Be The One: How Leaders Win by Owning Themselves | Karl Sherrill

13 Oct 2025 · 54 min

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In short

Podcast Summary: Finding Peak w/ Ryan Hanley

Episode Title

Be The One: How Leaders Win by Owning Themselves | Karl Sherrill

Episode Overview In this episode, Ryan Hanley interviews Karl Sherrill, Chief Revenue Officer at Highstreet Insurance Partners (HSIP). Karl shares his mantra, “Be the One,” a personal philosophy aimed at helping leaders take control of their lives and positively impact those around them. The episode focuses on Karl's journey to leadership, resilience, and the importance of fostering a positive environment within teams and families.

Key Takeaways

Personal Journey and Reframing Leadership

  • Personal Impact: Karl emphasizes the importance of making a positive impact on everyone you interact with.
  • Catalyst for Change: His pivotal moments included experiencing challenges with parenting and professional pressures, especially during COVID.
  • Reframing Philosophy: A crucial aspect for Karl was to stop hiding failures and embrace authenticity. This allowed him to lead more effectively.

The OWN Framework Karl introduces a structured approach to leadership encapsulated in the acronym OWN:

  • Own Yourself: Understand and embrace your values and identity.
  • Nurture Others: Foster growth in your team and family.
  • Expand Your Influence: Utilize your influence positively to create a supportive environment.

Resilience Model

  • Boxing Analogy: Karl likens leadership to being in a boxing ring, where absorbing punches (challenges) is essential for growth rather than avoidance.
  • Learning from Negativity: Each negative experience can be a learning opportunity that strengthens resilience.

Culture Building

  • Good vs. Nice: Karl stresses the importance of being "good" rather than "nice." Confronting negativity is necessary for protecting and uplifting team morale.
  • Individual Definitions of Success: Leaders should aim to understand and nurture individuals based on their unique potential rather than imposing uniform standards of success.

Practical Advice for Leaders

  • Personal Values and Calendar Alignment: Leaders should align their schedules with their core values to ensure they prioritize what truly matters.
  • Engaging with Team Dynamics: Karl encourages leaders to have open conversations with team members to understand their perspectives and foster a collaborative environment.

Practical Tools for Growth Karl discusses several tools that can aid in personal and professional development:

  • OpusClip: AI video editing tool.
  • Riverside: Podcast and video software.
  • WhisperFlow: Voice typing tool to enhance productivity.
  • CaptionsApp: Tool for creating engaging social media videos.
  • GoHighLevel: Business workflow management software.
  • Perspective.co: Funnel builder for lead generation.

Conclusion Karl Sherrill emphasizes that leadership is about owning oneself and positively influencing others. By nurturing relationships and focusing on individual potentials rather than rigid metrics, leaders can create more fulfilling environments both at work and at home. This episode serves as a call to action for listeners to embrace their leadership roles and be the one who makes a difference in their communities.

Additional Resources

  • Connect with Karl Sherrill: [LinkedIn Profile](https://www.linkedin.com/in/karlsherrill/)
  • Finding Peak Community: [Join Here](https://www.findingpeak.com)
  • Watch on YouTube: [YouTube Channel](https://link.ryanhanley.com/youtube)

Related Episodes

  • From $2 Million Loss to World-Class Entrepreneur: [Listen Here](https://lnk.to/delk)
  • From One Man Shop to $200M in Revenue: [Listen Here](https://lnk.to/tommymello)
  • Is Psilocybin the Gateway to Self-Mastery?: [Listen Here](https://lnk.to/80upZ9)

Closing Remarks The conversation with Karl Sherrill inspires listeners to reflect on their leadership styles and the impact they can have on their teams and families. The episode reinforces the idea that every interaction has the potential to change someone’s day for the better.

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Transcript

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0:00I'm going to be an impact to somebody every time I interact with them. I will never be perfect at it, but I'm going to try to do the best I can to be the positive influence on people. Why don't you be the one that makes a difference, a positive difference? Like, why don't you be the one that, and since people would come and complain to me, even at work or at home about stuff in the community, and I'm like, let's just talk through that. What if that person just needs you to be positive? You don't even have to agree with them. What if you just be kind to them today? Like, maybe that changes the environment they're in.

0:26I'm an insurance junkie by trade, and so acronyms flow all over the place, and I figured out, let me take one, and how can I talk about that message in an organized pattern? And so I just kind of came up with own yourself, nurture others, and expand your influence, which is the acronym that I use for this story.

0:49This message is part of kind of what I've been trying to lead to in my life, and also the way that that carries over into how I lead my teams and how that's been a development over time is kind of the big idea. I mean, it's a function of how it carries into every single thing that you do when you get to a point where you understand. I no longer, being a leader for me becomes the big idea, which is I'm just who I am. I happen to have been blessed with experiences and life experiences that have allowed me to fail miserably and to succeed very well. and all of that mix, I would say much of my years when I was growing was how do I hide the failures, how do I get by over the failures, how do I defend against the failures, and then how do I embrace my success and get more success?

1:40And then the secret became that chasing those two different things was more stressful and challenging than just being really clear about who I was and what I wanted to be and then let that just carry over into how I lead. What was the catalyst to create that reframe in your brain? Because I think a lot of people never, they never reframe it the way that you did. They get caught in this constant loop of hide my failures, overemphasize my success, and try to chase more. And that, I think we both can say, and I would completely agree with you, there's no happiness down that path. Certainly no long-term happiness.

2:17So what was the catalyst for you to reframe that idea in your mind? I think more than anything, being a father, right? And my fatherhood and leading at home had lots of ups and downs over the years. As you grow and, you know, you have kids and nobody tells you how to do it. And then you look around and you see people that are doing it well and it all looks like success. And obviously with social media and other things, it puts that in front of people. You just kind of wonder sometimes, you know, when it's not what you see, that everything else is defined by the world as success, you start to question how are you leading at home and and so as my children grew I began to see things like I mean silly examples of like just being so caught up in how they did in school at early age and how important that I thought that was during that time and and going through middle school and then as they reach high school and then the whole everything in middle school is about getting into the right spot for high school and how high school is all about college and there's really I've got a whole nother tangent we could go on about higher education to today's environment But how all of that pushes you to lead differently than maybe how your heart feels.

