Libsyn Directory

Financial SOVEREIGNTY 101 w/ Jason Graystone | EP421

Release Date: 04/28/2025

The HOT Seat: Sovereignty, Scarcity & Masculinity | EP449

The Awake & Winning Podcast

You think you know Kaylor? Think again. In this episode of the Awake & Winning Podcast, Britt Geleta steps up to the mic and delivers one of the most thought-provoking Hot Seat interviews yet. Britt is a sleep coach helping exhausted moms reclaim rest and she doesn’t hold back when it comes to questioning Kaylor’s take on sovereignty, masculine leadership, inner drive, and societal collapse. Together, they unpack the double-edged sword of hustle, why most powerful people are still running from childhood wounds, and whether women are being sold a lie when told they can “have it...

Digital IDs, Censorship & Medical Tyranny w/ Brett Hawes | EP448

The Awake & Winning Podcast

Why is the government so afraid of Brett Hawes? In this episode of the Awake & Winning Podcast, Kaylor sits down with natural health practitioner and outspoken health freedom activist Brett Hawes, who’s been shadow banned, censored, and even personally contacted by the Canadian Minister of Health. Brett shares his wild backstory of organizing the largest health freedom protest in Canadian history and why the system has tried to silence him ever since. They dig deep into Big Pharma corruption, media censorship, vaccine mandates, and digital IDs and ask the question on everyone’s mind:...

Comfort Is Killing You on What Are You Made of Podcast | EP447

The Awake & Winning Podcast

What if comfort is killing your purpose? In this episode of the Awake & Winning Podcast, we bring you an episode from the What Are You Made of Podcast hosted by Mike “C-Roc” Ciorrocco. Get ready for one of Kaylor’s most powerful interviews yet, where he breaks down his personal journey from anxiety, addiction, and depression to alignment, purpose, and personal power. He and Mike go deep on ego, faith, political division, identity, and what it really takes to live a life of freedom. Kaylor shares his no-BS thoughts on healing, responsibility, success, and the importance of doing hard...

Germ vs. Terrain Theory: What’s Really Making You Sick? w/ Jacob Diaz | EP446

The Awake & Winning Podcast

What if everything we’ve been told about viruses… is wrong? In this episode of the Awake & Winning Podcast, Kaylor sits down with Jacob Diaz, aka UnderCoverVirologist—a naturopathic practitioner and outspoken advocate of terrain theory. But this isn’t your typical echo chamber. Kaylor puts Jacob in the hot seat, pushing back hard on the wild claims that viruses don’t exist, COVID was never real, and STIs aren’t contagious. From chlamydia to spike proteins, Kaylor challenges the theories with his own lived experiences—asking the tough questions our audience is already...

SOVEREIGN SESSION: Can You Really Be Feminine & Still Crush Business? | EP445

The Awake & Winning Podcast

She had it all—multiple six figures, luxury cars, a high-level executive role—but inside, she was crumbling. In this powerful Sovereign Session of the Awake & Winning Podcast, Kaylor sits down with Minh-Thu Lam, an executive coach and one of the standout clients from the Awake & Winning Academy, to unpack her journey from corporate burnout to building a freedom-based business on her own terms. Minh-Thu spent nearly a decade climbing the corporate ladder, only to hit a breaking point. From her immigrant roots to redefining success through nervous system regulation and feminine...

Iran Strikes, Canada’s Underground Crime & CCP Interference w/ Sam Cooper | EP444

The Awake & Winning Podcast

What if the truth was more dangerous than the lies? In this explosive episode of the Awake & Winning Podcast, Kaylor sits down with Sam Cooper, one of Canada’s most fearless investigative journalists and founder of The Bureau.News. Known for uncovering Chinese Communist Party interference and exposing underground criminal networks embedded in Canada’s real estate market, Sam shares his personal awakening, the philosophy that drives his relentless pursuit of truth, and what the mainstream media won’t say about COVID, China, and Iran. From covert global alliances to media manipulation...

