425: Achieving More by Constantly Embarrassing Yourself with Case Kenny

By April 12, 2019Podcasts



Case Kenny says: "The most happy, fulfilled, creative, successful people I know are constantly embarrassing themselves."

Case Kenny shares his bro-tastic approaches to building confidence, achievement, and motivation.

You’ll Learn:

  1. How doing embarrassing things increases confidence
  2. How to balance striving with gratitude
  3. Two common motivational mistakes

About Case

Case Kenny is the Founder and Editor-in-Chief of PRSUIT.com and the host of the iTunes top podcast New Mindset, Who Dis?

Items Mentioned in this Show:

Case Kenny Interview Transcript

Pete Mockaits
Case, thanks so much for joining us here on the How to be Awesome at Your Job podcast.

Case Kenny
Yeah, thank you. Thanks for having me. Very excited.

Pete Mockaits
Well, I think we’ve got so much fun stuff to dig into when it comes to motivation and learning and personal development. We’re both total dorks for this. First, I’ll put you on the spot. I want to know you have apparently become fluent in both Arabic and Chinese. Is this correct?

Case Kenny
Fluent is gracious. It’s very nice to say. In college, which was eight, nine years ago at this point, I did major in Chinese and Arabic and then I also studied Hindi and Urdu as well because they’re derived from the foundation of Arabic.

At one point I was quite good at it. I lived in China for a bit, worked at a law firm, considered some government work for Arabic. At one point, totally geeking out on it every single day. I’m not finding myself using too often lately, but the base is there. I can read and write it decently now, but I’ve been meaning to find someone in Chicago to practice with. But it is a true statement.  Fluent is gracious though.

Pete Mockaits
That’s intriguing because I understand these are among the hardest languages to learn in that the characters are not quite looking like A, B, C, D over there. Do you have any pro tips on how you manage to develop a degree of proficiency in these languages?

Case Kenny
Oh man, yeah, they’re very different. Chinese, you need to have a very good memory and you need to have a very good ear. Memory for the characters, certainly because it is symbol based and then ear for the intonations. It’s a tonal language. You can say ‘mother, horse, what’ using the same word. Obviously those are very different meanings. You have to be able to hear that. I would say photographic memory would be super helpful for Chinese.

Arabic, it’s right to left. That is a bit different. But they do have an alphabet, so it makes sense there. The best way to learn a language is to immerse yourself in it completely. That’s not necessarily saying you have to move somewhere, although that certainly helps.

But when I was studying it, it was every single day for three hours over four years. I was only decent at it. Imagine what you could do over ten years if you lived somewhere and you really wanted to do it. But honestly I think some people are just genetically predisposed to being good at languages, but I think anyone with enough practice and immersion can get decent at it.

Pete Mockaits
Let’s talk about learning how to learn. You’ve had a long-standing fascination with personal development as have I. I’d love to hear your story starting from little Case or whatever it’s appropriate to start.

Case Kenny

Pete Mockaits
To how it’s pointed you into your current job and podcast and Prsuit. What’s the maybe three-ish minute story arc of how this has pointed you in these directions?

Case Kenny
Yeah, for sure. I think for me, if I’m being honest, my relationship with personal development, my journey to be here, candidly, it’s been a selfish one. It’s always been about me trying to better myself, trying to understand myself, trying to push myself. It was never a fascination with – I’m very interested in how humans adapt and grow.

It’s come to that point now, but initially it was never that way. It was never me sitting down and being like, “I’m very interested in human psychology or Adaptive Behavioral theory,” or anything like that. It was never that way. To be honest, it hasn’t been that longstanding. I’d say over the past five years is where I really came into that. That’s how I built my brand and everything that I do has been around that.

It was inherently personal and a bit selfish in a good way, not in a negative connotation, in that I just kind of looked at my life and what I was doing. I’m 30 now, so we’ll say 25 is really where I started getting into this. I was working Chicago, working at a couple different ad agencies.

I just kind of looked at my career, who I was, what I was doing, my sense of happiness and fulfillment. It seemed very passive to me. It didn’t seem like I was growing towards anything. I didn’t really have an idea of what I was doing. Typical Millennial stuff here. I felt kind of lost. I didn’t know the answers. Things weren’t that clear to me. I think that’s normal.

