#101 - Celebrating 100 Episodes - What I Wish I'd Started 10 Years Ago - Ask Me Anything (Q&A) Special

#101 - Celebrating 100 Episodes - What I Wish I'd Started 10 Years Ago - Ask Me Anything (Q&A) Special

If you're a podcast listener curious about what goes on behind the scenes, someone navigating self-improvement while battling imposter syndrome, or anyone interested in building something meaningful on your own terms - this conversation offers honest insights from 100 episodes of lessons learned.In this special episode, I celebrate hitting 100 episodes with a listener-submitted AMA. After years of weekly publishing, late-night edits, and navigating the balance between vulnerability and professionalism, I share the unfiltered reality of building a podcast while building myself.In this episode, you'll learn:How my approach to interviewing transformed - from masking confusion to embracing clarifying questions as a strengthThe belief shift that changed everything: moving from "I'm broken" to "I've had a different path" and how that reframe builds genuine self-confidencePractical boundary-setting strategies - including why starting rigid then becoming flexible works better than the reverse, and how to communicate when you bendMy current morning routine breakdown - from the supplement stack and prayer practice to why I stopped forcing "present" silent walksThe chapter-based approach to life design and what I've deliberately removed that most people consider essentialWhy batch recording matters - and the midnight ask-me-anything that almost made me quitWhat actually motivates the hustle: how fitness goals, career ambitions, and HYROX training all trace back to one core visionThis conversation includes real examples from navigating unsolicited feedback, recovering from illness while maintaining a publishing schedule, and the tension between high performance and emotional openness.If you enjoyed this episode, you might like these:https://www.youtube.com/playlist?list=PLMebuClQRf09rmHvGhli2HP02QRIeke3YFully time stamped chapter listChapters00:00 Celebrating 100 Episodes00:22 Listener Questions Begin04:32 Reflections on the Podcast Journey08:06 Challenges and Hardships12:31 Shifting Beliefs and Self-Perception17:41 Moments of Kindness and Support21:07 Morning Routine Update21:17 Morning Routine Essentials25:07 Meditation and Mindfulness Practices27:26 Listener Questions: Fitness and Goals34:17 Philosophical Influences and Emotional Openness39:33 Boundaries and Flexibility in Life47:38 Reflections on Motivation and Helping Others53:22 Exploring Systems Thinking and Societal Trends***LINKS***Sign up to my newsletter:awakenoutofcontext.comThe 45-Day Chapter System (free download)awakenoutofcontext.com/chapter-systemEnd Of Year Review Episode:https://www.youtube.com/watch?v=5YoF4DfbHl0&t=1sGet the free end of year worksheet:awakenoutofcontext.com/reviewJoin the indiip beta:indiip.com/beta15% Off Bare Bar (CODE: JASE):https://bit.ly/barejaseMY STUFF:awakenoutofcontext.comAwaken Out Of Context Podcast (YouTube & Podcast Links):https://bit.ly/3tk8FVvFollow Me On Instagram (@awakenoutofjason):https://bit.ly/3RAkKQj

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Yale Professor Joshua Knobe - Why Are We Drawn to Sad Art? #137

Yale Professor Joshua Knobe - Why Are We Drawn to Sad Art? #137

Joshua Knobe is a Yale professor and experimental philosopher whose research explores identity, morality, human behaviour and the way we decide what makes someone their “true self.” In this conversati...

5 Loka 1h 8min

Maurice Schweitzer - Wharton Professor: Why We Lie, How Context Shapes Us & When Goals Go Wrong - #136

Maurice Schweitzer - Wharton Professor: Why We Lie, How Context Shapes Us & When Goals Go Wrong - #136

Maurice Schweitzer is a Wharton professor whose research explores trust, deception, negotiation, decision-making and the way we manage how other people see us. In this conversation, we start with a de...

28 Syys 52min

Is It Possible to Find Peace During a Period of High Stress? #135

Is It Possible to Find Peace During a Period of High Stress? #135

If you’re going through a period of high stress and you can’t just take time off, this episode is about how to create genuine pockets of peace anyway. I’ve been experimenting with some ridiculously si...

21 Syys 20min

Ed Latimore: Professional Heavyweight Boxer, Army National Guard Veteran, Physics Graduate & Writer | Efficiency Is a False God | #134

Ed Latimore: Professional Heavyweight Boxer, Army National Guard Veteran, Physics Graduate & Writer | Efficiency Is a False God | #134

Ed Latimore is a professional heavyweight boxer, Army National Guard veteran, physics graduate and writer. In this conversation, we explore AI, learning, identity, fatherhood and why “efficiency is a ...

14 Syys 1h 38min

The Hardest HYROX I’ve Ever Done (Bangkok) - #133

The Hardest HYROX I’ve Ever Done (Bangkok) - #133

This was my first HYROX of 2026 and the first since the back injury I picked up in Bali a couple of months ago. As a result, I was nowhere near the level of training I was used to before a race. I kne...

7 Syys 21min

I gave ChatGPT my email - #132

I gave ChatGPT my email - #132

This week I handed over the keys of my email to ChatGPT and it got me thinking about the challenges and opportunities of AI. I thought it might be useful for you to hear the perspective of an employer...

31 Elo 15min

Revisiting Gili T after 9 years (Indonesia vlog) - #131

Revisiting Gili T after 9 years (Indonesia vlog) - #131

Nine years ago I left Gili Trawangan with no money, a banging head, and a boat to Komodo I nearly missed.This week I went back with Mica and Tomi, now alcohol-free, to see what's changed.Turns out, mo...

24 Elo 59min

How I grew my Instagram page to 230,000 followers in 12 months - Myles Rawson - Elite Running Coach - #131

How I grew my Instagram page to 230,000 followers in 12 months - Myles Rawson - Elite Running Coach - #131

Get the exact system I designed and live by to set my goals. It's ten dollars, and it's how you can support the show without me ever asking you to buy me a coffee: https://thechaptersystem.com/pdfIf y...

17 Elo 1h 19min

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