Why Asking Great Questions is Key to an Effective Plan
LisaMarie • May 20, 2019
“Someone’s sitting in the shade today because someone planted a tree a long time ago.” — Warren Buffet
The 1st pillar in my 7 Pillars of Leadership is: Great leaders – or leaders worth following – start with a written plan.
To create an effective plan, they understand the importance of asking great questions and making asks of others on the journey.
How many times have you stopped yourself from pursuing what you want because you asked the wrong question?
Or, worse yet, you held back and didn’t ask the question you wanted to ask?
To fully understand any situation, you’ve got to become incredibly well-versed in the art of asking great questions.
When I’m stuck and don’t know what question to ask, I simply invite the person to “Tell me more about that…”
This allows me to more completely assess a situation, especially when I’m going to make an ask.
Asking for what you want can feel more risky (and scary for some people) than asking great questions.
You have to build your foundation, understand your value, and have a clear sense of “why” your mission is important.
You also have to be able to speak it in a manner that has others want to listen and lean in to your request.
If you’re serious about what you want, you can’t sit around and hope others will telepathically understand what you want and then give it to you.
To get to the end you have in mind requires risk – and seeing that desired outcome is the 1st step in “The 5 Steps to an Effective Plan” taught at my annual Design Your Destiny Live 3-day leadership conference.
If a person doesn’t agree to what I’m asking for – or gives me an outright “no”, my mind is actively thinking about how I can still move in the direction of my vision.
Similarly, Pam Johnson, outdoor education expert and my long-time client, grew up with the belief that “No means yes.” Pam shares that this mindset about “no” developed because if her Dad didn’t say “yes” to something, she mind-mapped that it wasn’t a closed door, it was an opportunity to find another option or door to be opened.
This form of critical thinking has become her success habit which many people in the Upside Thinking and Destiny Designers community have benefitted from in their own decision making processes.
Great outcomes come from great plans.
Great plans come from great questions.
Both visionary and inquiry require courage, creativity and perseverance… the same qualities of great leaders.
Action:
The Upside Challenge of the week is to sit down and think about your own written plan for getting what you want. Is it clear? Is it mapped out? How good are you at asking great questions? Asking for what you want?
The world needs you and your brilliance.
By Lisa Marie Platske
•
February 23, 2026
You can believe the best or worst about people. It’s less lonely to believe the best in them, yet that's really hard to do, especially when you've been burned over and over. When I think about leadership as a whole, this is one of the hardest elements to master because people are human. ~ They're going to get stuff wrong. ~ They're going to say things you don't like. ~ They're going to hurt your feelings, even if you don't want to admit it. At some point, most folks give up trying or at least caring. It's often easier to numb or ignore than to deal with a disappointment. Yet numbing or ignoring doesn't change the body's reaction internally to the situation. To get to a place where you are able to believe the best in folks takes work. There is no leadership pill or shortcut. At least not one that I've ever found. One of the biggest flexes is being able to hold space for someone when they've wronged you. I remember years ago reading an article about Richard Branson, and one of his employees who had stolen from him. Branson told the manager to speak to him—and give him a second chance. A second chance?!? Are you kidding me?!? That's a break in integrity and grounds for removal in any industry. Reading this had me wonder what Branson knew about leadership that at the time I didn't. To take it a step further, my curiosity increased and I wondered what would happen if I did something like this in my own life. It felt awkward to try this idea on as I had long-rooted beliefs that certain behaviors were vehemently wrong—and should be punished. Was it possible that leadership required unconditional love? Now, this didn't mean being a doormat and letting someone walk all over you. Anyone who knows me understands that's never gonna happen. Yet this new perspective, this new lens, had me curious about what would happen if I led from that place. Over the years, I can say it hasn't been the easiest thing to do—and it's been the most rewarding. I still have folks come back to me who wronged me telling me how much they respect the way I handled the situation. My greatest desire for folks is that they lead their lives in a way that honors the core of their being—their divine mission and purpose. And it's really hard to do that when you're steeped in judgment, blame, or shame-inducing behaviors. Love is the answer, regardless of the question. Because you can choose to believe the worst in people. Or you can choose to see the best in people. It's always your choice. ACTION: The Upside Challenge for the week is to choose one person who has disappointed or frustrated you. Take one step from your highest self that keeps your heart open. Speak with calm. Acknowledge something they did right. And release the story you’ve been holding. Lead from love today.
