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In this episode of The Jason Drees Show, Jason sits down with client Alex Cartwright to unpack the mindset behind going from $0 to $60M in AUM in 24 months.
Alex went from being a professor of economics to building Hotel Shift, raising roughly $20M in equity, and leading major hotel-to-apartment conversion projects.
But this conversation is not just about business or real estate.
It’s about identity.
Jason and Alex talk about leaving the safe path, killing people-pleasing, staying calm under pressure, raising money, trusting bigger opportunities, and learning how to grow into success before your old self-image is ready for it.
This is a real conversation about pressure, leadership, money, emotional control, and the frame required to play a bigger game.
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Originally recorded live on The Jason Drees YouTube Show.
This episode is a live coaching session, so you'll hear audience interaction and questions as Jason guides viewers through one of the biggest hidden blocks that keeps people from creating the success they want.
Most people believe they need more discipline, motivation, or better strategies.
But what if the real obstacle is something much deeper?
In this episode, Jason explores how your internal frame creates your mindset, your actions, and ultimately your results. Through live coaching and audience participation, he demonstrates why lasting transformation begins by changing the way you see yourself and the world around you.
If you've ever felt like you're working hard but still not breaking through, this episode may help you discover what's really been holding you back.
In this episode:The hidden block almost everyone facesWhy more action isn't always the answerHow your frame creates your realityWhy awareness is the first step toward transformationA live coaching experience with audience participationIf you'd like to experience these conversations live, join The Jason Drees Show Monday through Thursday at 12:00 PM Central.
Join live: youtube.com/jasondrees./live
To learn more about coaching, go to the jasondreesshow.com
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Saknas det avsnitt?
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Most people are not limited by their ability. They’re limited by the life they were conditioned to accept. In this episode of The Jason Drees Show, Jason breaks down what it means to unlock your edge — the unique power, truth, instinct, and internal guidance that separates you from the life everyone else told you to live. Jason shares how he first rejected the traditional path as a teenager, why settling becomes a generational pattern, and why your real advantage is not found by copying others, chasing approval, or trying to become more polished. Your edge is the part of you that cannot be replaced by AI, cannot be manufactured by strategy, and cannot be accessed while you’re living out someone else’s frame. This episode is a call to stop settling, reconnect with your real path, and start living from the part of you that already knows you were meant for more.
Live Monday–Thursday at 12 PM Central: jasondreeslive.com
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The Real Reason Change Doesn't Last
Most people believe they need to change their thoughts. Others think they need better habits. Some spend years trying to eliminate limiting beliefs. What if they're all looking in the wrong place? In today's episode of The Jason Drees Show, Jason introduces one of the foundational principles behind the DTI Framework: Hidden Frames. You'll discover why your frame creates your mindset, your mindset drives your actions, and your actions ultimately determine your results. Topics include: • Why lasting transformation often fades • Why beliefs are symptoms instead of causes • Frame → Mindset → Action → Results • Why immediate transformation is possible • The hidden assumptions silently running your life If you've ever wondered why change doesn't seem to stick, this episode will challenge the way you think about personal growth.
Watch live: JasonDreesLive.com
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Episode 3: A Heavy Day, Imposter Syndrome & The Truth About Rebuilding
In Episode 3 of The Jason Drees Show, Jason shares a deeply personal conversation about grief, rebuilding, authenticity, and what happens when life strips away everything that isn't really you.
What began as a discussion about imposter syndrome became something much deeper—a raw exploration of identity, divorce, entrepreneurship, loss, and the courage to stop performing and start living truthfully.
After one of the heaviest mornings he's experienced in months, Jason reflects on the emotional reality of rebuilding a life after major change and why he believes imposter syndrome is often misunderstood.
In This EpisodeWhy imposter syndrome may actually be identity lag
The emotional reality of rebuilding after divorce
Grief as the cost of the love we gave
Why success doesn't eliminate uncertainty
The hidden exhaustion of performing for others
Letting go of image management and external validation
Entrepreneurship during seasons of uncertainty
Rebuilding a life from alignment instead of obligation
The difference between teaching transformation and living it
What happens when you stop trying to be someone and start becoming yourself
Key TakeawaysThe opposite of imposter syndrome isn't confidence—it's authenticity.
Growth often feels uncomfortable because identity takes time to catch up to reality.
Grief isn't always something to fix; sometimes it's evidence that something meaningful existed.
The desire to perform can disconnect us from our true path.
Rebuilding requires surrendering old identities before new ones can emerge.
Alignment creates a different kind of success than force.
Memorable Quote"Maybe I don't feel imposter syndrome anymore because I'm no longer trying to be somebody."