3:23My heart was saying when I had young children was, I want them to be healthy. I want them to be happy. I want to enjoy that time with them. And I certainly did. But every once in a while, you would let the world creep in to say, well, yeah, but they need to be doing this, and they ought to be doing this, and they need to be playing more of this, and they should be doing. And so the world began to dictate how I thought about the way I wanted to define success as a father, as a family for my children. And as we got into the middle school years, I have three children. I've got a 24, 22-year-old and a 19-year-old, my two boys and my daughter at the end.

3:53As we got into middle school, I had especially one of my sons who began to have some health issues that we couldn't figure out. And they were impacting him significantly. And there's no playbook for that as a dad. That's not what you talk about with other dads. You talk about what travel team they're on. You talk about what sports they're playing, how they're doing in school, what grades they're making. And all that's the normal conversation amongst dads. There was no normal conversation when I would go out with friends in the community about, hey, my son's really struggling and we can't figure it out.

4:23And I want to help him and I don't know how to help him. And so that began to reframe things for me. And then there was another seminal moment during COVID where I found myself, as many of us did, home, couldn't go to the office, wasn't allowed to go to the office. I'm a people person, so that wasn't healthy for me. and I got home and I've got three great kids. I've got a beautiful bride. We've had a great marriage. We've got a beautiful home. My job was going really well at the time. I was with Marsh. Things were great. And so I'm at home and I'm miserable. And you look around and I'm like, I'm doing great in my career.

4:58I've got a great family. Got neighbor across the street I'm hanging out with during COVID. We've got it. It's kind of like you got it licked. And yet I was not happy. And I began to look at it and say you know what I'm not in control of my situation I'm letting the world dictate to me what is going on and so I had my oldest son was a senior in high school and COVID was taking all that away from him right all the senior celebrations 13 years of school to get to that senior moment to have senior breakfast and have mom and dad come over for the breakfast and to have prom and to have dances and to have graduation live and all of those things that he had worked so hard for to watch it be stripped away from him and and realize that yeah but but But in the grand scheme of things, he's 18 years old.

5:42He's got a lot of life ahead of him. This is a moment in time. And I was letting myself look at it and say, that's defining how I feel about the world. And I felt out of control. And I was not myself. Had good friends and mentors in my life who said to me, man, you don't seem like yourself. What's going on? And that helped me to step back and say, I've got to take control of the situation. So the reframing for me was twofold. One is that my priorities completely shifted. I have a child who is incredible. He's one of my heroes in my life. He has challenges that many people will never face in their life, and he overcomes them on a regular basis.

6:17And so whether he did his homework or not, I could care less. I really could care less because his health and his happiness was the primary focus. And a middle school science assignment, a middle school calculus test, was pretty small in the grand scheme of things. and so I wanted to make sure that he knew that as a leader, as his dad, as his leader, I wanted you to focus on what mattered and that was you being happy and healthy and we'll worry about that other stuff later. Tests come and go. We'll figure that out. So that was probably the beginning of the reframe of how I began to look at the world which changed the way that I operated on a daily basis.

6:54Well, I think your self-awareness and I'll say humility to actually step back and look at those things is incredibly admirable and something that I think we all should strive for because it comes in moments, right? Maybe waves, right? We have waves of self-awareness and waves where we're, you know, maybe a little filtered in our view, but I do believe in having done, you know, this podcast for as long as I have and spend as much time with people, you know, very people person too. I think a lot of people struggle with this, right? It's a big, it's, I did a TEDx talk back in February on status and the impact of status in our life.

7:34And when I did my self-awareness journey, I could almost pinpoint decisions that I made based on the status that I thought I would accumulate from that decision versus the decisions that I made because that's what I wanted to do with my life and how it fit. It was literally green for when it wasn't based on status and red for when it was, almost to a T. and I think this is very difficult for us because the world is, you know, social media in particular, even if you're not there, still plays this role. People look at you, they expect things from you. So, you know, if someone's out there listening to this going, I find myself in a similar place to where Carl was before he kind of reframed, right?

8:19What would, how does someone break down or just start to organize some of the mental clutter around the ego or the status or that living a life that they didn't choose that may have been pre-your reframe that so many of us deal with.

8:43What if I told you that every no you've gotten in the last 30 days was preventable? What if every I need to think about it was actually your fault? What if every can you send me more information meant you screwed up that sales call? You'd probably get pissed, right? It certainly pissed me off when I realized this is what was happening to my own sales team. And you should be angry because anger creates action. And action is what you need right now. Your conversion rate is stuck at 20 to 30 % because you're using a broken script and a broken process. Meanwhile, your competitors are gaining ground.

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10:06Sure, I'll tell you how I did it. Like, the way it worked for me, and I would recommend it, but I mean, for everybody, they'll have their own way. But I began to read and chase after people who had a philosophy like mine. And so I would look at different authors and different books and I would read. I've always been a reader and I began to reshape what I was reading because guess what I was reading? Seven Habits of Highly Effective People. I was reading the books that the world said you should read if you're a good leader. But that wasn't feeding what I needed, right? And so I went back and started looking at things like, well, I need to get myself in order.

10:39Who are some people writing about that? Who are speakers that I've heard at different conferences who I feel like that spoke to me? I need to go back to that. And so the beginning step for me was I literally sat down with a book. It's by Roger Seip. It's called Train Your Brain for Success. I've handed it out to a lot of people. Roger spoke at a convention that I was at years ago. It was a big eye convention in North Carolina. And it was a little speech, and probably most people in the room, I don't know if it impacted him or not, but it just stuck with me. And it was years later before I went back to that book.

