Ep 75: The Habit of Questioning: The One Practice Behind Every Breakthrough
Does it ever feel like you keep bumping into the same income ceiling over and over again? Here’s something that might sting a little. What if the exact thinking that built your success is the same thing keeping you stuck?
In Episode #75 of The 30-Day Year Podcast, Dave and Jacq Conway sit down to talk about the one habit Dave teaches every single person he coaches, before anything else. And it’s so simple that most people blow right past it.
The habit is questioning.
Dave confesses that when he first started building this habit years ago, he discovered that 90% of his own thinking was creating a life he did not actually want. Ninety percent.
That’s what makes this episode so good. Dave and Jacq say that you are the epicenter of your own life. The good and the bad. And the fastest way to take back control of it is to get really good at asking better questions.
In this episode, you'll discover:
The one habit Dave says to build before anything else, and the two gifts it hands you the moment you start...
Why the exact thinking that built your success might be the very thing keeping you stuck at your current level...
The “responsibility pill” Dave says took him two full years to swallow...
The single question Dave has used to govern his thinking for almost a decade...
Why walking into a room full of bigger thinkers changes the quality of the questions you ask yourself...
The uncomfortable 90% confession that will make you rethink your own daily thoughts...
And much more!
If you’ve been grinding harder and harder while your results stay flat, then you are definitely going to want to listen carefully to what Dave and Jacq have to share. Because this conversation could very well lead to the breakthrough you’ve been looking for.
Tune in to the full episode now!
Key Takeaways
1.) The One Habit Dave Says You Should Build Before Anything Else (0:01:46)
When someone starts working with Dave, this is the very first thing he tells them to build. The habit of questioning.
Why? Because questioning hands you two things almost right away. First, clarity on where you are going, and second, clarity on where you actually are right now.
Most people are flying blind on both. Dave explains why this one habit is the cornerstone of every other result in your life.
Tune in to hear it now!
2.) Why the Thing That Got You Here Is The Thing That Is Keeping You Stuck (0:03:38)
Jacq and Dave make the case that the skills, habits, and thinking that built your first level of success are the very same things that can become the ceiling you cannot break through.
This can be a tough pill to swallow. After all, your confidence is built on the way you already do things. So when someone tells you to question all of it, your gut reaction may be, “Who are you to tell me to change what already works?”
Listen in to hear why this shift is the doorway to your next level.
3.) The “Responsibility Pill” (And Why It Took Dave Two Years to Swallow) (0:05:58)
You are the epicenter of your own life. All the good is because of you. And all the bad is because of you too.
For some people, this can be difficult to accept. It is jarring. It is uncomfortable. Dave calls it the responsibility pill. And he says it might be the most important thing you ever accept about yourself.
Hear why in the full episode!
4.) The ONE Question That Rewires Your Entire Day (0:07:37)
Dave shares the exact question he started asking himself over and over, all day long, when he first got serious about his thinking.
He confesses that in the first 90 days of asking it, he realized he wanted absolutely nothing to do with about 90% of his own thoughts.
Imagine that…90% of his thinking was building a life he did not want. Ninety percent!
What was the question? Tune in to find out, and start using it yourself today.
5.) Why Being In The Right Room (With The Right People) Pulls Better Questions Out of You (0:10:15)
Ever notice how being around sharper people makes you sharper?
Jacq shares what it was like sitting in rooms with bigger thinkers, and how just being there started pulling better questions out of her, without her even trying.
Your environment is shaping the questions you ask yourself right now. The real question is whether it is shaping them up or down.
Listen in to hear this one!
6.) The Mower Parable: Are You an Advancing Person? (0:25:51)
Dave paints a picture. Imagine three riding mowers, three people, and one big job to do. Two people jump on and go, even though they are a little scared. The third one just freezes.
Which one are you? And what are you actually getting out of standing there being afraid?
Tune in to hear the full story, and the powerful lesson underneath it!
What to Do Next…
If there is one message that runs through this whole episode, it is this. You need better questions.
Dave tells a story about standing outside the Griffith Observatory in Los Angeles, staring up at a sculpture of history's greatest scientific minds and realizing something quite profound… what set those people apart was not raw genius. It was the questions they were brave enough to ask.
The habit of questioning cuts straight into your paradigm and the assumptions running your life underneath the surface. It hands you clarity on where you are going and where you actually are. And it starts with the biggest question of all, the one Dave says is the greatest question a person can ask themselves: “What do I REALLY want?”
Once you know that, you govern your thinking with a second question, all day long: “Does this thought bring me anything I want?”
Just be ready. Because when you start asking real questions, you have to be willing to hear the answers. Even the ones you do not like.
Remember, the year is not over. Your next level is still on the table. And it might be just one good question away!
Want some help getting clear on what you really want and building the habit that changes everything? Then check out the free resources mentioned below in the episode!
Free Resources Mentioned In This Episode
🎯 FREE 30-Day Year Goal-Setting Guide
Everything in this episode starts with one question: “What do I want?” This free Goal-Setting Guide helps you answer it. It walks you through defining what you really want and includes the nine steps to setting effective goals, so you can turn a fuzzy wish into a clear, compelling target. It is the perfect first step to start questioning your way to your next level.
Download the FREE 30-Day Year Goal-Setting Guide now!
🚀 FREE 21-Day Money Momentum Challenge
Dave says the habit that changes everything is built through long, patient effort, a little bit every single day. This free 21-day challenge is one of the best ways to start. It is designed to rewire your daily thinking, turn you into a money magnet, and help you build real momentum toward the results you want most.
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In Episode 75 of The 30-Day Year Podcast, Dave and Jacq Conway unpack the one habit Dave hands every client first: the habit of questioning. You'll learn how questioning creates clarity on where you're going and where you actually are, why your own assumptions cap your results, and how to question yourself without turning it into self-criticism.