About The Jason Drees ShowThe Jason Drees Show is a live conversation about personal growth, entrepreneurship, relationships, mindset, masculinity, purpose, and the journey of becoming who you were meant to be.
New episodes stream live Monday–Thursday at 12 PM CT.
Learn more:
www.thejasondreesshow.com#JasonDrees #DoTheImpossible #ImposterSyndrome #Entrepreneurship #PersonalGrowth #Mindset
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Episode 2: The Real Source of Fear of Failure
In Episode 2 of The Jason Drees Show, Jason challenges one of the most common assumptions in personal development: that fear of failure is the thing holding people back.
What if failure isn't the real fear?
What if the fear underneath the fear is judgment, rejection, loss, inadequacy, or the belief that failure means something about who you are?
In this episode, Jason explores the deeper psychological and emotional roots of fear, how conditioning shapes our decisions, and why so many successful people continue to struggle with self-sabotage despite having talent, intelligence, and opportunity.
In This EpisodeThe real source of fear of failure
Why fear is often a symptom, not the root cause
How childhood conditioning shapes adult behavior
The hidden relationship between fear and identity
Why high performers still procrastinate and self-sabotage
The emotional cost of playing it safe
The DTI perspective on transformation and growth
What happens when you stop avoiding discomfort
How to identify the story underneath the fear
Why breakthrough happens after truth
Key TakeawaysFear of failure is rarely about failure itself.
Most fears are tied to meaning, identity, and self-worth.
Self-sabotage often begins as self-protection.
Growth requires confronting the stories you've inherited.
Avoiding fear strengthens it.
Awareness is often the first breakthrough.
Memorable Quotes"Fear of failure isn't the problem. It's pointing to the problem."
"The thing you're avoiding may be the exact thing that's trying to set you free."
About The Jason Drees ShowThe Jason Drees Show is a live conversation about personal growth, entrepreneurship, relationships, mindset, purpose, and the journey of becoming who you were meant to be.
New episodes stream live Monday–Thursday at 12 PM CT.
Watch live, explore past episodes, and learn more:
www.thejasondreesshow.com
#JasonDrees #DoTheImpossible #FearOfFailure #Mindset #Entrepreneurship #PersonalGrowth
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In Episode 1 of The Jason Drees Show, Jason tells the story of how he got here — from coaching at Tony Robbins, building Jason Drees Coaching, generating over $10M in revenue, watching the old model stop working, moving through divorce, grief, business pressure, and finally realizing he had been trying to build what he thought he was supposed to build instead of what was actually aligned. This episode is about failure, flow, masculine growth, self-honesty, business alignment, and the moment Jason decided to stop hiding behind frameworks and bring himself fully to the front. The Jason Drees Show is live Monday through Thursday at 12 PM Central. Want more: www.thejasondreesshow.com
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198: Big Update: The Jason Drees Show Is Here After years of building funnels, programs, launches, and systems, I realized something surprising: The more I tried to create certainty, the further I moved from the work I actually love. This week I made a major decision. I'm done hiding behind funnels. I'm done trying to win somebody else's game. Starting next week, I'll be going live Monday through Thursday for The Jason Drees Show—a place for real conversations about business, life, coaching, relationships, AI, personal growth, and whatever I'm currently seeing. In this episode, I share the realization that led to this shift and why it feels like one of the most important decisions I've made in years. Welcome to the next chapter. Join the zoom live: https://calget.com/hsolzqbg more info: thejasondreesshow.com
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You were born to do the impossible. You've just been running a machine that's blocking it. This episode is pulled from Jason's live Monday Mindset Reset call — a weekly group session open to the everyone. In this session, Jason breaks down why volume of effort doesn't equal volume of results, what happened when he cut his work in half and his sales doubled, and why doing the impossible isn't something you construct. It's something you unlock. In this episode: 04:30 — Breaking the perpetual motion machine 09:05 — Why you're wired for nonstop action 13:12 — What happened when Jason stopped 17:33 — The belief that blocks money without you knowing it 22:16 — Doing the impossible is already inside you 27:13 — The formula: 5 core rules, 11 principles, 17 distortions 29:28 — Group Coaching with Jason: what it is and how to get in
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The formula is simpler than you think. The obstacle isn't strategy. It's everything you were taught about money before you were old enough to question it. You're not bad at making money. You're running a financial framework you inherited at ten years old and never examined. In this episode, Jason breaks down the invisible structure behind your earning ceiling — where it came from, why working harder inside it just produces more of the same, and what it actually takes to shift it. The formula isn't a secret. It's alignment. And once you understand that, everything changes. In this episode: 01:19 — Why your financial mindset isn't yours 05:17 — The conditioning that makes money feel hard 08:37 — The motorcycle story and the belief it created 14:26 — Why 80% certain is the same as wrong directions 19:05 — What financial freedom actually means 24:57 — The formula for making more money
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Episode 195 - This Is Blocking You From Doing the Impossible You're working hard. Putting in the hours. And still not moving at the rate you know you should be. The problem isn't effort. It's the invisible frame you can't see. You already know you're capable of more. That's not the question. The question is why it's not showing up yet. In this episode, Jason breaks down the invisible structure running underneath every result you're getting — and why working harder inside a misaligned frame is the slowest path to the life you actually want. You'll hear the exact belief that almost killed Jason's career at the peak of his coaching work, how a divorce ripped him apart and built him into someone he's never been before, and why alignment before action isn't a philosophy — it's the formula. In this episode: 05:09 — The invisible frame and why you can't see it 08:43 — The real limiting factor in your growth 11:49 — What doing the impossible actually means 16:43 — The belief that almost ended Jason's career 23:31 — How scarcity almost took him out 32:55 — Why a different frame beats more action every time Three lines from this episode: "Frame generates mindset. Mindset generates action. Action generates results." "I sat with all the pain. How long? Until it went away. And when it went away, I went looking for it." "Your old belief — what was a strong mindset at one point — will be the limiting factor of your future."