11:09And in there, there's some chapters that really stuck with me. The very first one that I grabbed hold of was about what are your values. Have you sat down and done an exercise where you come up and look through and put seven words together that are the things that are the most important to you? Have you done that exercise? And I hadn't. And so everybody could probably tell you what they value, but I had not sat down and spent time with that. So I dedicated time to let me go through the exercise of putting a bunch of words on paper and then narrowing them down. And the neat thing about the way that exercise played out was you go through a lot of words.

11:42He has like 100 and some words on a page. You go through the words, then you cross off the ones that are similar, and you narrow it down to where you get to whatever it is, five, six, seven. There's no magic number. For me, it was seven. And then you go in and define yourself, not the dictionary. What does that word mean to you? And you write that definition out. And then you start looking at what are the things that I value. And so for me, it was faith, joy, influence,

12:09and a couple other great comments in there. And so I went back and defined those. and that set me on a path of, okay, well, if those are the seven things that I say are non-negotiable for me, let me look at what my calendar looks like every week. So I calendared that and that was very eye-opening. I wasn't feeding those things. My calendar wasn't reflective of my values. So I began to change that. And then the other piece of the puzzle that happened, not just from that book, although he talks about it and a lot of people do, The Miracle Morning by How Elrod is another great one that I gleaned on to.

12:41I realized that for me, if I just woke up every day and tried to live that out, it wasn't going to happen. The world had many times successfully derailed me throughout my career, throughout my life. And so that's when I said, I've got to own myself in the mornings and then during the day. So I've sat down and worked on a routine that I was going to commit to on a daily basis of things I was going to do to put me in the best position to defend myself from when the world came at me. So to me, getting clear on those values and actually writing those down and then starting to come up with a routine that would allow me to, listen, I'm not 100 % successful.

13:16I'm not 100 % with my routine. I fail still on a regular basis, but my routine gave me the best chance of success every day. And at that time too, Ryan, it was I can't take a chance because of what I'm dealing with to try to help my son get through what he's dealing with. that that's it's one thing to let my team down at work it's one thing to not sell another insurance policy it's a whole nother thing to to take a chance on the way my day goes and when it impacts my son and my daughter and my other son and that that became how i began to move in that direction use this term defend yourself against the world the universe and i think i think habit routine and we'll put all that in a bucket of say preparation right mental physical daily preparation.

14:03We're not taught this, right? It's one of the reasons that I do this show is, is I'm so incredibly curious as to how everything works, right? Like this show would be more commercially successful if I was like the leadership guy for, you know, bup, bup, bup, or whatever, you know, like it would be, it would be, but I just, I'm so interested in, in how we, we just so many different things in this particular idea that what's come out of that, This is where I'm trying to get to from talking to so many different people, everyone from the first licensed psilocybin clinic in the United States to, you know, billionaire investment bankers to content creator.

14:43You know, this idea of preparation is is one of the keystones of all of their success that I have found. Right. And everyone prepares differently. Sure. But here's where my question comes. I think everyone can get behind that. Right. You find a routine, you do it daily. Okay. But the world's going to punch at you. The universe is going to punch. I tell people all the time, the universe doesn't give a shit about you. It does not care, right? You have to, you intentionally have to prepare yourself. So when it hits you hard, right? Something happens, you know, maybe, you know, God forbid something with your kids or work, you know, just something happens at work that just throws the whole ship into flux.

15:26how do you not spin off the rails? How do you come back in? Everyone's going to have those moments, right? Maybe it takes a day or two to get back on track. But where I see the difference between highly successful individuals like yourself and those who do not reach goals or do not reach places that they maybe are proud of is that when the best get punched in the face, they're able to recalibrate themselves and get back on track, and so many others are not. yeah it's great how do you do how do you do that how do you get yourself back on track when you get knocked off course the the the way that i frame that in my in my mindset over the last really very recently but i think it's it's just i've been recently able to kind of describe and define how i was doing it before right so so i it's it's like a i can equate it to like being in a boxing match you're in a boxing match with the world and and if you think you're getting into a boxing match and Nobody's going to throw a punch at you.

16:22Well, that's just insanity. You are going to get punches thrown at you in the world. And what I have learned as I begin to study and read a little bit about boxing, which has been fun to do. It's something I know a lot about. I don't really follow it. I mean, I know Tyson and Muhammad Ali, but I don't know the science of it. I started reading some books on that. Some of the most successful fighters and trainers is because they learn how to take a punch. Not necessarily avoid a punch. They teach you how to dodge and move, but nobody ever says you're not going to avoid every punch. And so how you absorb a punch, you actually have to think about it.

16:56You have to be prepared. It's something you train about, how to take a punch, how to be absorbing of something. And so what I look at now is I try to take it as an absorbing of some experience. And so when negative comes at me, and it does, and, man, I get knocked down, I'm in a season now where I've got some stuff going on that it would be easy for me to just say, this isn't right, this isn't fair. God, why are you doing this? Like that all exists in my life right at this very moment. But I just, when you know it's coming, it's not that I live in fear of when it's going to happen, like when's the other shoe going to drop.

17:26But I just kind of accept the fact that there's going to be something coming in my life. And when it does come, I'm going to absorb that punch. Well, how do I absorb it? I've got a partner in life and my wife who we are aligned and we see the world the same way. And so I can go to her and we can share with each other. we don't have conversations that very often they're like it's going to be fine don't worry about it we have conversations which is yeah this sucks sorry we're dealing with this I'm sorry you're dealing with that but but this is what matters this is what we know matters let's focus on that let's stay clear to that and so whether it's at home or at work I've got great mentors and friends throughout the industry throughout work who I can also lean on to say man remind me while we're doing this and then you get that reminder and it helps you to absorb but the other thing I think about it too is I fully believe all that negative stuff that comes at me from the world.

