Courageous Leadership: How to Build Deeper Understanding

LisaMarie • September 13, 2021


The word ‘dialogue’ comes from a Greek word denoting a “flow of meaning.”


The definition refers to the process of coming together to discuss or have a conversation. When two or more people converse, it’s almost a given that there will be differing points of view.


Dialogue is different from the word ‘debate’ which looks for flaws in an opponent’s arguments in order to win, and creates a you-win/I-lose dynamic.


Dialogue is more about an exchange of ideas, perspectives, and opinions with the underlying intention of seeking mutual understanding.


In its truest form, it builds bridges through the flow of conversation. 


Courageous leaders understand one of the most effective ways to build deeper understanding is to build their own communication skills that foster and increase open dialogue.


In changing times, being able to leverage the benefits of differing perspectives allows for broader and more valuable insights internally and externally.


What some people fail to remember is that communication is bi-


directional.


It requires both the act of conveying information and the receipt of listening by another.


Listening is key.


The quality of listening is also critical.


If you are merely an auditory witness and fail to consider what is being said, they it isn’t really listening.


And it certainly doesn’t promote dialogue. 


One of the most difficult elements of communication is to listen without ego or judgment.


It’s hard because our minds tend to build defenses.


Whether to defend our ideas, build a case, or seek to win “against” the other ideas, building deeper understanding requires actively listening.


We must remain neutral and open.


A listener must be willing to consider something other than what they already believe.


By asking the internal questions, “How does this person see this differently? What are they seeing that I may not be?” with the intention of seeking to understand from the other person’s perspective, you have the opportunity to expand your own viewpoint and focus less on proving you’re right.


In doing this, you begin building safety and trust.


People intuit immediately this shift to curiosity.


It’s a way of being that allows for differences to be present, despite how passionate your views may be.




Courageous leaders aren’t afraid to discuss issues where there may be strong disagreement with their team.


They don’t have to firehose and impose their ideas.


Courageous leaders can stand in their belief with a willingness that they may not see everything.


More understanding is not a threat, it’s merely more information that can serve the greater purpose. 


They openly ask questions that invite a deeper understanding of issues.


For example, instead of making blanket statements about taking an action, they ask a question about what the cost or consequences might be if an action is taken.


In order for assumptions to be revealed be curious.


The more probing questions you ask, the more information you’ll have, and therefore the more likely you’re going to get the best solution to your problem.


When the end goal is to build deeper understanding (of a problem, issue, or between people), you employ the power of the pause and reflect on the process.


Where are we? Did I or we learn anything new?

Did judgment creep in or was I or we truly open to understanding new perspectives?

When someone disagreed with you, did you look at whether what they were seeing was something you missed?

Courageous leaders that invest in building their own dialogue skills evoke far more creative solutions in their organization.


Their team members are more likely to step up, contribute, and think outside the proverbial box.


By modeling, these courageous leaders seed the organization and it’s individuals to create a culture where healthy communication is intrinsic and the key that turns teams into a community.


ACTION: The Upside Challenge of the week is to identify a situation where you seek to build deeper understanding.


Get out a piece of paper and answer these questions.


Then, take action.


The world needs you and your brilliance now more than ever. See Upside. Be Upside. Lead Upside.

The Joy of Living Your Divine Mission

By Lisa Marie Platske • January 26, 2026
"Many persons have a wrong idea of what constitutes true happiness. It is not attained through self-gratification but through fidelity to a worthy purpose." ~ Helen Keller Purpose. The dictionary definition is, " the reason for which something is done or created or for which something exists. " You were put on the planet for a reason ... a purpose. And, part of the joy of the journey is to be in the discovery and fulfillment of that divine purpose . Perhaps that's why Helen Keller said what she said. Too often, folks get sidetracked by fame and fortune, or comfort and easy. While they each have their allure, they will never bring you happiness. True happiness comes from meaning. Over the decades, there have been countless subjects and research projects on the topic of happiness. The results of all of them have pointed back to this truth. When I think about the leaders that I've had the privilege of working with, the ones that were the happiest weren't the ones that had situations that were easy. Actually, life came down pretty hard on some of them and they were in peril. While they came to me seeking answers about how to right the ship, the journey rarely involved signing a multi-million dollar deal that got them to happiness island. It was the ability to peel away each layer of their circumstances and see it through the lens of their divine mission and purpose. ACTION: The Upside Challenge for the week is to notice where your influence thrive. At times, we can lose sight of what truly matters. So today, observe the work, conversations, and moments where you naturally make a difference. Do more of those things, even in small ways. Your purpose is revealed in the places where your leadership produces impact and meaning.