Is Canada Going to COLLAPSE? w/ The Political Orphans Podcast | EP443

The Awake & Winning Podcast

What happens when political purity spirals collide with real-world consequences? In this episode of the Awake & Winning Podcast, we bring you a repost from The Political Orphans Podcast hosted by Nico Lagan and Rob Ambrose for a fiery conversation on immigration, political intolerance, and the strategic future of Canadian politics. Kaylor doesn't hold back as he challenges the emotional logic behind voting, calls out the left's performative diversity, and debates whether Maxime Bernier should have joined forces with Pierre Poilievre. As a freedom-first thinker, Kaylor offers a bold,...

4,100 Women’s Medals STOLEN by MEN w/ Jennifer Sey | EP442

The Awake & Winning Podcast

What happens when a Levi’s brand president risks it all to protect women’s sports? In this episode of the Awake & Winning Podcast, Kaylor Betts sits down with Jennifer Sey—former CMO and Brand President of Levi’s, Emmy-winning filmmaker of Athlete A, bestselling author, and founder of XXXY Athletics, a bold new brand standing up for female athletes in the face of gender ideology. Jen shares the raw truth about her personal awakening during COVID, the backlash she faced for speaking up, and the cultural war we’re now fighting in women’s sports. She breaks down the real...

SOVEREIGN SESSION: Addiction Nearly Took Him. Here’s What Saved Him | EP441

The Awake & Winning Podcast

This one’s raw, real, and redemption-filled. In this Sovereign Session of the Awake & Winning Podcast, Kaylor sits down with Chris Throssell—a real estate agent turned sober coach who hit rock bottom and lived to rebuild. From isolating with cocaine and booze in his basement to finding his way into treatment and launching a coaching program for entrepreneurial men, Chris’s story is a masterclass in taking your power back. Chris opens up about the exact moment he wanted his life to end, how a single act of vulnerability changed everything, and what it really takes to stay clean in a...

The Unvaxxed Canadian Staff Sergeant w/ Dave & Krista Haynes | EP440

The Awake & Winning Podcast

What happens when Ontario’s top cop family goes rogue? In this unfiltered episode of the Awake & Winning Podcast, Kaylor sits down with Krista and Dave Haynes to expose the truth about COVID mandates, police corruption, and mass compliance inside Canadian law enforcement. Krista, a bold online truth-teller and daughter of Ontario Premier Doug Ford, didn’t hold back when the world was told to sit down and stay quiet. Her husband Dave—a high-ranking staff sergeant with Toronto Police—risked everything by refusing the jab and speaking out against the force’s unlawful actions. They...

More Episodes

What if everything you thought about money was wrong?

In this episode of the Awake & Winning Podcast, Kaylor dives deep with Jason Graystone — investor, entrepreneur, and host of the Always Free podcast — to uncover the uncomfortable truths and liberating insights around money, self-worth, and freedom. Jason breaks down the two stages of financial freedom, explains why owning a business doesn’t guarantee autonomy, and reveals what truly builds wealth (hint: it’s not crypto hype or side hustles). Together, they challenge mainstream narratives on purpose, imposter syndrome, and the power of being useful to others. Whether you’re stuck in a 9–5 or scaling a coaching empire, this episode delivers the mindset shifts and practical frameworks you didn’t know you needed. Tune in and learn how to build freedom — not just finances.

Episode Highlights: financial freedom, imposter syndrome, passive income, purpose, delegation, coaching business, entrepreneurship, Bitcoin, money mindset, investing, wealth creation, self-sabotage

Takeaways:

Financial freedom comes in two stages: control, then automation
Freelancers often mistake themselves for entrepreneurs
Delegation is essential to true freedom
Anything inspiring can be monetized
Imposter syndrome is normal — it means you’re growing
Time, not money, is your most valuable asset
Purpose is created through service, not discovered

If you enjoyed the episode, please be sure to take a screenshot and share it out on Instagram and tag @thekaylorbetts. Also, please make sure to give us a review and a five star rating if you’re loving what we are doing!

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RESOURCES & LINKS MENTIONED IN THIS EPISODE:

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

Facebook | http://facebook.com/j_graystonet1t

YouTube | https://www.youtube.com/channel/UCCDu1S_OmR5XtM-AzL-_U1Q

X | https://x.com/jasongraystone

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

Podcast | https://www.alwaysfreepodcast.com

Book | Die With Zero: Getting All You Can from Your Money and Your Life by Bill Perkins

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SPONSORS:

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