18:16Every time I get punched by the world, if I can absorb that and then look back at it, I can learn from it. And I'll be better the next time I take one of those punches because I'm going to keep coming. Like, it's just not, we don't get a life free of punches. It's just going to happen. But I think framing it from a standpoint of, I want to absorb the experience for what it is. And the interesting cool thing about that, Ryan, for me is I'm very much in the moment on the good stuff too now. Like I fully absorb that stuff too, because in the back of my head, I'm thinking, hey, it's not every day that it's going to be good like this.

18:50Let me be in this moment. My wife and I joke around, we've got three kiddos and throughout life, all three of them have had their ups and downs. Obviously they're growing adults trying to figure this world out that even a grown adult doesn't have figured out. And we call it the trifecta when all three of them are in a good spot. Like we kind of high five secretly. They're out of the house now. We'll have phone calls and texts with them. And if all three of them are really good, we're like, Hey, I talked to him. He's great. She's doing good. Oh, he's good today too. It's a trifecta. And we high five and we celebrate little wins.

19:18Like they're just all three having a really good day right now. Like, so I think, I think the combination of absorbing the punch, knowing it's coming, being prepared for it. Um, listen, I still get knocked down a lot. It still happens and it still sucks but I got a couple people around me that are not going to allow me to lay on the mat and complain about getting punched in the face I think one I I love that um you know a reframe that I use all the time is this isn't happening to me it's happening for me right so so when things happen that I didn't expect or aren't exactly what I want, right? It's often, it's easy to go, why is this happening to me?

20:03You know, I'm a good person. I pay my taxes. I, you know, love my, why is this happening to me? What did I, and it's like, no, it's happening for you. Like this thing that you didn't like, right? How about you go put your adult pants on and go solve the problem, right? Like go figure it out, learn from it, right? Yeah, absolutely. It's happening regardless. you can either wallow in it or like go figure it out. And that, that mentality that I'd say the second half of my, of my, um, more mature side of my career, not the super early days has really, has really, has really helped me get through those, like that absorbing of the punch.

20:38Right. And I think these kinds of reframes as much as we can, um, build them into our life, uh, really helped their, you know, yeah, their aphorisms or whatever, they're just little ditties, but man, they can, they can be really powerful. And I often caution people to, some people can think they're trite or like, ah, you know, I don't need that in my life. And it's like, it's like, you just got punched in the face. Like if a simple reframe can help you think about it differently, like isn't it worth doing it? So I love that stuff. So I think too, Ryan, I think too, for a lot of folks, there's, there's some people that don't have that happen a lot or they already naturally handle it well.

21:16And for me, it's not, I'm like, good for you. Like, that's awesome if you don't need it. I hope you live a life where you don't have to worry about what I've got to worry about. Like, I would love for you to have, for that to be your life experience. But the large majority of us know that that's not the way it works. So where did, okay, so for the audience, so they know, I was at Mick Hunt's Lead Loud series down in Greenville, South Carolina. Tremendous event. Highly recommend you go check out his Lead Loud series. He has them, like, quarterly or so. Wonderful events. And you were one of the speakers.

21:47and I was really captured by this idea of being the one, your leadership philosophy that extend, and you used examples extending outside of just business into how you lead your family, et cetera. But I love this concept because, again, speaking to the reframes and stuff, it's a simple, understandable concept, but incredibly powerful. So I'd love for me to talk through the genesis of where this idea started to come and start to break down for us what this philosophy is that you're out there teaching, because I do think it's incredibly powerful. Well, I thank you for that, Ryan. And I second that with Mick's group and that Lead Loud is it's an amazing time together with a lot of leaders really chasing the same things.

22:30The thing I like most about it is it's chasing the personal side of it to be professionally better. And that's most of what you hear at the conference. And so I came up with an idea probably four or five years ago about how do I get the message out about what I and my family went through in helping my son to be successful, be happy, and be healthy, even though he's facing health situations that are out of his control. And so what really came to me, there were a number of people along that journey who at moments in time, at the exact right time when needed, were the one person that showed up in that moment.

23:10And as I look back on our journey through there, it was there's always been this moment where a person showed up. And because that one person took interest to make a difference and have an impact, it significantly changed the path that we would have been on. And so as that began to happen and as I look back at that journey, I started to think about there's so many people out there. So, for example, teachers don't know how to deal with this. And they, listen, they haven't been trained properly. There's a whole thing to this. I'm not saying that at all, and I've got a long line of educators in my family, and I teach as well.

23:42So it's nothing about that. It's just that when you're dealing with something like he was dealing with that's not evident. And the other thing is played sports, great football player, student body president, great student, smart kid, super smart kid. So from the outside, everybody loved being around him. So from the outside to a teacher to people around him, they had no idea the struggle that he was having. And so when we finally talked to some people, when they realized it, you had a couple different reactions to this. And I think this happens, and this happens professionally too, by the way, but in this situation, this was the genesis, is that there were the group that would think, well, I don't know if I believe all this.

24:19Maybe this is just some manipulation. Maybe this is just a kid trying to get over, maybe whatever, whatever. Then you had a couple people that took an interest enough to say, well, maybe not. Maybe this is a real struggle, and how can I help? And on both sides of those coins, I began to make the argument with everybody that, listen, at the end of the day, let's say you're right. Let's just say you're right. Let's say that the manipulator, that you think they're trying to get over on you with whatever their situation is, right? Let's say you're right. Let's go to the, what is the worst possible case scenario that could happen to that?

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24:48If they're actually getting over with you, well, that doesn't happen forever. And maybe they get a grade they don't deserve and maybe they move on. And, but at some point life catches up with us when we do those things. But, but what if, what if this struggle is real and you're the one who did not help them and it was enough to go to the other side of the equation which which let's be honest like you never know where that's going to go with someone and you could have been the one that did that too and and I just got to a point where I said I've seen people impact him and us positively and negatively by being the one person that made a difference and took an interest and I want to make sure that all the interactions that I have I'm fortunate enough in my professional life to interact with tons of people.

