Transform

Hosted by Jason Drees

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237

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Oct 2026

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October 15, 202611 min

232: The Advantage of Not Knowing What to Do Next.

Not knowing what to do next may not be the reason you’re stuck. It may be your greatest advantage. When you’ve never achieved the result you’re pursuing, the answer cannot come entirely from what you already know. But instead of becoming open to something new, most people obsess over fixing their current problems—and keep recreating the same reality. In this episode, Jason explores: Why trying to figure everything out keeps you stuck How uncertainty creates openness to new opportunities The difference between reacting to where you are and aligning with where you’re going Why your current thinking cannot produce a result it has never created How to move from “I don’t know how” to “I’ll find a way” Why exponential growth requires welcoming greater responsibility The difference between changing your strategy and changing your frame How one idea, conversation, or opportunity can shift everything You don’t need to see the entire path. Shift your frame. Align with where you’re going. Then remain open enough to recognize the opportunity when it appears.

October 14, 202616 min

231: Put the Most Powerful Version of You Back in Charge

You may not need more clarity, a better plan, or another strategy. You may simply have the wrong version of yourself driving the car. In this episode, I share how I developed an incredibly powerful identity as a coach—one capable of creating certainty, seeing possibilities, and guiding people through their deepest challenges—while keeping that version of me separated from parts of my personal life. I explore: The difference between your strongest self and your loudest self How powerful identities become fragmented Why your loudest emotion shouldn’t control your decisions What grief taught me about accessing every part of myself Why difficult emotions may need to be heard instead of solved How to put your most capable identity back in charge The difference between reacting to your problems and aligning with where you’re going Why one conversation, connection, or opportunity can change everything You don’t have to silence the scared, grieving, or uncertain parts of yourself. Let them be heard—but stop letting them drive. Put the most powerful version of you back in charge and let every part of you come along for the ride.

October 13, 202614 min

230: I Found My Next Level of Power by Facing What I Was Running From

For most of my life, I thought I was chasing happiness. The truth is, I was running from sadness. Whenever grief, anger, or heaviness appeared, I tried to fix it, shift it, or overpower it. I became trapped in an emotional game of Whac-A-Mole—believing I couldn’t be powerful, happy, or fully myself until every uncomfortable emotion was gone. But what if your loudest emotion isn’t your entire reality? In this episode, I explore: Why grief can feel all-consuming without consuming all of you How sadness, happiness, gratitude, and peace can exist together The difference between chasing happiness and choosing peace Why trying to fix every emotion keeps you fragmented How men learn to suppress anger, sensitivity, and pain Why anger can become a source of movement and power The connection between self-care and self-respect What changes when you stop managing everyone else’s reactions How becoming whole makes more of your power available You don’t have to eliminate grief to experience happiness. Your power comes from being able to hold all of yourself without becoming divided against yourself.

October 12, 202619 min

229 - Here’s Where My Next Level of Power Is Coming From

For years, I believed my power came from controlling my state—pushing through pain, suppressing grief, and forcing myself back into certainty, focus, and action. But I’m beginning to understand that my next level of power isn’t coming from more force. It’s coming from integration. In this episode, I talk about: Why strong men fragment themselves just to keep functioning The hidden cost of suppressing grief, pain, and disappointment Using your strength to feel everything instead of holding everything down Why self-care is an expression of self-respect Learning to experience grief and joy at the same time The difference between holding yourself together and becoming whole Why your next level of success may require a different version of you Moving from force and performance into alignment and authenticity The moment I realized I could be happy because grief was present Why becoming integrated makes more of your power available Your next level may not come from working harder, controlling yourself better, or eliminating everything you feel. It may come from no longer being divided against yourself.

September 18, 20267 min

228: Getting Yourself Back Is Greater Than Success

Maybe growth is not becoming somebody new. Maybe it is reclaiming all the parts of yourself you hid in order to survive, belong or succeed. Watch or listen: https://jasondreesshow.com/assessments

September 7, 202610 min

227: 8 Months of Work—and I Was Solving the Wrong Problem

Jason spent eight months rebuilding the part of JDC he thought was holding revenue back. The breakthrough came when he realized he was solving a comfortable secondary problem instead of the actual constraint: introductory conversations and lead generation. Every new level has a new blind spot. Find yours: https://jasondreesshow.com/assessment

September 6, 202622 min

226: You Don’t Have a Time Management Problem

Jeff enters the coaching conversation believing time management is the issue. Jason separates time from leverage and keeps going upstream until the pattern beneath the overwhelm becomes visible. Every new level has a new blind spot. Find yours: https://jasondreesshow.com/assessment

August 21, 202632 min

225: Did You Quietly Lower the Target?

At some point, you probably went for something big. You gave it everything you had. And maybe it didn’t work. Maybe you missed the target. Maybe it cost you. Maybe it embarrassed you. And without really realizing it, you adjusted. You started aiming at a level that felt safer. More realistic. More tolerable. That’s the roadblock I break down in this episode. A lot of successful people are not operating at their full potential because they’re lazy or unmotivated. They’re operating from a pattern that learned: Don’t go that big again. So instead of changing the Frame, they change the target. In this episode, I talk about why your next level may require you to stop protecting yourself from the discomfort that comes with playing bigger — and start looking at the patterns that are quietly keeping you at your current level. If you know you’re capable of more, but you’ve somehow gotten comfortable with less... this one is for you.

August 20, 202612 min

224: The Job Was Over. The Pattern Wasn’t.

He spent 32 years as a firefighter. In a job like that, you learn to compartmentalize. Something difficult happens. You deal with it. Put it somewhere. And keep moving. That way of operating can serve you extremely well in one environment. But what happens when the environment changes — and the pattern doesn’t? In this coaching session, Jason works with a business owner who spent 32 years as a firefighter and uncovers how a way of operating that once helped him function was now showing up differently in business. It’s a powerful example of something a lot of successful business owners miss: A pattern can serve you for years and still become the thing holding you back at your next level. If you keep trying to fix the business, change the strategy, or push harder — but you’re still getting versions of the same result — the real problem may be underneath the strategy. This episode will make you ask: What way of operating did I bring into my business that may not serve where I’m going next?

August 19, 202640 min

223: You Know What to Do. So Why Aren’t You Doing It? | Heather Esposito

You know what to do. You know the strategy. You may have already changed the Frame. You can see the situation differently. So why do you keep going back to the old pattern? In this episode of The Jason Drees Show, JDC coach Heather Esposito breaks down what may be happening when your mind understands the new POV — but the rest of your system hasn’t caught up yet. Heather explores the relationship between your Mental Operating System and what she calls your Energetic Operating System — including your nervous system, past experiences, and the patterns your system has learned to predict and protect against. You’ll learn why: Knowing better doesn’t always mean you’ll automatically do better An action that looks strategic can actually be coming from protection You can change a Frame mentally and still get pulled back into the old response Trying harder or becoming more disciplined may be solving the wrong problem Changing both the way you see something and the way your system responds to it can create a very different result Heather is a coach on the JDC team — and she’s also one of the coaches Jason goes to when he needs coaching himself. If you’ve ever thought: “I know what to do. Why the fuck am I not doing it?” This episode is for you.