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You've been telling yourself that moving faster will get you there sooner. It won't. In this episode, Jason breaks down the pattern of perpetual motion — the nonstop action, the scattered energy, the addiction to doing — and makes the case that rushing is actually the slowest path forward. Not as a concept. As something he lived, and finally broke through. He shares what happened in December when he stopped. The identity crisis that followed. The fears that surfaced when the motion stopped. And then — what his results looked like a month later. This one is about presence. About the shortcut you keep running past. About the subtle voice inside you that only speaks when you get quiet enough to hear it. If you've been in nonstop motion and wondering why you're not further along — this episode is for you.
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You've been fragmenting yourself since you were a kid. Authenticity is the only thing that beats AI — and it starts with putting yourself back together. We fragment ourselves as protection — every time something painful happens, we shave off another piece. Most people spend their whole lives doing this without realizing it, then wonder why they feel hollow at the top of their game. The path forward isn't more achievement. It's defragmentation — reclaiming the parts of yourself you put away to be acceptable. We fragment ourselves as a survival mechanism. Every time something painful happens, every time we get told we're "too much," every time being our full self gets us rejected — we shave off another piece and put it away. Most people spend their entire lives doing this. Then they hit a level of success they thought would feel like something, and it doesn't, because there isn't enough of them left to enjoy it. The path forward isn't another goal. It's defragmentation. Getting the pieces back. Authenticity is the only thing that's going to stand out in a world flooded with AI, and authenticity requires being whole. Jason talks about going through this himself — divorce, healing, writing — and what it takes to reclaim the dreamer, the jokester, the champion, the parts of you that learned it wasn't safe to be seen.
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Working hard isn't the path to greatness — it's the path to becoming average. Here's the version of you that actually drives results. There's a champion inside you that got shut down somewhere along the way — usually the moment you realized being your full self wasn't safe. Most people spend the rest of their lives running a fraction of who they are, and calling it "being realistic." This episode is about the moment you stopped, why you stopped, and what it costs to keep going like that. Most people are running their lives from a fraction of themselves. The champion, the dreamer, the jokester, the authentic version of you — they got shut down somewhere along the way, usually in a single moment you might not even remember. This episode is about that moment, what it cost you, and how to get those pieces back. Working hard isn't the answer. Working hard is how you become average inside a higher-tier of average. The answer is being the version of you that stopped showing up years ago.
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What blocks change most isn’t effort — it’s identity.
More specifically: your old identity has safety built into it, so your nervous system keeps snapping you back into familiar patterns… even when you want something bigger.
In this live elite mastermind recording, I break down my new simplified 3-step model:
Orientation → Interpretation → Simplification (then action becomes automatic through alignment)You’ll hear real-time coaching on:
rushing + perfectionismplanning-as-dopamine (and why it kills execution)why chasing “how” keeps high performers stuckhow embodiment changes what’s possibleIf you’re done repeating the same year, press play.
Book an Identity Discovery Session:
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Are you actually doing the work—or just staying busy? In this solo transmission, Jason challenges you to confront the gap between what you say you want and what you actually do. He breaks down why most people operate at 50–70% of their potential, what it really takes to push into the 80–100% zone, and how to handle the identity “free fall” that happens when you outgrow your old self.