25:30And man, what if somebody just needed me to be positive and smile at them that day? Maybe that was the one thing that I was the one interaction in their day that changed the path for them that day that maybe led them to a different place. But what if also, if I'm real with myself, what if I'm the one that was negative to them? What if I'm the one that had a negative interaction? What if I'm the one who fed into what might be self-talk for a person to say, I don't know why I'm here. Nobody cares about me. What's the deal? I don't have any hope. Why am I here? And then you interact with Carl at the airport and he's frustrated already because he's missed a couple of flights and we have this interaction and I don't even know you, but we have a bad interaction and I'm really negative to you.

26:10And then off you go because I've just confirmed the self-talk you already had that there's no reason to be doing this anymore. Everybody's out to get me. And that just became a real moment for me to say, I don't want to be I'm going to be an impact to somebody every time I interact with them I will never be perfect at it but I'm going to try to do the best I can to be the positive influence on people and and so that kind of started me down this path of be the one and I so that's the message that I talked to people about when I was already having an interaction like the message is just getting out but as I talked to people I was saying why don't you be the one that makes a difference though a positive difference like why don't you be the one that and since people would come and complain to me even at work or at home about stuff in a community and I'm like let's just talk through that what if that person just needs you to be positive like you don't have to agree with them what if you just be kind to them today like maybe that changes the environment they're in so so that that started it I put you know I'm an I'm an insurance kind of junkie by trade and so acronyms flow all over the place and I figured out let me take one and how can I talk about that message in an organized pattern?

27:20And so I just kind of came up with own yourself, nurture others and expand your influence, which is the acronym that I use for this story. And I think it's tremendous. And I think the message is timely because of where we are in our society today. We have lost the ability to disagree with each other in a way that doesn't lead or spin out of control. People develop preconceived notions on fragmented information and will interact with you in ways that you don't understand. It's a very odd time to be a communicator and a leader. Odd is not the right word. Challenging, tumultuous. But I think this idea of constant positivity or reasonable and intentional positivity is absolutely what we need and the audience at Lead Loud resonated it certainly resonated with me it's why I was so excited to have you on the show is because I you know I'll get I just gave you an example um I coach my kids baseball and um what I found you know one of the parents came up to me and she was like, you know, my son like really likes playing for you.

28:39She's like, what are you doing? I was like, nothing. I don't know. I mean, I know the game. I love the game. Don't get me wrong. She's like, well, no, she's like, you know, he's played for other coaches that were, you know, whatever, not yelling. I am not a big yeller or whatever. Um, and he's like, but he really, he's like, and I was like high fives. And she's like, what do you mean? I'm like kids high fives. because it makes them feel connected. It makes them feel seen. It's fun. It's energizing. Now, do adults want you high-fiving them as you walk through the office? Probably not. Maybe not.

29:13Maybe they do. But I'm not against it. I look up a good fist pump or whatever. But, like, I was like, for this audience, kids, if you just constantly high-five them, they're in a good mood. Even if they mess up, you just give them a little dap. Dude, you got this. You're good. Bam. You're the man. No one better. you know throw some little thing on it with a high five they could go over three that day and they walk away with a smile yeah and i think and and in the context of little league everyone that makes complete sense oh yep no that makes complete this then we get into our adult world and we're like johnny's not holding up his end of the bargain sally hasn't sold anything the hr team's up my butt about some email i sent or i didn't mean what i you know and now all of a sudden it's pure negativity.

30:00And I guess when, when, when you talk to someone who's dealing with these adult toxic environments, what is like, is the first step just be the one? Is it go get consensus? Like if you're in one of these toxic environments, maybe you enjoy the company in general, but it's got this kind of negative or toxic and you want to change it. How do you start injecting this idea into this idea of being the one, which I love, into an organization so that, you know, you can start to break that negativity spiral down? Yeah, I think, so early on, it's, it's, if you have the opportunity to be really careful about who you join, I think the team that you join, you have to be careful about it.

30:46And so I talked to a lot of undergrads, talked to young professionals, and I remind them to just, this is the time to not compromise. Finding a team of people that is aligned with the way that you see the world and the way you want to live your life and the way you want to be professionally. Again, just to reiterate, the main thing they're usually missing is they haven't even spent time thinking about that. So I've got to get them to go back and do that first. But let's move forward. They've joined a team, and obviously sometimes you do the best you can. You still end up in a team where the environment is not what you expected it to be.

31:16It turns toxic over time. you have new leadership or new teammates, whatever the situation is. But when you find yourself in that space, I think you have to do a couple of things. Number one is I want to make sure I don't want people to think that I'm all rainbows and unicorns. Like I do not think that this is easy. I'm not good at it all the time. It's the desire of my heart. It's not the way that I execute on a daily basis, but it sure is what I want to do on a daily basis. And so what I would encourage people in those situations is be really clear on who you are, because if you're compromising the core value of who you are in a toxic situation, there's no fixing that.

31:52It's probably not getting better. If you can align your core values and you can have honest conversations with people, start trying to find people in that team who you believe are aligned with you and begin to have real vulnerable transparent conversations about what you're feeling and where you're at and how it's going because that's reality for a team and good leaders should be receptive to the teammates coming to them and saying I don't know what's going on but this is how it is making me feel it may just be my perception is incorrect and I may be my feeling I may need to adjust this a little but I think it's important that you and I have a conversation about how this is impacting the way that I operate daily and and then you've just got to kind of find a way to talk through how do I move to a place that I want the team to be?

