Libsyn Directory

He Was Homeless… Now He Runs a 9-Figure Empire w/ Stephen Scoggins | EP488 [Re-Release]

Release Date: 04/13/2026

Gay Conservative Calls Out Pride, Trump & The Narrative w/ ConservativeAnt | EP490 [Re-Release]

The Awake & Winning Podcast

What happens when a gay conservative says the quiet part out loud? In this re-released episode of the Awake & Winning Podcast, Kaylor brings back one of the most controversial and conversation-sparking interviews with Conservative Ant and it’s more relevant now than ever. Anthony Raimondi, known online as ConservativeAnt, is a Florida-based political commentator and content creator who’s built a massive following by challenging mainstream narratives around identity, culture, and politics. In this episode, he and Kaylor dive deep into victimhood culture, the evolution of the pride...

He Pretended to Be Trans and Broke the Internet w/ Josh Seiter | EP489 [Re-Release]

The Awake & Winning Podcast

In this spicy re-release episode of the Awake & Winning Podcast, Kaylor brings back one of the show’s most controversial conversations as he sits down with Josh Seiter to unpack the social experiment that lit up the internet and challenged gender ideology head-on. This older episode is being re-released because the conversation is still wildly relevant, still deeply polarizing, and still raises major questions about truth, freedom, culture, and the limits of social acceptance. Josh Seiter is a public figure and former reality TV personality who gained major attention after conducting a...

He Was Homeless… Now He Runs a 9-Figure Empire w/ Stephen Scoggins | EP488 [Re-Release]

The Awake & Winning Podcast

In this episode of the Awake & Winning Podcast, Kaylor revisits one of the most powerful and timely conversations on men’s mental health, masculine identity, and true personal transformation. In this throwback episode, he sits down with Stephen Scoggins, a former homeless teen turned serial entrepreneur and mentor, to unpack what it really takes to rebuild your life from the inside out. Even though this is an older favorite, the message hits harder than ever today. Together, they dive into shadow work, father wounds, self-worth, hustle culture, emotional suppression, and why so many men...

The Border Crisis Nobody Can Ignore w/ Brooker Tee Jones | EP487 [Re-Release]

The Awake & Winning Podcast

In this episode of the Awake & Winning Podcast, Kaylor revisits a powerful and highly relevant conversation with independent journalist Brooker T. Jones—a standout episode that feels just as timely today as when it first aired. As global conversations around immigration, media trust, and political division continue to intensify, this episode brings forward unfiltered perspectives that are more important than ever. Brooker shares how she transitioned from conventional journalism into independent media, building a platform alongside her son to document stories mainstream outlets often...

Keto Expert Explains Why Most Diets FAIL w/ Ben Azaidi | EP486 [Re-Release]

The Awake & Winning Podcast

In this episode from the Awake & Winning Podcast vault, Kaylor revisits one of the most powerful conversations on metabolic health with keto expert and bestselling author Ben Azadi. Together they challenge everything people think they know about diet, cholesterol, and fat burning. Ben breaks down why most people today are stuck as sugar-burners, how ketosis actually works inside the body, and why metabolic flexibility may be one of the most powerful tools for energy, longevity, and mental clarity. They also dive into the controversial conversations around seed oils, cholesterol, and the...

The NHL Star Who REFUSED To Stay Quiet | EP485 [Re-Release]

The Awake & Winning Podcast

In this fan-favourite episode of the Awake & Winning Podcast, Kaylor Betts sits down with NHL legend Theo Fleury for a raw, unfiltered conversation about trauma, addiction, faith, and the courage to speak truth in a world that rewards silence. Theo shares the brutal reality of the abuse he endured early in his hockey career, the addiction that nearly destroyed his life, and the moment he finally surrendered everything to God and rebuilt himself from the ground up. Kaylor and Theo dive deep into the connection between unresolved trauma and addiction, why most people numb instead of heal,...

Ozempic ISN’T What You Think w/ Dr. Tyna Moore | EP484 [Re-Release]

The Awake & Winning Podcast

In this re-release episode of the Awake & Winning Podcast, Kaylor Betts sits down with returning guest Dr. Tyna Moore to tackle one of the most controversial health conversations happening right now: GLP-1 medications like Ozempic. Together they break down the difference between pharmaceutical propaganda, real clinical data, and the importance of critical thinking in a polarized health landscape. Dr. Tyna Moore is a naturopathic physician and regenerative medicine expert who has spent decades helping patients improve metabolic health, hormones, and longevity. In this conversation, she...

Birth Trauma Expert: Birth Isn’t A Medical Emergency | EP483 [Re-Release]

The Awake & Winning Podcast

In this re-released episode of the Awake & Winning Podcast, Kaylor Betts revisits one of the most powerful and controversial conversations the show has ever aired. This episode was too important to leave buried in the archives. Kaylor sits down with traditional birth companion Billie Harrigan to unpack how modern birth became medicalized and what that can mean for mothers, babies, and families. Billie shares her own traumatic first birth story and explains why many women describe hospital birth as a violation of consent, agency, and dignity. Together, they explore when Western medicine is...

THIS Is Why Smart People Get Trapped w/ Lennie Moreno | EP482 [Re-Release]

The Awake & Winning Podcast

In this epic throwback episode of the Awake & Winning Podcast, Kaylor Betts sits down with entrepreneur and truth-speaker Lennie Moreno for a raw, expansive conversation about awakening, sovereignty, and the cost of integrity in a world built on convenience and control. Lennie shares his journey from building and exiting a multi-million-dollar tech company to walking away from alignment-breaking systems, even when it meant losing friends, investors, and financial certainty. Together, they explore the tension between external corruption and internal responsibility, why true freedom is an...

She Took Back Her Health AND Her Income | EP481 [Re-Release]

The Awake & Winning Podcast

In this repost episode of the Awake & Winning Podcast, Kaylor Betts sits down with Jessica Bennett for a Sovereign Session that connects health, truth, and personal responsibility. Jessica shares how COVID-19 became the “straw that broke the camel’s back,” pushing her from compliance to questioning the narrative—and how her medical background helped her spot what wasn’t adding up. She opens up about healing her Vermont-rooted “farm-to-table” foundations, recovering from Boise-based life stress, and navigating Hashimoto’s disease through root-cause strategies, lifestyle...

More Episodes

Even though this is an older favorite, the message hits harder than ever today. Together, they dive into shadow work, father wounds, self-worth, hustle culture, emotional suppression, and why so many men are quietly struggling despite outward success. Stephen shares the raw truth behind his journey, while Kaylor reflects on the emotional drivers that sparked his own transformation.

This is a must-listen for any man who feels stuck, disconnected, or driven by something he can’t quite explain and is ready to step into a more aligned, powerful version of himself.

Episode Highlights: men’s mental health, masculine healing, divine masculinity, father wounds, shadow work, self-worth, hustle culture, emotional regulation, mentorship, faith, personal transformation, authentic leadership

Takeaways:

Real transformation starts with radical honesty
Men need community, mentorship, and belief from others
Knowing the truth is useless without changed behavior
Unhealed wounds often drive ambition from lack
Anger can be channeled into growth when handled consciously
Hustle without alignment leads to burnout and emptiness
Authenticity and inner alignment create real freedom

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 @bettsnation 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.

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RESOURCES & LINKS MENTIONED IN THIS EPISODE:

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

X | https://x.com/stephen_scoggin

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

Websites | https://stephenscoggins.com/

Podcast | https://open.spotify.com/show/0GS73Oo2UY9FcGvBS1ahm7

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SPONSORS:

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

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