But on top of that it always just seemed like I wasn’t making decisions for myself. I was doing these things and hoping they would lead me to better places, hoping they would lead me to become more confident and more assured and centered and passionate and creative and all those things.

I just kind of took a step back and realized that vulnerably. I was like I’m not making decisions. I’m very passive right now. I’m not lean forward in my life. It was kind of that realization that just led me to a series of experiences where I did just that, I pushed myself for more experiences.

That’s a vague statement, but it was literally throughout my mid-20s pushing myself to do things that made me really uncomfortable, that made me realize that I can be much more active in my life.

It was kind of through that idea that I started really leaning into my career, which evolved to sales, which is a very lean forward, aggressive, confident kind of activity. And then leaning into my creative skillset, which at this point has become podcasting and writing and entrepreneurship and publishing, digital marketing, and things like that.

They all grew hand-in-hand, where I started to realize that I can make decisions for myself that can better myself both financially influence and then personally. They all just kind of came together and I’ve created this interesting ecosystem for myself, where my passion, my hobby, my career all are built around this idea of pushing myself and being uncomfortable and growing.

Along the way I’ve met a ton of great people, through my company, through my network, through reading and podcasting, things like that that made me realize that I’m very fascinated with this idea of personal development because it’s half science, it’s half theory, it’s half experiences. It’s very personal. I just really find a lot of value in that and that I could sit down and basically describe my experiences and people find value in that.

The more I lean into that, the more I podcast, the more I interview, the more I write, I, in turn, am learning from that. It’s a very meta-type experience for me, where I’m creating content around self-development and that content, in effect, is helping to push me to then create more. It’s just very authentic.

I say it all the time, even on my Instagram, I call myself a dude bro guy with perspective because I am a bit of a bro by any definition. I like going to the club. I like flashy things. Sometimes I’ll say things that people would roll their eyes at. I’m not an expert-

Pete Mockaits
You’ve hit the gym.

Case Kenny
Yeah, I work out.

Pete Mockaits
I can tell from your Instagram photos that you’re visiting the gym.

Case Kenny
Thanks man. Yeah, I try to get the gains. I try to get the protein. I do my thing. I’m not trying to be a life coach. There’s nothing wrong with that, but I’m not trying to do that. I’ve never even tried to be a thought leader. It’s always been about just being better.

Then I’ve always been a voracious writer. I love writing. I just started narrating my experiences and people seem to really enjoy it simply for the fact that I was vulnerable to say “I don’t know the answer.” Again, I’m a bit of a tool sometimes. Call it. I’m a bro. I’m a dude. I’m a guy. Whatever. But here are my thoughts and they might be helpful to you. That’s how my whole evolution has gone.

But again, it’s all around this idea of personal development that I’ve seen myself really, really adapt even in the past five years around this idea of leaning forward versus leaning back. That’s more than three minutes, but that’s kind of how I got into it. Just kind of looking at myself and wanting more of myself. It’s really opened the doors and kind of the world to me frankly.

Pete Mockaits
Well, that’s interesting. It really does come through. As I read Prsuit, available at Prsuit.com without the first U, P-R-S-U-I-T.com and your podcast, New Mindset, Who Dis? It took me a moment. Oh, like “New phone, who dis?” New Mindset, I get it now.

Case Kenny
You get it?

Pete Mockaits
Who Dis, the speech bubbles helped in the cover art. It does come through in terms of it’s vulnerable, it’s raw, it’s you just using your language. That’s fun.

That is just sort of resonant for folks because some people like the scientific flavor, like, “Hey, this study revealed these things with these numbers” Some people dig the poetic flowery expression, like, “Oh, that was a beautiful sentence and a quote that I’ll post to inspire me.” You’re just telling it like you see it in your authentic bro way. I just got a big canister of protein powder, so I can relate a little bit at times. I appreciate what you’re up to.

Let’s dig in then. This whole notion of leaning forward instead of backward and pushing yourself to do things that make you uncomfortable, well, I think that’s kind of easier said than done. How did you kind of start that momentum in terms of, “Hey, I am going to push myself to do this even though it’s uncomfortable?” Can you give us some specific examples of what made you uncomfortable and what you did?