By Lisa Marie Platske
•
February 16, 2026
Life’s little synchronicities. Have you noticed them? Something happens that was too meaningful to be a coincidence. ~ Meeting that person. ~ Getting that call. ~ Having the impossible become possible?!? Perhaps you’re thinking about someone, and then they call. How does that happen?!? Or, you get a bill, and you've got no idea how you’re going to pay it. And then, poof! ... the exact amount of money you need just shows up. I’ve experienced countless events like these throughout my life. And while some people believe they are random, I understand in the depth of my being that these experiences are signs from the Holy Spirit to get my attention or answer a prayer. When you are in co-creation with all of Life, you get messages to confirm you’re on the right path. When I’m in ease and grace, greater wealth, opportunities, and relationships flow into my life. It’s magical. However, you have to be open to notice the signs in the first place. Every synchronicity carries wisdom for the journey. When you lean into the whispers of the Holy Spirit, life opens in ways you couldn’t script on your own. Stay open. Stay expectant. What you’ve been seeking may already be moving towards you in ways you can’t yet see. ACTION: The Upside Challenge for the week is to stay on the lookout for meaningful synchronicities throughout your days. Each time one happens, jot it down so you don’t forget. At the end of the week sit with your list and speak your gratitude aloud for every moment that aligned for you.
By Lisa Marie Platske
•
February 9, 2026
“You can’t quit your job to open a business. You don’t even know anything about business.” I get it. Taking a leap of faith doesn’t make sense. That’s why it’s called faith. So I took the leap of faith anyway. “That’s not the way we do that here.” I understand. And I created a new way of doing business that is more effective—and fun! “Why must you be such a troublemaker?” I don’t know what you mean. I get there are rules within the system—and I chose to create a new system. “That’s not possible.” Sure it is. I just did it. “You’re being reckless. You have responsibilities.” It depends on how you look at it. I see unlimited possibilities. These are real-life conversations I've had with folks in different seasons of my life. See, the rewards of courageous leadership are immense. Questioning 'what if...' to create 'what is' has been my journey. And it’s probably yours, too. You can’t live out your mission by playing by the rules of a broken world. Don’t let the “we’ve always done it this way” paradigm get in the way of making a positive difference on the planet. Remember, there’s always a way. ACTION: The Upside Challenge for the week is to stop letting “we’ve always done it this way” slow your impact. Take a process, workflow, or system that isn’t serving your mission and start redesigning it. Remember, there’s always a way to make a bigger difference and it starts with your decision to do things differently.
By Lisa Marie Platske
•
February 2, 2026
You have been hard-wired for greatness so stop trying so hard to be something other than who you are. I see it all the time. Folks who tie themselves into knots, seeking the approval of others. Oh, it's not conscious. Most leaders would tell you that they're comfortable being their own boss, in charge of their time. Behind closed doors, many of them have told me something different. And that's because conflict, being misunderstood, and being vilified are pretty crummy. Most folks want to be liked. They want to be valued and appreciated for the effort they've put in. Your greatest gift to the planet is to be fully, completely, and unapologetically who you are. Doing that may come with some pretty harsh consequences ... which is why most leaders are willing to sell out. The thing that isn't always self-evident about compromising your values and beliefs is that every night you're stuck with you. You have to look at yourself in the mirror. You are the only one who understands the choices you've made—right, wrong, or indifferent. When the day is done, the truth always meets you in the quiet. It asks whether you stood in integrity or traded pieces of yourself to keep the peace. Leadership requires decisions that don’t win applause. It often asks you to hold your ground when others want you to bend. Living aligned with who you are may cost you approval or relationships. Yet, it will never cost you your soul. ACTION: The Upside Challenge for the week is to name a decision you’ve been avoiding because it feels risky or uncomfortable. It could be ending a partnership that no longer serves your vision, raising the standards for a client, or closing a door that keeps you from your calling. Take one bold, aligned action this week that honors your integrity and the leader you were created to be.
By Lisa Marie Platske
•
February 23, 2026
You can believe the best or worst about people. It’s less lonely to believe the best in them, yet that's really hard to do, especially when you've been burned over and over. When I think about leadership as a whole, this is one of the hardest elements to master because people are human. ~ They're going to get stuff wrong. ~ They're going to say things you don't like. ~ They're going to hurt your feelings, even if you don't want to admit it. At some point, most folks give up trying or at least caring. It's often easier to numb or ignore than to deal with a disappointment. Yet numbing or ignoring doesn't change the body's reaction internally to the situation. To get to a place where you are able to believe the best in folks takes work. There is no leadership pill or shortcut. At least not one that I've ever found. One of the biggest flexes is being able to hold space for someone when they've wronged you. I remember years ago reading an article about Richard Branson, and one of his employees who had stolen from him. Branson told the manager to speak to him—and give him a second chance. A second chance?!? Are you kidding me?!? That's a break in integrity and grounds for removal in any industry. Reading this had me wonder what Branson knew about leadership that at the time I didn't. To take it a step further, my curiosity increased and I wondered what would happen if I did something like this in my own life. It felt awkward to try this idea on as I had long-rooted beliefs that certain behaviors were vehemently wrong—and should be punished. Was it possible that leadership required unconditional love? Now, this didn't mean being a doormat and letting someone walk all over you. Anyone who knows me understands that's never gonna happen. Yet this new perspective, this new lens, had me curious about what would happen if I led from that place. Over the years, I can say it hasn't been the easiest thing to do—and it's been the most rewarding. I still have folks come back to me who wronged me telling me how much they respect the way I handled the situation. My greatest desire for folks is that they lead their lives in a way that honors the core of their being—their divine mission and purpose. And it's really hard to do that when you're steeped in judgment, blame, or shame-inducing behaviors. Love is the answer, regardless of the question. Because you can choose to believe the worst in people. Or you can choose to see the best in people. It's always your choice. ACTION: The Upside Challenge for the week is to choose one person who has disappointed or frustrated you. Take one step from your highest self that keeps your heart open. Speak with calm. Acknowledge something they did right. And release the story you’ve been holding. Lead from love today.