Where Focus Goes, Expansion Flows

By Lisa Marie Platske • January 19, 2026

Holding It All Together Isn’t the Goal

By Lisa Marie Platske • January 12, 2026
No matter how happy someone may seem, they have moments when they question if they can go on. And no matter how strong someone may appear, they have days when they feel like they're falling apart. That's one of the most confusing aspects of leadership. See, most leaders feel that because they're the one at the helm steering the ship, they should have it together and be "on" 24x7. And that's unrealistic. Yet that belief has caused many leaders to sink their ship because of the inability to reach out and ask for help. No one can go it alone. Every leader needs someone to lean on. Phrases like "Only the strong survive." and "You gotta just 'man' up." do more damage than good. I learned this when I was working in Federal law enforcement and 9/11 hit. The superhuman requests to work hours that pushed the body to the limits were a recipe for certain disaster. Men and women who may have needed someone to talk to themselves to process their grief were thrust into the grim reality that they were needed more than ever—and needed to be stronger than they knew how to do. One of the NYPD beat cops that I had befriended was in the middle of a shift when he had a full-blown meltdown on 5th Avenue in New York City six months after 9/11. The walk of leadership never has been—and never will be—a solo affair. You need other folks around you that you can trust and rely on in good times and not-so-good times. And I'm not talking about a friend, spouse, or family member. I'm talking about a trusted advisor with whom you can turn matter what is working or on fire. Because every leader deserves a space to be real, to be guided, and to be reminded of the truth of who they are . The kind of space I’ve devoted my life to creating for those called to lead from purpose. And when leaders have that kind of support, the moments that once felt too heavy begin to make sense. They find the strength to keep going because they’re no longer doing it on their own. ACTION: The Upside Challenge for the week is to think and name one person who you can turn to when leadership feels heavy. Reach out to one of them this week. Tell the truth about where you are. Because even leaders need a place to lean.

Start the Year With a Clean Board

By Lisa Marie Platske • January 5, 2026
As I look at how to move forward with a new year...I’m tasked with identifying what to do to take action in the here and now. It sometimes feels hard... which is why I’m grateful for friends who lend a listening ear. It feels as if no matter how much I wipe the surface of my white board, my old writing shows through. Leaders face this challenge all the time. ~ How to erase what’s holding them back... ... and how to embrace what will propel them forward without old stories seeping through. I believe that’s why this time of year is confronting for people. They’re faced with the dilemma of honestly facing whether they’ve taken action on what they said they wanted last year ... and looking at how much energy and effort they put into their commitments... while assessing what's still flippin' gettin' in the way. Some people run and hide – and then lie to themselves. Others play the blame game. Only the courageous take personal responsibility for their shortcomings... with renewed energy to do better moving forward. To do this, you’ve got to get curious. Looking at where you’re at in this moment will determine how successful you will be tomorrow. And, you can’t get to self-regulation without self-awareness so that’s also critical. You’re born with a certain success set point and tolerance for risk... ... as well as a boatload of behavioral characteristics... ... some which serve you and others that get in the way of your success. Over time, you can make adjustments or choose to step into old habits. Blind spots are places we just can’t see on our own. Upside Leaders was born out of my desire to walk alongside leaders in this very space... where the unseen becomes visible, and small, intentional shifts create lasting transformation. When I spoke with a friend, he said perhaps it's just allowing for a small shift to the left or right, rather than an uncovering. For me that 1% tilt has made all the difference... ... especially when I look through that lens with humility... ... which precedes personal and professional growth. You cannot improve where you’re headed unless you improve yourself. See this as a time to erase what is no longer relevant... put some effort into making sure the old writing on your "white board" doesn't seep through. You are writing a new story. ... look in the mirror... ... and commit to doing better. ACTION: The Upside Challenge for the week is to look at your current goals and circle the one that feels the most familiar. Challenge yourself to reimagine it and to stretch it by 1%. Ask, “ What would this look like if I led with full conviction instead of comfort? ” Then pause and listen for what you’re being asked to release so greater vision can unfold through you.
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The Joy of Living Your Divine Mission

By Lisa Marie Platske • January 26, 2026
"Many persons have a wrong idea of what constitutes true happiness. It is not attained through self-gratification but through fidelity to a worthy purpose." ~ Helen Keller Purpose. The dictionary definition is, " the reason for which something is done or created or for which something exists. " You were put on the planet for a reason ... a purpose. And, part of the joy of the journey is to be in the discovery and fulfillment of that divine purpose . Perhaps that's why Helen Keller said what she said. Too often, folks get sidetracked by fame and fortune, or comfort and easy. While they each have their allure, they will never bring you happiness. True happiness comes from meaning. Over the decades, there have been countless subjects and research projects on the topic of happiness. The results of all of them have pointed back to this truth. When I think about the leaders that I've had the privilege of working with, the ones that were the happiest weren't the ones that had situations that were easy. Actually, life came down pretty hard on some of them and they were in peril. While they came to me seeking answers about how to right the ship, the journey rarely involved signing a multi-million dollar deal that got them to happiness island. It was the ability to peel away each layer of their circumstances and see it through the lens of their divine mission and purpose. ACTION: The Upside Challenge for the week is to notice where your influence thrive. At times, we can lose sight of what truly matters. So today, observe the work, conversations, and moments where you naturally make a difference. Do more of those things, even in small ways. Your purpose is revealed in the places where your leadership produces impact and meaning.

Where Focus Goes, Expansion Flows

By Lisa Marie Platske • January 19, 2026

Holding It All Together Isn’t the Goal

By Lisa Marie Platske • January 12, 2026
No matter how happy someone may seem, they have moments when they question if they can go on. And no matter how strong someone may appear, they have days when they feel like they're falling apart. That's one of the most confusing aspects of leadership. See, most leaders feel that because they're the one at the helm steering the ship, they should have it together and be "on" 24x7. And that's unrealistic. Yet that belief has caused many leaders to sink their ship because of the inability to reach out and ask for help. No one can go it alone. Every leader needs someone to lean on. Phrases like "Only the strong survive." and "You gotta just 'man' up." do more damage than good. I learned this when I was working in Federal law enforcement and 9/11 hit. The superhuman requests to work hours that pushed the body to the limits were a recipe for certain disaster. Men and women who may have needed someone to talk to themselves to process their grief were thrust into the grim reality that they were needed more than ever—and needed to be stronger than they knew how to do. One of the NYPD beat cops that I had befriended was in the middle of a shift when he had a full-blown meltdown on 5th Avenue in New York City six months after 9/11. The walk of leadership never has been—and never will be—a solo affair. You need other folks around you that you can trust and rely on in good times and not-so-good times. And I'm not talking about a friend, spouse, or family member. I'm talking about a trusted advisor with whom you can turn matter what is working or on fire. Because every leader deserves a space to be real, to be guided, and to be reminded of the truth of who they are . The kind of space I’ve devoted my life to creating for those called to lead from purpose. And when leaders have that kind of support, the moments that once felt too heavy begin to make sense. They find the strength to keep going because they’re no longer doing it on their own. ACTION: The Upside Challenge for the week is to think and name one person who you can turn to when leadership feels heavy. Reach out to one of them this week. Tell the truth about where you are. Because even leaders need a place to lean.

Start the Year With a Clean Board

By Lisa Marie Platske • January 5, 2026
As I look at how to move forward with a new year...I’m tasked with identifying what to do to take action in the here and now. It sometimes feels hard... which is why I’m grateful for friends who lend a listening ear. It feels as if no matter how much I wipe the surface of my white board, my old writing shows through. Leaders face this challenge all the time. ~ How to erase what’s holding them back... ... and how to embrace what will propel them forward without old stories seeping through. I believe that’s why this time of year is confronting for people. They’re faced with the dilemma of honestly facing whether they’ve taken action on what they said they wanted last year ... and looking at how much energy and effort they put into their commitments... while assessing what's still flippin' gettin' in the way. Some people run and hide – and then lie to themselves. Others play the blame game. Only the courageous take personal responsibility for their shortcomings... with renewed energy to do better moving forward. To do this, you’ve got to get curious. Looking at where you’re at in this moment will determine how successful you will be tomorrow. And, you can’t get to self-regulation without self-awareness so that’s also critical. You’re born with a certain success set point and tolerance for risk... ... as well as a boatload of behavioral characteristics... ... some which serve you and others that get in the way of your success. Over time, you can make adjustments or choose to step into old habits. Blind spots are places we just can’t see on our own. Upside Leaders was born out of my desire to walk alongside leaders in this very space... where the unseen becomes visible, and small, intentional shifts create lasting transformation. When I spoke with a friend, he said perhaps it's just allowing for a small shift to the left or right, rather than an uncovering. For me that 1% tilt has made all the difference... ... especially when I look through that lens with humility... ... which precedes personal and professional growth. You cannot improve where you’re headed unless you improve yourself. See this as a time to erase what is no longer relevant... put some effort into making sure the old writing on your "white board" doesn't seep through. You are writing a new story. ... look in the mirror... ... and commit to doing better. ACTION: The Upside Challenge for the week is to look at your current goals and circle the one that feels the most familiar. Challenge yourself to reimagine it and to stretch it by 1%. Ask, “ What would this look like if I led with full conviction instead of comfort? ” Then pause and listen for what you’re being asked to release so greater vision can unfold through you.
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