Case Kenny
Yeah. I would say there’s a couple things in there that have really led me to realize that and that continued to push myself. It was basically the idea of I needed to embarrass myself more because now I would consider myself probably too confident, too much self-esteem. Sometimes it pours out of me in ways that people perceive as negative. But it used to be the direct opposite, where very self-conscious, very timid, didn’t want to speak up, just nervous in that respect.

Two things along the way made me realize that one, no one cares and two, the more you push yourself, the more you realize that.

The first going way back, before my mid-20s was waiting tables at Applebee’s. I think everyone should wait tables at some point in their lives. It teaches you so much about people. It teaches you so much about yourself. It teaches you all these skills. But that certainly made me realize you can pack in two years of human interaction experience in a summer waiting tables or whenever you’re waiting tables.

I know for your audience it might be for a good reason too late to go and wait tables because they’re professionals, but maybe for their kids or whatever. I found so much value in that. It gave me a little bit of a teaser that I kind of tucked away in my pocket and then kind of came back to realize now in my mid-20s, but of the power of that idea of understanding people really don’t care or people really aren’t watching you as much as they do.

I would leave that just there as a context to what I’m talking about here. Then the other one is it was when I turned 26 – 27 is I left my agency job in Chicago because I started having these feelings. If you know digital advertising agencies, it’s a bit of a grind, bit of a sweatshop. You learn a lot, don’t get me wrong. I’m very grateful for the experiences. But you don’t make a lot. It’s very ambiguous in how you can be successful. It’s a grind.

This idea in my head, I wanted to prove to myself that I was capable, not only of being impactful and using my skills in an impactful way, but also I wanted to make money, to be candid. I wanted to make money. I’ll never think there’s anything wrong with that. That’s where I hustled my way into a sales role.

That’s the second thing I think everyone should try to do at some point is some type of sales, whether it’s more blasé business development or a pure sales commission role. That’s where I came into my own because I’ve been in this role for a while.

The old Case, pre-sales verse post-sales, I’ve learned so much about myself. I embarrass myself regularly. I am awkward regularly. I am in rooms that I have no business being in. I’ve been able to make money, which is great, but it’s been those experiences where I’ve completely failed and crashed in a meeting, I’ve entertained so many clients, taking people out to dinners every night of the week. I’ve packed all this life experience into this short amount of time.

All of that is compete lean forward. You’re not going to be successful in that role without leaning forward. You can’t sit back and hope that “Oh, maybe I’ll be passionate about this or maybe it will lead me in the right direction.” I’m not even talking about being successful. I’m just talking about proving to yourself that you can do things.

It definitely started with that sales idea. From there, it’s basically just me in a mindset now of anytime I have the opportunity to do something or think of something and if my reaction to is I don’t want to do it because it makes me uncomfortable, I’ve honestly – people might go, “that’s bullshit” – but I force myself to do it now. I crave that experience because I know how powerful it will be for me.

And now, in retrospect, now  that I have my podcast and it’s doing well, I know I can talk about it as a good experience-driven piece of content, but someone the other day was like, “Hey Case, I want you to dress up as the Easter Bunny for this kid’s Easter celebration.”

Of course, I was like, “Oh my gosh, that sounds horribly embarrassing and something like I do not want to do it,” but then in the back of my head I’m like, “I should probably do that because it is both of those things and I should do that simply for that very fact.”

It’s thoughts like that that have really, really pushed me to do things where I’m likely to embarrass myself, but the result has been I’m so much more confident in myself, like light years. It’s really opened my eyes. That was a lot.

Pete Mockaits
Okay. I was right with you in terms of trying sales, crashing in meetings, you feel uncomfortable, you push yourself to do that, and where was our last 30 seconds here?

Case Kenny
It’s evolved from there. That idea of pushing myself forward in a business setting, where there’s a little bit more structure, has made me realize that I can take that concept of pushing myself to be uncomfortable outside of that. The result is now I really crave that idea of being uncomfortable, being awkward, being embarrassed.

It’s cliché to say, but I want to do it now, whereas before, any opportunity I had to sink into the shadows or sit in the back, I would do it. Now I want the direct opposite of that because I’ve seen how more powerful it has made me as far as just taking ownership of what I want to do. Along the way, it’s developed my confidence. I’m happier because I’m pushing myself in a direction that I’ve created rather than just coasting. But it definitely started with sales. I will give sales that credit.