32:39Now, the other piece of that that I challenge people with, you have an obligation, though, to be the teammate that you want to be, that you want everybody else to be, too. It's very easy for all of us to point to the people around us who are causing the problem without taking a step back real quick to say, yeah, but was I really intentional about showing up today? Did I really do my work today? Did I really show up correctly? Because if the answer is no to that you can't you got to get that square before you go take care of what's happening with the rest of the team um so I think that's where I mean it's difficult when you find yourself and listen there's a lot of people who listen I've been very fortunate in my career very fortunate with people and connections and things and there's people though that are in places where they're stuck that don't have a choice that the choice to leave is it'd be easy for me to answer that question and say well you shouldn't be on that team you should find another team and you should go enjoy that other team.

33:31But the reality is for many of us, that's just not reality, that you can just jump around and be shopping around for some team that makes you feel better. It's just not the world we live in. But I also think you have this incredible opportunity if you can take it on as a challenge and as a project, your own project, if you can absorb the negativity for what it is and then brush it off a little bit and then dig in a little bit, man, if you're the one that changed the culture of that toxic team, what an incredible spot you'll find yourself in, right? Have you ever read the book, No More Mr. Nice Guy?

34:04I have not. I highly, highly recommend it. It's one of my number one recommendations for pretty much anyone really, but particularly men in leadership positions. And what he defines in that book is the difference between nice and good. and this opened my eyes i read this about a year and a half into uh rogue risk when i was developing rogue risk team was really starting to grow and i had i was you know you're bringing people in and you're bringing in teammates that fit in immediately and you're bringing in teammates that have some friction here or maybe you know different personalities and i'm looking at this and i was struggling to pull it all together.

34:47And I didn't understand why my message of like, wasn't resonating as much as I wanted it to. Um, cause I've always prided myself on, on being someone who could inspire humans, uh, captain of every team and all this kind of stuff, whatever. And when I read that book, what I realized is I was over indexing on nice, right? It was nice. I wasn't, I didn't have the hard conversation because I wanted to be nice. I didn't bring two people together and help them talk because I didn't want to create comedy because I was nice. Everything was nice, nice. And what he outlines in this book, and it's very, it's not a long read.

35:26You could, you could get through it in a couple of days. It's, it's, it's really the perfect type of business book. Cause you can, you, it doesn't take you a year to read it. It's not like I'm reading the art of seduction by, by Robert Greene right now. and it's like a college textbook. It's like this big, you know, 12 font. I mean, it's amazing. Let me just give you a little quick side story on this thing. It's weird, but it's legitimate because it's real for me. We were taking a group to London last year. A group of producers was a fun contest reward trip. I wanted to learn a little bit more about Winston Churchill.

35:58So I ordered a Winston Churchill book, a biography. The book came in and it was 1 ,700 pages and it was this thick. And I was like, well, I wasn't expecting that. So I sent it back, exchanged it for another book. The next one came in, it was 1400 pages and it was still this thick. And my wife was like, did you read the description? And I'm like, yeah, I don't know if I, I'm not sure I can get through that kind of thing. So yeah, good. Yeah. Readable book. Yeah. I've come with you. When it's over a certain number, I got to go to audio book. I just can't, I won't get through it. But so this idea of good versus nice.

36:25And what I realized is it kind of comes back. It almost is a more tactical version of what Jordan Peterson talks about with be a monster, right? Have the capability to stand up for yourself, to step into tough situations, but keep that sword sheathed as much and as often as you possibly can in the world. And what it forced me to do was say, the nice thing, the nice thing is to not address this point of negativity because I don't want to cause more problems. That's the nice thing. But the good thing for my team and for everyone is to let's address these problems. What is going on? because a lot of times I've found, and I'm very interested in your take with all the teams that you've led, is that when you do, the negativity spreads, right?

37:15It's contagious, but so is positivity. So oftentimes someone who presents themselves as negative on a day-to-day basis, when you can show them that you accept them or accept whatever their issue is, or you're willing to address their issue and you keep that positive environment, you can flip people back. People would rather be positive. I think most people would rather operate from a place of positivity. They just don't know how to. And you can, it is not a lost cause if you find yourself in one of these negative environments where if, as you said, you live that value structure that you say you want and you actually present it, people will come along for that ride.

37:57Have you found that to be true? I have. And I would say, so number one, I'm an over-indexed to nice guy for sure. I think the place that I have developed into from maturing in my professional career, also led by my personal life, is to be willing to have a very challenging conversation with someone because I'm coming at it from the standpoint of, if we don't talk about it, that's bad for everybody. And I care too much about you to not have that conversation. So that's number one. the other thing that is interesting I also agree like our brains are wired to be defensive and that brings on some interesting personality traits and the way that we interact with each other that are just kind of by design but I do believe that there's not people that get up every day that would otherwise be wired to just be miserable and make your life miserable and so then you begin to think about well if I believe that to be true then I would like to seek understanding as to why they're there.

38:53Like to me, it becomes compassion for there's been something in the life experiences that they've absorbed have put them into a place where that's how they see the world when they get up in the morning. And that's sad. I'm desperately sad for those people because that's not a way to live a life. And so as leading a team, I want to understand why we're there. I want to understand what the experience in your life has been that that's put you in that space where you can't enjoy the moments in life that are really important and then try to help you find a way to get there and enable you to do that.

39:24Look, the reality is if I've got a team of people who can't figure that out, we're not going to be successful together. We'll have small successes and we'll be able to get lucky wins. Long-term sustainable success for a team, when we've got people dealing with that, I don't believe and I don't think history has proven it out either that you'll have long-term sustainable success if you don't help the team be great i had a great mentor who who years ago said to me if if you're not good at home before you get to work it how do you're not going to cut that off it's not going to turn a switch when you get here like so so i think it's i think it's an opportunity for us to really step back and say if i if i believe and i do but if if i believe that people are generally wired to do good things and be good people if they're not something's going on and there is no greater joy in my life to date or in other leaders.

