#80: He walked away from 2x million dollar businesses at 24
From building two million-dollar businesses in his early twenties to walking away from it all for a life of freedom and meaning, Jai Howitt’s story is all about letting go of what feeds your ego so you can build what truly matters.
Key Discussion Points:
How growing up as one of seven kids shaped his drive
Building and losing businesses that looked good but felt empty
Letting go of ego and the need for validation
Designing a life you don’t want to escape from
How to fail fast, pivot, and keep moving forward
Follow Jai:
https://www.instagram.com/jai.journeys/
Art Of Mondays - get $500 off your annual membership:
https://www.artofmondays.com/chris
Follow Chris:
https://www.instagram.com/morechrisgriffin/
Timestamps:
00:00 - 04:45 Building million-dollar businesses and burning it all
04:46 - 10:12 The shark story
10:13 - 17:30 Growing up one of seven with something to prove
17:31 - 24:50 Early struggles with validation
24:51 - 32:15 Family road trip
32:16 - 39:40 The warehouse, ego, and identity traps
39:41 - 48:05 Letting go
48:06 - 55:30 Chasing validation
55:31 - 1:07:20 Designing a life you don’t want to escape from
1:07:21 - 1:19:00 Purpose and failing fast
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1:19:47
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1:19:47
#80: He walked away from 2x million dollar businesses at 24
From building two million-dollar businesses in his early twenties to walking away from it all for a life of freedom and meaning, Jai Howitt’s story is all about letting go of what feeds your ego so you can build what truly matters.
Key Discussion Points:
How growing up as one of seven kids shaped his drive
Building and losing businesses that looked good but felt empty
Letting go of ego and the need for validation
Designing a life you don’t want to escape from
How to fail fast, pivot, and keep moving forward
Follow Jai:
https://www.instagram.com/jai.journeys/
Art Of Mondays - get $500 off your annual membership:
https://www.artofmondays.com/chris
Follow Chris:
https://www.instagram.com/morechrisgriffin/
Timestamps:
00:00 - 04:45 Building million-dollar businesses and burning it all
04:46 - 10:12 The shark story
10:13 - 17:30 Growing up one of seven with something to prove
17:31 - 24:50 Early struggles with validation
24:51 - 32:15 Family road trip
32:16 - 39:40 The warehouse, ego, and identity traps
39:41 - 48:05 Letting go
48:06 - 55:30 Chasing validation
55:31 - 1:07:20 Designing a life you don’t want to escape from
1:07:21 - 1:19:00 Purpose and failing fast
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1:19:47
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1:19:47
#79: The Truth About Mateo’s Rough Start… (teosworld)
Mateo Caputo’s life looked smooth on the outside, but the reality was anything but. From sleeping at bus stops to selling weed just to eat, he found his escape at the skatepark and that board ended up saving his life. Mateo opens up about homelessness, family addiction, finding fitness during lockdown, and why he’ll never play the victim card again.
This was a good one and highly requested!
Key Discussion Points:
- Growing up homeless
- When family addiction forced him to choose a different path
- The power of surrounding yourself with the right people
- Leaving the victim mindset
- How health, Hawaii, and a leg injury changed everything
- Building a brand by sharing the real, raw journey
Follow Mateo:
https://www.instagram.com/teosworld_/
Follow Chris:
https://www.instagram.com/morechrisgriffin/
Check out our sponsor of the podcast: Dream Recovery. Use code GRIFFIN for 15% off your entire order:
https://dreamrecovery.io/
Timestamps:
1:30 - 8:00 - Mateo’s rough childhood and homelessness
8:00 - 14:00 - Skateboarding as survival and escape
14:00 - 20:00 - Family addiction and choosing a different path
20:00 - 26:00 - Healing relationships and seeing parents as humans
26:00 - 32:00 - Heroes vs villains and using pain
32:00 - 38:00 - Finding fitness during COVID and going all in
38:00 - 44:00 - Developing and overcoming an eating disorder
44:00 - 50:00 - Moving to Hawaii and the moped accident
50:00 - 56:00 - Building an authentic online presence
56:00 - End - The bigger message behind Mateo’s story
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1:09:51
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1:09:51
#78: Leah Free: 80% Of People Hate Their Own Voice! Here’s Why…
80% of people hate the sound of their own voice, but what if your voice was actually made to heal you?
Todays guest is Leah Free and we dive deep into the idea of vocal liberation, why so many of us feel blocked or ashamed to speak up, and how learning to trust your own sound can unlock your most authentic self.
We talk about the hidden traumas that shut down our expression, how your voice is connected to your nervous system, and practical ways to start loving the sound that’s always been inside you.
This is an episode for anyone who’s ever cringed hearing themselves talk, or felt too scared to say what they really feel.
Key Discussion Points:
Why so many people hate their own voice
How your voice heals your body
The link between vocal expression and authenticity
Why women especially fear being heard
How to reconnect to your true sound
Follow Leah:
https://www.instagram.com/leahlivefree/
Follow Chris:
https://www.instagram.com/morechrisgriffin/
Timestamps:
01:30 – 05:30 — Why we hate our voice
05:30 – 09:00 — The voice heals your body
09:00 – 13:00 — Pattern interrupts and breath
13:00 – 17:00 — Vocal liberation explained
17:00 – 21:00 — Finding your true sound
21:00 – 25:00 — Trusting instinctive sounds
25:00 – 29:00 — Why we’re scared to be heard
29:00 – 33:00 — Women and vocal fear
33:00 – 37:00 — Trauma stored in the voice
37:00 – 41:00 — Releasing subconscious blocks
41:00 – 45:00 — Purpose and authenticity
45:00 – 49:00 — Sound and trance states
49:00 – 53:00 — Leah’s personal journey
53:00 – 57:00 — Trusting life’s timing
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1:06:38
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1:06:38
#77: Daniel Raphael: I’ve Spent My Whole Life Trying To Be Normal
Daniel Raphael has been called a real-life wizard. But what makes this episode special is the raw journey of someone who was born feeling everything, then spent years trying to feel nothing just to fit in.
From reading minds and seeing people’s deepest insecurities as a child, to battling dissociation, depression, and suicidal thoughts after years of shutting himself down… Daniel opens up about the pain of being misunderstood, the journey back to self, and the power of energetic healing.
We talk about the “system” that keeps people stuck in loops of shame and smallness. We go deep into identity, energy, ownership, victimhood, and how healing your internal world changes everything outside of you.
This is a conversation about remembering who you were before the world told you who to be.
Daniel’s lived it and he’s here to help others do the same.
Learn more from Daniel and use code GRIFFIN at checkout on his website:
https://www.dreamporting.com/training
Key Discussion Points
– What it means to be a real-life wizard
– Childhood gifts, trauma, and suppression
– Feeling like an alien in your own life
– Suicidal depression, meds, and the identity spiral
– Breaking the script and healing from the inside
– Why most people are stuck in a loop of false stories
– Taking radical ownership (and why it’s the most freeing thing you can do)
– The real meaning of success and authenticity
– Energy, timelines, and reprogramming your subconscious
– The moment everything shifted at a festival
– Why Daniel now focuses on being more human
Follow Daniel:
https://www.instagram.com/danielraphael1/
Follow Chris:
https://www.instagram.com/morechrisgriffin/