Pete Mockaits
Yeah, that’s really intriguing how you have kind of rewired your fundamental reaction to stuff. That’s really cool. I’d love to get your take on if folks are just getting started, like, “Yeah, I am so not there. I very much prefer to not embarrass myself and prefer not to feel this discomfort, what would you recommend to be some of the very first steps?

Case Kenny
Yeah, I would ask them why they prefer that. My guess would be, “Well, it’s uncomfortable. It’s awkward. It’s embarrassing.” But my question would be, “Well, you’re basing that on an experience or two, where that happened to you.” I think life is about trial and error and you need a larger sample size. The most happy, fulfilled, creative, successful people I know are constantly embarrassing themselves.

One of my good friends is the CRO of a company in Chicago, billion-dollar company. The dude is bullheaded, so bullheaded he embarrasses himself all the time. You’d say, “Wow, a guy of that stature, a guy who’s a CRO, who’s buttoned-up, who’s very successful, you would think a guy like that never embarrasses himself,” but no, he does it all the time.

It sounds masochistic to be like, “You’ve got to go and embarrass yourself.” It’s not that. It’s just you put yourself in a position where you’re uncomfortable. That’s all it is. I think for people to be like, “Ah, I’m uncomfortable to do that,” I would say, “Okay, that’s a natural feeling.”

Feeling that way doesn’t make you any less in any respect. You just have to realize that you feel that way because you’ve only done it a couple times. The more that you do it, the more you realize it doesn’t matter.

Then the more you realize it doesn’t matter, I think you’ll come to realize that what separates confident, driven, creative people from people who are not that is their threshold for that thing. It’s like how much are they willing to go through, whether that’s awkwardness or discomfort or stress or frustration, it’s the threshold for that I think in any aspect of life that’s going to make you successful.

I think if you can kind of contextualize yourself within that spectrum and I think that’s what’s going to push you. It’s definitely like a mental chess game with yourself. You have to convince yourself, but once you do it to my point, it’s a little bit addicting because it’s like leveling up for me. I’m like accruing awkward points and I can cash them in for confidence. That’s how I see it literally.

It’s not a game certainly because it could be awkward, but I just see so much value, I’ve convinced myself that. I think if you start with that mindset, you’ll gradually find more momentum there.

Pete Mockaits
Well, that’s edifying in terms of viewing that awkward points as a currency and those experiences are right there, able to be turned into having more confidence or upgrade from it. Boy, just chewing on that for a while, it’s pretty fun. The formula then is – you say embarrass yourself. It’s not about streaking across town.

Case Kenny
Yeah, let’s be clear. It’s not falling flat on your face. Yeah.

Pete Mockaits
It’s about entering situations that you feel uncomfortable in, you have no business being there, you’re not yet adequate, competent, qualified to go there, but nonetheless, you’re going there. Because you’re there and you haven’t been there before, it feels kind of awkward, feels kind of uncomfortable and when you say some things, you might feel embarrassed and stupid.

Case Kenny
Yeah, exactly.

Pete Mockaits
But after having done that a few times, you get the upgrade, like, “Oh yeah, I’ve done those sorts of meetings numerous times. It’s no big deal and I feel confident there.”

Case Kenny
Absolutely. Yup.

Pete Mockaits
I’d love to get your take a little bit on some practices when we’re talking about confidence with regard to maybe exercise or posture or meditation. Do any of these play into it for you?

Case Kenny
Yeah, certainly. Absolutely. I talk a lot about confidence. Meditation for me, I guess I have rampant ADD or something. I’ve never found it to work for me.

Really for me everything that I’ve found to be effective has been experience driven to the last five minutes that we’ve been talking about. I think certainly posture, the idea of a power stance, things like that helps.

But people sometimes read my content and listen to my podcast and they get a lot of it. But I’m assuming that people might also be like, “Case, there’s no science behind this,” or like, “Where’s the five steps,” or “Where’s the practices, the daily practices?” I don’t really know what to tell you because everything that I’ve learned to be impactful in my life has been mindset driven, hence the name of the podcast, New Mindset, Who Dis?

