Feel Like You're Pushing Boulders Uphill Every Day?

Lisa Marie Platske • February 8, 2024

Ronnie was a seasoned business owner.


He had been doing his thing for years and had a masters in Hustle & Grind.


Known as a "wheeler and dealer" he was admired by his peers.


Ronnie was "the guy" everyone aspired to be.


He reached out and confided that he felt like he was on a runaway train headed off a cliff.


We hopped on a Zoom call, more for me to listen than to do anything.


He talked about "pushing boulders uphill every day" and how he didn't feel like he ever got anywhere.


Oh, I understand.


I've been there and told my 1st biz coach that while I knew how to "work hard" there had to be a better way.

.

She told me to ask questions. Evaluate. And stop trying to do it all myself.


And here I am ... 15 years later.

.

Sitting with Ronnie, I had come full circle.


I listened and told him he would have to change how he ran his business.


After giving him a few suggestions on what to take action on first, he asked about my leadership coaching programs and whether it would help him change and handle the pitfalls.


I promised it would do all of that and give him peace of mind.


See, again, I get it.


You start off with visions of grandeur when you open a business.


》》Freedom.《《


☆ Time freedom.☆

☆ Money freedom.☆

.

Then you feel shackled down to keep it goin' as it takes more and more of your time and energy.


You keep feeding the machine and start wearing hustle and grind like a badge of honor figuring this is how winners win.


This brings me back to Ronnie.


Ronnie knew real estate and roofing. He was a born deal maker.


Yet Ronnie didn't know how to lead himself ... or anyone else.


I don’t care how smart you are, no one can take this journey alone.


You may feel rudderless wondering, "Is this all there is?!?"

.

The Summit feels like a gazillion miles away.


Yet, it will be easier to get to the top with the right guide and mentor.


For Ronnie, that was me.


For me, it was my mentor Nancy.


The brave ask for help, and get the skills they need.


Then they take action.


((No one likes a faker ...someone who pretends the 'hustle and grind' life is all that and they’ve got it all figured out when secretly they're overworked and have unhealthy coping mechanisms.))


Ronnie was so used to handling it all, I had to chase after him to get on my calendar.


Fast forward, and eight months later, Ronnie finally has a team that can hold their weight.

.

The business brought in more money. A lot more money.


And Ronnie finally started to have time freedom.


His leadership skillset sets him apart from peers in his industry.


You don't have to do it alone.


With the right guidance, coaching and mentorship, it’s easier to remember who you are – and what you’re called to do.


ACTION: The Upside Challenge of the week is to identify one area of your life where you feel stressed, overwhelmed or on a "runaway train."


This could be related to work, finances, relationships, health, or personal growth. 


Once you've pinpointed this area, ask yourself:


  • Why do I feel out of control here?


  • What support or resources do I need to feel more balanced and empowered? 


  • Who can I reach out to for guidance, coaching, or accountability?


You don't have to figure it all out alone.


We all need mentors and companions on the journey.


Take one step this week to get the support you need.


Whether joining a mastermind group, hiring a coach, or having an honest conversation with a wise friend, you'll gain perspective.


Have courage to take off the mask and be vulnerable.


The summit is closer than you think.