40:16And I think there's no greater joy than to take that really negative person in my life and turn them into something, turn them into a fan, turn them into a person that smiles when they see me. And I joke around with people, listen, if you're rude and ugly to me, I'm gonna probably be okay with it. It might not feel great. I'll get over it. But I also have just accepted that as the challenge to, you and I have a disconnect because if you really knew me, I don't think you'd treat me that way. So let's figure out how we can figure that out first. yeah I completely agree and when you see that light bulb come on for someone oh there's nothing more rewarding because all of a sudden you can take you can take you know I don't love these terms a b c player type of thing that you hear I understand why we use them because you know but I don't love that because I think oftentimes we categorize people as if they're static, right?

41:08He's a C player. She's a player. And it's more like in this moment, in this season of their life and or our business, this is where they fall, but it doesn't mean they're static. Right. And what we ultimately want to do is look at our B's and our C's in the current moment and say, how can I help them elevate to their best level? Cause, cause I also think, and I'm really interested in your take on this. Cause again, I don't love this terminology. I understand why we use it, but I don't love it. And my point is like, okay, I want everyone on my team at their A, not our A, right? They obviously have to hit certain business metrics.

41:50They have to do their job. They have to perform. And we all have KPIs in what we need to do. But if I can just have everyone at their version of A, whatever that is, or as close to their version of A as often as possible. That to me is how you hit true escape velocity in a business and you launch out into the atmosphere because you're not going to have everyone at a quote unquote A level way up here all the time because that might not be, you know, Johnny's A, one, he might be doing a different function and two, his version of A might be, yeah, he doesn't, And he only kind of sells at the minimum requirement each month.

42:31But man, he also does X and Y and Z. And while those don't count in terms of the cash register, man, they really help our business in this way or that way. And it's getting these people up to A. And simply everything that you've talked about so far, it's about raising those people up. And I think that should be our goal as leaders is not to have this team where all our A's are exactly the same, but how many of the people in your organization are operating at their version of an A at that moment? And I just, again, I, I, the way my brain works, I have severely hyperactive ADHD at all given times.

43:13There's like 10 ,000 things going. I don't want to tell you the other thoughts that are running through my brain while we're having this conversation. And I mean, that with no disrespect. Um, but you know, I've had to come up with these reframes and some of these things, you know like just you johnny doesn't have to be the same a as sally sally's version of a is this killer she's putting max revenue on that's awesome he's hitting his a though and that seems good that's good enough that's all he shows up happy he's communicating he comes to the parties he supports people and yeah he doesn't sell as much as her but he sells enough and he's super happy so let's freaking go like why are we gonna knock him because sally's just an absolute sales monster, right?

43:53I mean, there are, but he's operating at his A and I think it's the better way of viewing it. Well, I love the reframing of that a little bit too, right? Because, because if I want you to operate at your best, I need to help you understand what that looks like, right? Not everybody kind of has a view of that. And if we're not careful, again, the outside influence of the world and the environment and the business that you're in will dictate to someone what they should be chasing as their A level. And what I would rather see us do is help them, help them understand what is my A-level that I'm wanting to achieve in life, and let's help you get there, and let's have a real conversation about it instead of chasing somebody else's desire for what you should be in life.

44:31You know, and I think, you know, I know people who don't play sports hate when people on podcasts talk about sports, but I'm going to talk just for a second. You know, coming up, I played football, basketball, baseball. Football was my number one sport until I got three concussions my senior season, and I ultimately ended up having to play baseball in college. I say have to, like, that was a bad thing. I loved it, but, uh, and probably better for my physical health long-term. However, I think about a football team in this way. If you're taking this idea of everyone at their A, right? Uh, uh, uh, a middle linebacker or a quarterback has a very defined A and what they can do.

45:05And they're often highlighted in the respective sides of the field as like the prime time players on those sides of the field. However, don't you also want your long snapper to be an A long snapper because if that guy throws the ball 10 feet over the punter's head you're in a really bad position so you don't need your long snapper to be an A middle linebacker or an A quarterback you just need to get them to being an A long snapper and I think if we think through our businesses in that way it helps us not compare people who shouldn't be compared I think I think comparison is good to an extent but it can also create some of the negativity if we let it get out of hand.

45:45And I also think it can sometimes be, and this is, I'm super interested in your take on this. I think sometimes it can be lazy leadership to just apply everyone to the same standard and, and judge them accordingly as if we're all the same humans because we're just not. Yeah, I think, so I had a coach in my high school career when I was a really good athlete at one thing, right? And so I played soccer growing up. I wasn't a great soccer player, but I was good enough to get to hang out with my buddies who also played. And so I played soccer. So my freshman year of high school, played soccer. Wasn't great, but nobody cared because it was freshman soccer and nobody was great.

46:23So big deal. Go back out and at the end of my freshman soccer season, wrestling started. Well, I had never wrestled. I didn't know what wrestling was. I'd never done it. But I was also a 97 pound, tiny little kid in high school as a freshman. So football wasn't an option. Soccer wasn't great for my size. Wrestling became this thing that had this ability to put you in a category where you're competing with similar people, right? Like weight divisions. And so I went and wrestled, fell in love with it, was pretty good at it my freshman year. The wrestling coach was also the soccer coach, same guy.

46:55And so we show up, I show up my sophomore year to soccer. I go out for the team, I'm at spring practice and the soccer coach comes over to me about two days into practice. And he He basically says, hey, if you want to play JV soccer, most of your buddies are going to be up on the varsity this year. If you want to play JV soccer and you want to sit on the bench most of the year and not play a whole lot, you are more than welcome to do that if that's some experience that you think you want. He said, but also let me ask you, would you consider this? We've got some guys from the wrestling team who are doing preseason work in the fall.

47:24Would you be interested in that? I think you could be a really great wrestler. And so I had a coach come to me and say that uncomfortable conversation to say, hey, here's the reality of it. You want to muddle around over here? You can. That's fine. I don't have any problem with you doing that. So be it. I see an A player over here in this spot. If you want to put the time into that, that's where I think you should be. And I'll give you that option. But you still got to make a decision as to what you want to do. And so fortunately for me, I chose to take his advice and go wrestle and had a really great, fun wrestling career in high school.