I have seen the power of the mind to be so much more impactful than the power of a five-step process or the power of something similar. That’s just the way I’ve always been because it’s always been easier for me to sit and think myself out of action, to sit and try meditation, for example. It’s been easy for me to sit in a corner and adopt a power stance.

But those are passive activities and I realize that if I want to have an active, lean-forward mentality towards life, I have to make my mind want to do those things. I have to basically trick myself or incentivize myself or motivate myself to want to act. That’s what I’ve come to realize about myself. It took 30 years call it, but that’s why everything for me goes back to my mindset.

It’s not about little practices that offer temporary growth or whatever. It’s about a sustained mindset that makes me want to do those things, that makes me want to be uncomfortable to grow because, again, I’ve seen the other side call it. I’ve seen where the grass is greener and I want to continue to go that way. To me it’s always been just about that mindset. Now I have it and it’s more sustained.

To me, I would much rather grow in a sustained way than adopt practices that, for me, just don’t work over time. They might work for someone else and that’s fantastic, but in my dude-bro-guy reality, apparently it’s more about getting my mind right and getting centered in that and then taking that with me every day.

Pete Mockaits
I’d love it if you could maybe articulate some particular new mindsets with regard to hey, old mindset and new mindset, whether that’s with regard to a belief or a vibe associated with each and sort of what are the implications that those new mindsets have brought?

Case Kenny
Yeah, one that I’ve been thinking about lately, I wrote about this somewhat frequently, but I did an episode and I called it Nah, Bigger. It’s actually the background on my phone. It’s Nah, N-A-H, comma Bigger, like the idea of I look at something or I think about something and I motivate myself to be like, “Nah, bigger.” I can think bigger. I can do better. I can do more. I can push myself more.

That’s the mindset, nothing unique in that necessarily. It’s the idea of pushing yourself, and in my case, the idea of pushing myself to be more uncomfortable, to be more successful, to be a better man, to be a better entrepreneur, to be a better content creator, whatever, to push myself. I’ve got all kinds of thoughts on how to motivate yourself to do that. But that’s one mindset that I talk a lot about.

But within that mindset, and I think a lot of people are very aggressive in setting goals for themselves, to want to do more and grow and all that. That’s always been great, but I’ve found that that mindset alone has really detracted from a bit of my happiness because I always want more. It was always the same way.

It’s like, “Oh, I make 50K, I’ll be happy.” Then I made 50K. It’s like, “Well, it’s got to be 100. I’ve got to make 100.” It’s like that. Then you’re always going to want more and you’re not going to be necessarily happy. I did another episode the other day and I called it Yeah, Grateful. Basically, that’s exactly what you think it would be. It’s the idea of being grateful.

Basically with this ‘nah, bigger’ verse ‘yeah, grateful’ mindset, it’s two mindsets that come together in the form of writing a list of things that you want to grow, basically your goals, and then things that you’re grateful for, your gratitude list or gratitude journal, whatever people want to call it. I combine those two and that’s offered a lot of just more centeredness and happiness for me.

The ability to place those two things side by side physically on a list – wish I had it here with me – and to be able to look at those things and it really balances you out.

That’s the mindset that’s been particularly impactful for me is that mindset of balance because it’s so easy, whether professionally or physically or creatively or personally, to get so ahead of yourself on wanting more and bigger and better and not balancing it with that gratitude and the result is you kind of drive yourself crazy.

I’ve always driven myself crazy with that, wanting more, wanting the podcast to be bigger, pursuit to make more money, to get bigger and stronger, all those things. When in reality, if I step back, there’s so many little things to be grateful for.

Life has really taught me that, whether through personal tragedies or just my own observation and introspection. Combine those two provides balance and balance is everything. You can have a million mindsets, but if you don’t balance them, you’re going to be all over the place. To me, that’s the biggest thing I think for personal growth and development is balance.

I talk to a lot of people who, even by their own admission, would be self-help junkies. They love it. They read the books, they listen to the podcast, they post the inspirational quotes, they’re all about it, but they’re not balanced.