You’ll hear how to remove the option of not taking action, why money is a process (not a miracle), and how to build a financial mindset that makes creation inevitable. Jason shares the frames, decisions, and battle-tested habits that let him compress years into months—and invites you to step through the door you’ve been avoiding.
You’ll learn The difference between busy work and the work that moves the needle How to remove the option of not acting (and why anxiety drops when you do) What the identity gap feels like—and how to walk through it Why money is everywhere once you shift the frame A simple way to align with the next version of you so results follow
Try this nowPick one action you’ve been avoiding. Commit—out loud—to doing it today. Remove the option of not doing it.
➡️ Get Coached by Jason: https://bit.ly/3USR6Gd
Visit https://www.jasondreescoaching.com/ and explore what is possible:
- Performance Coaching
- Mindset Education & Training
- Community & Peer Group
- Mentoring & Mastermind
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Most people think transformation takes years.
But what if it didn’t?
In this episode, Jason reveals how he processed betrayal, heartbreak, and decades of masks in weeks — not years — and why truth is the foundation that accelerates growth faster than anything else.
He shares how stripping away deception (internally and externally) unlocked a new level of freedom, power, and connection — not only with himself, but with his kids, his work, and his life.
If you’ve ever felt like growth is moving too slowly, or like you’re stuck recycling the same old patterns, this episode will shift your perspective. Transformation doesn’t have to take forever. In fact, it can happen faster than you believe is possible.
Key TakeawaysWhy growth feels slow (and how to compress years into weeks)
The role of truth in accelerating your evolution
How Jason processed betrayal and loss without staying stuck in the weeds
What happens when masks fall away and your real frequency emerges
Why modeling frames (not actions) is the real key to success
How to let life flow in without forcing action
➡️ Get Coached by Jason: https://bit.ly/3USR6GdVisit https://www.jasondreescoaching.com/ and explore what is possible:
- Performance Coaching
- Mindset Education & Training
- Community & Peer Group
- Mentoring & Mastermind
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Most people try to change by forcing more action—and end up right back where they started. In this episode, Jason breaks down why change stalls, what actually moves your life forward, and how to shift into a frame where the right actions become obvious (and sustainable). If you’ve been “doing more” without different results, this is your reset.
Intro (00:00) – Why effort alone keeps you looping. Will you make the change happen? (00:34) – The decision that precedes momentum. What it really takes (02:22) – Frame before strategy, alignment before action. Shifting directions (03:26) – How to stop reacting to the present and choose your trajectory. Which way do you operate? (06:23) – Spotting the patterns that keep you stuck. Always taking the right action (07:33) – A simple cue to know you’re aligned. How to create change (08:47) – A practical sequence you can use today.
What You’ll Learn➡️ Get Coached by Jason: https://bit.ly/3USR6Gd
Visit https://www.jasondreescoaching.com/ and explore what is possible:
- Performance Coaching
- Mindset Education & Training
- Community & Peer Group
- Mentoring & Mastermind
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We’ve all been told that our actions create our reality.
But here’s the truth: your actions alone aren’t enough.
Yes, what you do matters — but what you think determines what you’ll allow yourself to do in the first place. Your thoughts shape your perception of reality, influence your decisions, and set the ceiling on what you believe is possible.
In this episode of Transform with Jason Drees, Jason explains why mindset and alignment matter more than sheer effort — and how to unlock a higher frequency that naturally attracts the results you’ve been chasing.
If you’ve ever felt stuck despite working harder than ever, this episode will help you understand why. It’s not about forcing your way to success. It’s about shifting your frame, changing your frequency, and moving into alignment with the version of you that already has what you want.
When you stop reacting to your current circumstances and start aligning with your future reality, everything changes.
What You’ll Learn:
Why actions don’t create reality the way you’ve been taught.
How your thoughts and beliefs silently shape your results.
The shift that happens when your success rises to a new level.
How to change your frequency and align with higher outcomes.
The key difference between results coaching and alignment coaching.
Why alignment makes success feel natural instead of forced.
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One of the biggest obstacles to success isn’t lack of skill, talent, or even opportunity—it’s resistance. Resistance shows up in sneaky ways: procrastination, overthinking, clinging to old habits, or convincing ourselves that “good enough” is acceptable.
In this episode of Transform, Jason breaks down the hidden layers of resistance—where it shows up in our lives, how it slows growth, and most importantly, how to move beyond it.
You’ll learn why adaptability is the real secret to sustainable success, how to shift into a mindset of flow instead of force, and practical steps to stop wasting energy fighting yourself. If you’re ready to stop resisting the growth you know is waiting for you, this episode will help you unlock the clarity and momentum to get there.
- Visa fler