By Lisa Marie Platske
•
February 16, 2026
Life’s little synchronicities. Have you noticed them? Something happens that was too meaningful to be a coincidence. ~ Meeting that person. ~ Getting that call. ~ Having the impossible become possible?!? Perhaps you’re thinking about someone, and then they call. How does that happen?!? Or, you get a bill, and you've got no idea how you’re going to pay it. And then, poof! ... the exact amount of money you need just shows up. I’ve experienced countless events like these throughout my life. And while some people believe they are random, I understand in the depth of my being that these experiences are signs from the Holy Spirit to get my attention or answer a prayer. When you are in co-creation with all of Life, you get messages to confirm you’re on the right path. When I’m in ease and grace, greater wealth, opportunities, and relationships flow into my life. It’s magical. However, you have to be open to notice the signs in the first place. Every synchronicity carries wisdom for the journey. When you lean into the whispers of the Holy Spirit, life opens in ways you couldn’t script on your own. Stay open. Stay expectant. What you’ve been seeking may already be moving towards you in ways you can’t yet see. ACTION: The Upside Challenge for the week is to stay on the lookout for meaningful synchronicities throughout your days. Each time one happens, jot it down so you don’t forget. At the end of the week sit with your list and speak your gratitude aloud for every moment that aligned for you.
By Lisa Marie Platske
•
February 9, 2026
“You can’t quit your job to open a business. You don’t even know anything about business.” I get it. Taking a leap of faith doesn’t make sense. That’s why it’s called faith. So I took the leap of faith anyway. “That’s not the way we do that here.” I understand. And I created a new way of doing business that is more effective—and fun! “Why must you be such a troublemaker?” I don’t know what you mean. I get there are rules within the system—and I chose to create a new system. “That’s not possible.” Sure it is. I just did it. “You’re being reckless. You have responsibilities.” It depends on how you look at it. I see unlimited possibilities. These are real-life conversations I've had with folks in different seasons of my life. See, the rewards of courageous leadership are immense. Questioning 'what if...' to create 'what is' has been my journey. And it’s probably yours, too. You can’t live out your mission by playing by the rules of a broken world. Don’t let the “we’ve always done it this way” paradigm get in the way of making a positive difference on the planet. Remember, there’s always a way. ACTION: The Upside Challenge for the week is to stop letting “we’ve always done it this way” slow your impact. Take a process, workflow, or system that isn’t serving your mission and start redesigning it. Remember, there’s always a way to make a bigger difference and it starts with your decision to do things differently.
By Lisa Marie Platske
•
February 2, 2026
You have been hard-wired for greatness so stop trying so hard to be something other than who you are. I see it all the time. Folks who tie themselves into knots, seeking the approval of others. Oh, it's not conscious. Most leaders would tell you that they're comfortable being their own boss, in charge of their time. Behind closed doors, many of them have told me something different. And that's because conflict, being misunderstood, and being vilified are pretty crummy. Most folks want to be liked. They want to be valued and appreciated for the effort they've put in. Your greatest gift to the planet is to be fully, completely, and unapologetically who you are. Doing that may come with some pretty harsh consequences ... which is why most leaders are willing to sell out. The thing that isn't always self-evident about compromising your values and beliefs is that every night you're stuck with you. You have to look at yourself in the mirror. You are the only one who understands the choices you've made—right, wrong, or indifferent. When the day is done, the truth always meets you in the quiet. It asks whether you stood in integrity or traded pieces of yourself to keep the peace. Leadership requires decisions that don’t win applause. It often asks you to hold your ground when others want you to bend. Living aligned with who you are may cost you approval or relationships. Yet, it will never cost you your soul. ACTION: The Upside Challenge for the week is to name a decision you’ve been avoiding because it feels risky or uncomfortable. It could be ending a partnership that no longer serves your vision, raising the standards for a client, or closing a door that keeps you from your calling. Take one bold, aligned action this week that honors your integrity and the leader you were created to be.