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.
By Lisa Marie Platske December 29, 2025
Most folks are introverts at heart. They prefer to hole up and live inside their cave vs. venturing out to try something new. And most folks have a lot of excuses when you invite them to experience something that will require them to stretch their growth edges. ~ "I don't like to travel." ~ "Traveling is hard." ~ "I can't be away from my family." ~ "My business can't run without me." ~ "It's too much money." The thing is ... you've got to escape your cave—and be with other people. This isn't optional. It's how your ideas and path gets challenged in ways that are easier than finding out you're one decision from going out of business because you didn't see that train coming. When you do choose to connect with other folks, it's important that you're choosy with who you give your precious time to and where. That means if you go someplace that's free or cheap, that's likely the depth of the conversations you'll have. I get invited to lots of seminars, mastermind groups, and peer networking circles. Most of the invites are for me to come for free because having me in the room is valuable. I turn most of them down and go to the events that cost money. Why? Because there are TONS of free or cheap places to go to hang out with others in business ... and if that's where you spend your time and energy, you'll be stuck in the same place 5 years from now. When you come to an Upside Thinking event, you notice the folks around you are a little different. So if you're not showing up at least once a year at an Upside Thinking event, you're missing out on something important. Personally, I go to about 5 meetings a year where I seek to NOT be the smartest person in the room, actively inviting folks to challenge everything I'm saying. You should do the same. ACTION: The Upside Challenge for the week is to commit to attending at least one high-caliber event in the next twelve months where the investment of time, travel, and money feels like a stretch. Choose a room where you expect to be challenged, not affirmed, and where the conversations push you to see blind spots you didn’t know you had. Put it on your calendar now so it’s a non-negotiable.
By Lisa Marie Platske December 22, 2025
This message comes three days before Christmas, a season that calls us back to love and light, from a place of deep gratitude and a depth of humility that has me moved to tears. From the Festival of Lights to the upcoming New Year's festivities, celebrations are all around. Parties, gift giving and conversations about being merry and jolly seem to fill the air a bit more during this time of year. Yet, this experience isn't true for everyone. I am mindful that this time of year doesn't bring lightness and joy for all. It is a time of year that can trigger memories of years gone by... ... broken dreams and longing for people you wish you could pick up the phone and hear their voice one more time. If you have lost a loved one this year, or simply feel alone, even in a room filled with people, my heart goes out to you . I have experienced this countless times in my life while trying my best to pretend everything was good in my world. This past year has carried both challenges and triumphs, each one a reminder of how faithfully God shapes us through every season and strengthens us for what is next. If you suffered a loss that feels paralyzing and sometimes feel like you can't breathe while everyone makes merry, I celebrate the richness and depth of your emotions. You are appreciated. For who you are. For where you are at this moment. For how deeply, and passionately you care about others. And, for all that you are. You, my dear friend, are loved right now, more than my words could ever express. So, have courage, muster up the strength to pick up the phone and call someone if you need to. Remember the world needs you and your brilliance. And, yes, it’s possible to be both whole and gracefully broken open. It simply allows more of your light to be seen. Keep on shining brightly. As Christmas draws near, may this season wrap you in peace and remind you of the love and light that surround you. Whether this year has left you celebrating or healing, know that your presence matters and your light is needed. Merry Christmas... May the days ahead bring you strength, hope, and unexpected joy that warms your heart. ACTION: The Upside Challenge for the week is to identify and celebrate quiet wins. Before the year ends, name three wins from your organization that didn’t make headlines yet shaped growth. Share them with your people to remind them that every contribution matters.
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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.
By Lisa Marie Platske December 29, 2025
Most folks are introverts at heart. They prefer to hole up and live inside their cave vs. venturing out to try something new. And most folks have a lot of excuses when you invite them to experience something that will require them to stretch their growth edges. ~ "I don't like to travel." ~ "Traveling is hard." ~ "I can't be away from my family." ~ "My business can't run without me." ~ "It's too much money." The thing is ... you've got to escape your cave—and be with other people. This isn't optional. It's how your ideas and path gets challenged in ways that are easier than finding out you're one decision from going out of business because you didn't see that train coming. When you do choose to connect with other folks, it's important that you're choosy with who you give your precious time to and where. That means if you go someplace that's free or cheap, that's likely the depth of the conversations you'll have. I get invited to lots of seminars, mastermind groups, and peer networking circles. Most of the invites are for me to come for free because having me in the room is valuable. I turn most of them down and go to the events that cost money. Why? Because there are TONS of free or cheap places to go to hang out with others in business ... and if that's where you spend your time and energy, you'll be stuck in the same place 5 years from now. When you come to an Upside Thinking event, you notice the folks around you are a little different. So if you're not showing up at least once a year at an Upside Thinking event, you're missing out on something important. Personally, I go to about 5 meetings a year where I seek to NOT be the smartest person in the room, actively inviting folks to challenge everything I'm saying. You should do the same. ACTION: The Upside Challenge for the week is to commit to attending at least one high-caliber event in the next twelve months where the investment of time, travel, and money feels like a stretch. Choose a room where you expect to be challenged, not affirmed, and where the conversations push you to see blind spots you didn’t know you had. Put it on your calendar now so it’s a non-negotiable.
By Lisa Marie Platske December 22, 2025
This message comes three days before Christmas, a season that calls us back to love and light, from a place of deep gratitude and a depth of humility that has me moved to tears. From the Festival of Lights to the upcoming New Year's festivities, celebrations are all around. Parties, gift giving and conversations about being merry and jolly seem to fill the air a bit more during this time of year. Yet, this experience isn't true for everyone. I am mindful that this time of year doesn't bring lightness and joy for all. It is a time of year that can trigger memories of years gone by... ... broken dreams and longing for people you wish you could pick up the phone and hear their voice one more time. If you have lost a loved one this year, or simply feel alone, even in a room filled with people, my heart goes out to you . I have experienced this countless times in my life while trying my best to pretend everything was good in my world. This past year has carried both challenges and triumphs, each one a reminder of how faithfully God shapes us through every season and strengthens us for what is next. If you suffered a loss that feels paralyzing and sometimes feel like you can't breathe while everyone makes merry, I celebrate the richness and depth of your emotions. You are appreciated. For who you are. For where you are at this moment. For how deeply, and passionately you care about others. And, for all that you are. You, my dear friend, are loved right now, more than my words could ever express. So, have courage, muster up the strength to pick up the phone and call someone if you need to. Remember the world needs you and your brilliance. And, yes, it’s possible to be both whole and gracefully broken open. It simply allows more of your light to be seen. Keep on shining brightly. As Christmas draws near, may this season wrap you in peace and remind you of the love and light that surround you. Whether this year has left you celebrating or healing, know that your presence matters and your light is needed. Merry Christmas... May the days ahead bring you strength, hope, and unexpected joy that warms your heart. ACTION: The Upside Challenge for the week is to identify and celebrate quiet wins. Before the year ends, name three wins from your organization that didn’t make headlines yet shaped growth. Share them with your people to remind them that every contribution matters.
More Posts