What Fun Has to Do With Leadership

Lisa Marie Platske • September 26, 2018

 

It’s been 13 ½ years since I launched Upside Thinking, Inc. in my home office.


Today, we’re a team of 8 amazing, leadership-centered individuals serving tens of thousands of people all over the world. with leadership - Upside Thinking


As a company, we work with brilliant mission-driven leaders and have won several awards. It’s been an amazing journey and along the way I have learned many lessons from my own experience as well as from other leaders worth following.


In reflecting on that journey, here are my top 5 leadership lessons:


Be Flexible.

There is no manual to business and life.


Every day, I get to create where I’m headed and decide what actions I’m going to take to get me there.


I’m continually reinventing myself and how the company operates.


Past iterations become obsolete– as being a leader requires creativity and innovation to succeed.


The ability to change and expand my growth edges – to be flexible – has served me well and contributed to how I attract brilliant leaders.


Your People – and Their Ability to Connect – Matter More Than Anything.

Great leaders understand great companies are built because of the people who run the organization – and how they treat the clients they serve.


When I recruit new talent and on-board someone new, I am more interested in who they are than what they can do.


I can give them new skills, however, I cannot teach them how to care and connect with everyone they meet.


Comfort Doesn’t Change the World. Vulnerability Changes Everything.

In an earlier Upside Thought, I wrote about some of the challenges I experienced at the beginning of 2018.


Being over-budget for my annual event, bringing in lower-than-forecasted revenues, having a new client cancel, and working with people who didn’t fully honor their contracts had me questioning myself and my business.


Then I remembered how some of my biggest opportunities have come from some of the worst experiences over the years.


And in this case, as in years past, the awareness gleaned from the challenges, especially after vulnerably sharing them with my colleagues in full transparency, allowed me to examine what I could do differently and how to prevent something similar from happening in the future.


It gave me the chance to implement new processes – and learn from the wisdom of colleagues who have walked a similar path.


The best leaders understand they don’t have to have all of the answers.


Months later, I’ve had the pleasure to welcome in new clients and step into new opportunities that wouldn’t have been possible without my vulnerability coupled with the generosity of my colleagues – and this has kept my company (and me) physically, emotionally, spiritually and financially healthy.


Giving Of Yourself Always Creates Opportunities to Receive.

Giving back in tangible and intangible ways always reaps great rewards.


Over the years, I’ve been involved in Business Alliance at the California State University – San Bernardino, The International Alliance for Women, the Inland Empire Women’s Business Center, local Chambers of Commerce, and countless other organizations.


I currently serve on the Executive Advisory Council for Leadership California and on the Executive Board for Project Forgive.


Giving back gives me perspective on why I do what I do – why I’m in business. And because everything I do is tied into the mission and values of my company, giving back includes how I serve my clients.


I often bonus in special opportunities, events, and coaching calls so that I regularly over-deliver what is promised. I’ve discovered giving is always returned to me at least 10-fold.


Have Fun to Get It Done.

While I’m committed to mercy, justice, and protection, my personal values are freedom, fun and flexibility so I get to spend time with my family, friends, and to grow in my faith.


Yes, fun is a core value.


And, I always say that if it isn’t fun, I don’t want to do it.


My early business advisors told me this was ridiculous – so I fired them.


What’s the point of leading others if you’re not having fun?


My time and energy are my most precious commodities.


Everything I do means I’m trading in a piece of my life to do it.


If it isn’t purposeful or meaningful, why would I do it?


And, if I don’t find it incredibly fun, I find someone who does and work with them on the project or outsource it for them to handle.


The best leaders – those worth following – understand this.


Action:

The Upside Challenge of the week is to pause and reflect on your journey. What are some of the leadership lessons you’ve learned? Share one on a blog, ezine, video post or just with a friend.


People follow the person first, then their great plan.


Be a leader worth following.

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 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
Choice. Direction. Commitment. Consistent Action. Rinse and repeat. If you do this, a lot can change in a year. There was a season where most folks in my industry started cutting back—and I did the opposite. I doubled down on the number of hours I was investing in my business. I created new programming for my live events, and I hired 4 new people. At the time, I also chose to invest in myself and upped my personal commitment to excellence in every area of my life, getting up early and doing the work physically, mentally, intellectually, spiritually, financially, relationally, and creatively. My business expanded, my relationships grew stronger, and at the time, I released 18 pounds. See, most people are more committed to fixing what isn’t working that they can’t see what is working. They stop being grateful for what's right in front of them . They stop being able to see the miracles that are happening in front of their eyes. I recently had a private leadership retreat day with a guy who said, "If miracles were happening in my life, I'd certainly see them." He said it with conviction, bravado, and a tiny bit of arrogance. I called him on it and pointed out three things that were miracles in the making that had just happened in his life. When you focus solely on the problem, you always lose. Over the past year, when people were wondering what they were going to do over the weekend, I was thinking about this moment. Right here and right now. Today, I’m mapping out what’s going to happen over the next 12 – 24 months in my business—all while staying rooted in the here and now. Commit to excellence and your life will change. You will turn possibilities into realities. I’m a living proof. ACTION: The Upside Challenge for the week is to look at where you’ve been relying on experience instead of intention. Leaders sometimes can easily coast on what’s worked before, forgetting that excellence requires evolution. Identify one area where you’ve been leading on autopilot. It could be a system, relationship, or habit that could be sharper, more aligned, or more alive. Then refine it. Because you’re committed to mastery.
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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 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
Choice. Direction. Commitment. Consistent Action. Rinse and repeat. If you do this, a lot can change in a year. There was a season where most folks in my industry started cutting back—and I did the opposite. I doubled down on the number of hours I was investing in my business. I created new programming for my live events, and I hired 4 new people. At the time, I also chose to invest in myself and upped my personal commitment to excellence in every area of my life, getting up early and doing the work physically, mentally, intellectually, spiritually, financially, relationally, and creatively. My business expanded, my relationships grew stronger, and at the time, I released 18 pounds. See, most people are more committed to fixing what isn’t working that they can’t see what is working. They stop being grateful for what's right in front of them . They stop being able to see the miracles that are happening in front of their eyes. I recently had a private leadership retreat day with a guy who said, "If miracles were happening in my life, I'd certainly see them." He said it with conviction, bravado, and a tiny bit of arrogance. I called him on it and pointed out three things that were miracles in the making that had just happened in his life. When you focus solely on the problem, you always lose. Over the past year, when people were wondering what they were going to do over the weekend, I was thinking about this moment. Right here and right now. Today, I’m mapping out what’s going to happen over the next 12 – 24 months in my business—all while staying rooted in the here and now. Commit to excellence and your life will change. You will turn possibilities into realities. I’m a living proof. ACTION: The Upside Challenge for the week is to look at where you’ve been relying on experience instead of intention. Leaders sometimes can easily coast on what’s worked before, forgetting that excellence requires evolution. Identify one area where you’ve been leading on autopilot. It could be a system, relationship, or habit that could be sharper, more aligned, or more alive. Then refine it. Because you’re committed to mastery.
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