stuck “in the trunk” of his own life, the rock-bottom moment that cracked everything open, and how he flipped the script on ADHD, seeing it as a...

Flat Earth, Remote Viewing & the Mandela Effect… WTF? w/ Mark Gober | EP459

The Awake & Winning Podcast

In this episode of the Awake & Winning Podcast, Kaylor sits down with Mark Gober, a former Silicon Valley exec turned consciousness researcher, to unpack a staggering number of paradigm-shifting ideas. From psychic abilities and non-local consciousness to viruses, simulation theory, and the Mandela Effect—this episode challenges everything you think you know. Mark is the author of An End to Upside Down Thinking and six other books exploring the hidden science behind consciousness and reality. He explains how much of mainstream science is based on inference, not proof, and why models like...

This Woman Made Kaylor Believe in Astrology w/ Debra Silverman | EP458

The Awake & Winning Podcast

Is astrology legit or just woo-woo nonsense? In this episode of the Awake & Winning Podcast, Kaylor Betts sits down with Debra Silverman, a world-renowned astrologer and psychotherapist, to break down his own birth chart live on air. Debra brings a grounded, no-BS approach to astrology, cutting through the TikTok fluff and showing how the stars can offer deep psychological insight. With decades of experience (including working with Sting and Jennifer Aniston), Debra explains how astrology is a practical tool for self-awareness, leadership, dating, and emotional regulation. This episode...

More Episodes

In this week’s episode of the Awake & Winning Podcast, Kaylor hands the mic to legendary rock frontman Keith Caputo (formerly Mina Caputo), who delivers an unfiltered, soul-baring monologue about his de-transitioning journey, gender dysphoria, and reclaiming masculine identity.

After nearly 20 years of living as a trans woman, Keith shares why he walked away from hormone therapy, breast implants, and the illusion that transitioning would heal his deep-rooted trauma. He dives into the psychological, spiritual, and physical costs of medical transition, exposing what the mainstream won’t say about gender ideology, identity confusion, and pharmaceutical agendas.

Best known as the iconic voice of Life of Agony, Keith holds nothing back as he speaks candidly for most of the episode, dropping truth bombs on trauma, gender politics, the music industry, cancel culture, and why real healing starts from within. This episode is raw, controversial, and requires listening for anyone questioning the dominant narrative around gender identity.

Episode Highlights: de-transitioning, gender ideology, trauma healing, magic mushrooms, radical authenticity, music industry truth, cancel culture, spiritual awakening, hormonal side effects, cultural programming, psychedelic therapy, reactive attachment disorder

Takeaways:

Fearlessness and authenticity attract true collaborators
The music industry rewards conformity, not raw talent
Trauma often underlies gender dysphoria and identity shifts
Psychedelics can help heal deep-rooted emotional wounds
The medical system is creating lifelong patients, not healing
Cultural trends are driven by profit, not truth
True empowerment comes from within, not external surgery

If this episode lit a fire under you, don’t keep it to yourself. Screenshot it, throw it up on Instagram, and tag @thekaylorbetts or @awakeandwinning so we can share the love. And hey, if you’re vibing with the show, take 30 seconds to drop us a 5-star review, it helps us reach more freedom-loving legends like you.

_____________________________

RESOURCES & LINKS MENTIONED IN THIS EPISODE:

Instagram | https://www.instagram.com/MinaCaputo

X | https://x.com/KeithCaputoLive

Facebook | https://www.facebook.com/officialkeithcaputo

YouTube | https://www.youtube.com/@KeithCaputoOfficial

Websites | https://www.minacaputo.com/

_____________________________

SPONSORS:

Truly Tallow | https://www.trulytallow.com/ Use code “SUNNYBALLS10” at checkout for 10% off your order

_____________________________

IMPORTANT UPDATES: