Do You Understand “The Art of Failure”?

Lisa Marie Platske • August 29, 2017


 If you are serious about being successful – and being a leader worth following, you’ve got to get really good at the art of failure.


When I get asked about how I moved from LEO (Law Enforcement Officer) to CEO (Chief Executive/Enthusiasm Officer) of my business, Upside Thinking, Inc., I often share the story of how I became an “accidental” entrepreneur.


While I know that there is no such thing as “accidental”, every time I say it, it makes me smile.


Certain parts of opening Upside Thinking, Inc. were incredibly intentional and planned out – and other areas not so much. The Art of Failure - Upside Thinking


Because I had never owned a business, I didn’t really understand the highs and lows and cycle of sales and marketing.


I did believe that once you got “successful”, everything would just work out.


Once you got in the rhythm and groove of business growth, the money would continue to come in.


Just writing that makes me laugh at my naivete.


After three (3) years of opening my business, the stock market shifted — and so did my clientele.


Negotiating contracts that were in the tens of thousands of dollars had stopped — and I was being asked to do 1 or 2 trainings in an organization.


This meant a lot less money and a lot more work.


The upside is that the economy shifting enabled my business vision to move in new directions.


An added bonus was the ability to learn how to create new revenue streams and reinvent myself.


Re-inventing myself has been one of the biggest blessings and lessons learned in owning a business.


I wasn’t willing to give up teaching leadership and I wanted to make a difference in the world so I asked myself every day, “How can I do my business differently?”


No matter how successful you are, you will come up against obstacles.


No one gets it right 100% of the time.


You will fall down or fail.


And, that’s okay.


The key is how fast you get up again.


If you are serious about being successful – and being a leader worth following, you’ve got to get really good at the art of failure.


The Art of Failure

Great losers make the best winners.


If you talk to 10 potential clients who all say “no” to working with you, do you have the guts to pick up the phone and call the 11th person?!?

If you apply for 10 promotions and get turned down for all of them, do you have the inner resolve to ask for help and fill out another application?!?

Oooh…..I get it.


This means you have to put yourself out there and risk criticism or more failure which is too risky for most people.


But, not you.


You are called to leadership.


And, the world needs you now more than ever.


  • BIG risks = BIG rewards
  • Little risks = Little rewards
  • No risk = No reward

It doesn’t matter how many “no’s” you get, only how many people said “YES!” to you and your brilliance.


Action Item: The Art of Failure - Lisa Marie Platske

The Upside Challenge of the week is to identify the area in your personal and professional life that you have been holding back for fear of failing. Sure, it may look like you’re “all in” taking action, but in your heart you know that there is more that you could do to be a leader worth following.


Your time is now.


The world needs you and your brilliance.


Comfort doesn’t change the world. Vulnerability changes everything

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.
By Lisa Marie Platske January 19, 2026
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.
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.
More Posts
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.
By Lisa Marie Platske January 19, 2026
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.
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.
More Posts