47:57but it does go back to we have to put people in a position to be successful again people want to be successful people want to show up to work and do a bad job but if i'm putting them and telling them here's who i want you to be and it's not who they are that dynamic will never work and it actually will stress them out and it'll make the whole environment difficult what a great example of someone being the one for you in the moment that you needed them. What a tremendous example. No doubt about that. That's true. Very, very well said. I got one last question for you. I want to be cognizant of your time.

48:34Our children are often our most honest critics or feedback givers. So when you first pitched this idea of the one to them, when they started hurting, what did you, what was the feedback that you got? Like, do they buy into this? They like, oh dad, you know, what are you talking about now? Or was it like, oh, dad you got something here like i like what what was your what was your feedback on that that's that's great i think um my kids were a little bit older when this kind of began to develop um and and they have always been super supportive you know i get i get a lot of eye rolls from them i try to use words that they use you know i use six seven and riz and all this kind of stuff today to try to do you know what i have no idea what i don't know but i just know what i do this i don't even know if i'm should be saying it quite honestly i don't think anybody knows i ask them all the time.

49:24What are you saying? They have no idea. And so my, my, my daughter and my boys, they roll their eyes at me on a regular basis. Cause I like to be awkward and embarrassing for them. But in, in this topic, you know, we've had a lot of conversations about this general topic and the way that it influenced our family, because it, because when, when you're going through something like this, it was really my son and I, who, I mean, my wife's totally involved, but I was the one struggling with how to help him. And so therefore that caused a lot of tension for us. and it caused a lot of issue within the family dynamic as well.

49:52So my whole family, we've all gone on this journey together. And so when I talk to them about this idea of what I had, they're so supportive of it. And my middle son, especially, who was my main inspiration for this, he's very open and talks to others and to each other. And he and I have very honest, vulnerable conversations with each other about how we grew together through that journey that was very difficult at times, but how we grew together in that. And he wants the story to be out. and we want the story to be out because we believe the impact that we can help. If I help one dad have a better day with one of his kids, then that's good enough for me because I want to just change something in a small level on a regular basis.

50:33So the answer is that they think it's funny. I take selfies on stage when I do talks, and they can't stand that. They think that's crazy. I show pictures of them in my presentations. They're not a fan of that. But as far as this topic and my heart about helping others in this space, we've all lived it and so I've got great support from them they're they're on board fully they're older and so that's certainly helpful they're more mature I mean ideally I would love for my son and I to together tell our stories independent but together because he is as much of this as it is for me yeah that's phenomenal I and you know I will let you know you are not alone my children do like love to bust my chops about the videos and the, and at the same time, they also love it.

51:21You know what I mean? Like they're like, you know, they love it, but they're also, they love, especially when someone gets you with a funky face, like you get a picture and you got like the, you know, a funky face. That's the one that they'll talk about and send me a picture of. And I'm like, really? Of all the shots that came out of that speaking gig, that's the one you're texting me? Like, come on. There's some universal truth in all of that with kids. That's for sure. Well, Carl, man, I could talk to you all day. I think your story is absolutely phenomenal. And obviously, I'm a huge fan, fan of you in the industry, someone I've watched you grow and watched Hi-C grow and a big fan in that regard.

51:57But what I saw on stage was a message that I feel needs to spread. It's why, again, I couldn't wait to have you on the show. People who've heard this, who want to get deeper into your world, who want to follow along, who think that this idea of being the one can help them either in their leadership or how they operate with their family and their children, where can they go to get more of you and the work that you're doing here? The best way would be to connect with me. I'm on social media and I'm out there, so it's not hard to find me. And if you send me a note, probably LinkedIn is probably the best way to catch me.

52:29But my email's out there and you can email me as well. I'm more than willing to be open to and helping someone have more conversation about this topic. So I would love to do that. And it's equal, same to you, Ryan. And I've known of you and seen you and followed you as well throughout our different places in industry. We never really overlapped until just then at that conference. It was really great to see you. Appreciate your feedback on the topic and the opportunity to come here and continue to kind of spread this message that I hope to really get some momentum behind. Yeah, that's awesome. And guys, I'll have Carl's socials linked up, whether you're watching on YouTube, listening, just scroll down.

53:04I'll have those linked up. And I'll say, man, hey, open invitation. If this becomes a book, whatever, love to have you back on the show. enormous fan. And guys, if you put on events and obviously I'm a speaker myself, but, but if you put on events, I'm telling you, um, Carl is a great, great story. This, this is a wonderful keynote. It hits both the personal and the business side. And, uh, just appreciate the hell out of you, man. And glad that you're out there sharing the message. Ryan, thanks so much. I really appreciate it.

From the publisher

Get the exact 5-step script that turned a broken sales process into an 80%+ conversion rate in under 90 days: https://game.findingpeak.com/masterclose/

Join our community of fearless leaders in search of unreasonable outcomes...

Today’s guest is Karl Sherrill, Chief Revenue Officer at Highstreet Insurance Partners (HSIP). He shares the personal story and practical framework behind his mantra, “Be the One.”

If you lead a team—or a family—this episode hands you simple tools to handle hard days without losing the plot.

Nice isn’t kind; choose good over agreeable.

Connect with Karl Sherrill

What we cover:

  • The turning point: aligning calendar with values (and writing them down).
  • The OWN framework — Own yourself, Nurture others, Expand your influence.
  • A resilience model leaders understand: boxing, getting hit, and resetting fast.
  • Building culture: stop grading people on your definition of “A.” Aim for their A.
  • Good vs. Nice: confronting negativity to protect the team.
  • A coach’s blunt advice that changed Karl’s path—real “Be the One” in action.

Why Karl? He leads growth at HSIP and speaks widely on leadership that works at home and the office. If you run events and want a keynote that hits both head and heart, call him.

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