A couple issues. Probably they love to consume and not act necessarily. But also they’re filling their mind with all these mindsets that are pushing them for more and more and more and more, better, better, better, growth, growth, growth and they’re not balancing it with the most centering thing you could possibly do, which is being thankful for what you have.

It’s a lot of clichés in there, but I think the idea of placing those two concepts side by side, that’s been the most powerful mindset that I’ve adopted. I preach to it a lot. It’s done a lot for me.

It’s centered me because I’m Mr. Self-Development. I’m supposed to be pushing myself and pushing people, but I think it’s taking a step back and balancing those two that’s going to make your self-development journey enjoyable, because otherwise what’s the point. Longwinded way of saying it’s balance, but I’ve found that to be really, really impactful.

Pete Mockaits
Well, yeah, I really like that notion. Gratitude’s come up several times before. But this is a little bit of a unique angle to put it right there side by side so that does just sort of change the whole energy and feel associated with your striving or your ambition.

Instead of it being in place of “Where I’m at right now is inadequate and I’m stressed about it,” to “Okay, there’s a big thing that’s pulling me forward. I’m excited for it and I’m also grateful for where I’ve come from and the way things are now.” That’s really awesome. I further want to get your take when it comes to the balance equation. In the world of pushing yourself and hustling and going for it versus resting, rejuvenation, self-care, how do you wrestle with those guys?

Case Kenny
Yeah. That’s a great question and my immediate answer would be I don’t know. I don’t have the best answer for you. I would tell anyone that. I would be lying if I was like, “Oh, it’s easy. You’ve got to do this.”

I would say that I’ve learned a lot in that respect because that defines me to a T and it’s tough though. Everything on Instagram makes you feel like you’re falling behind and you need to push yourself. The internet in its entirety does that to you. You’re going to feel like you’re running behind. I think there’s no real way around falling into that outside of realizing that you need to balance it otherwise you’re not going to be happy.

I think the past couple of years I pushed myself so hard that I came to realize it and I came to realize that through experience. It’s gotten to a point where I’ve found a really good balance.

I think a lot of people when they hear the word gratitude they think about things like, “Oh, I’ve got to do gratitude journaling. I’ve got to hop into an hour-long meditation session.” For me, it’s literally just writing one or two things down a day that I’m thankful for. It’s not a big, long process. Even that practice doesn’t really even do anything. It’s literally looking at those two lists side by side and realizing that you’re doing just fine.

That’s always been my idea of progress and success anyway is small, little incremental steps and looking at those rather than the big picture that offers a lot of fulfillment. I think people set these big goals and when they’re not there, they get really frustrated, but you can balance that by looking at the smaller goals and working towards those and marking those off and then respecting gratitude towards that along the way.

I don’t have the best balance. I think for me, I am in a lucky position to my point earlier that really everything I do selfishly helps me. It’s like I see the value in pushing myself from a business perspective, from a career perspective, but I know that it’s also helping me personally to my note about sales as well. They’re all very intertwined. I definitely recognize that it’s a unique scenario.

But I put myself in that position. I’ll pat myself on the back there. But I’m still learning to be honest. Late nights, always wanting more. I’ve got a whiteboard behind me of things that I’m working towards that I haven’t achieved yet. It weighs on my mind, but I also can look in the other room to my list of things that I’m grateful for and that always centers me. It’s a work in progress. I’ll say that.

Pete Mockaits
Well, are there particular sort of boundaries or rejuvenation practices that you undertake to stay in the game?

Case Kenny
Yeah. Here’s the dude bro answer. The gym certainly. I find music combined with activity just to be so extremely motivating and energizing. I can literally flip a switch – if I’m having a bad day and I can put on some good music. I listen to a lot of electronic music. The right song, the right genre can totally turn things around. It’s different for everyone. Not everyone’s going to respond to music that way. But to rejuvenate myself, it’s literally music.

You combine that with the gym or you combine that with walking around Chicago when it’s nice out, that does it completely for me, just to get out of the context where I’m frustrated. I think that’s a lesson that anyone can take. If you’re ever frustrated in the office or from your home office or the gym, if you’re frustrated with your gains or your body, it’s like you’ve got to get out of that context. You’ve got to remove yourself from it.

I think that does a lot for me. I realize that because I always used to shut myself in and kind of mull over the thing that was frustrating me, but removing myself from that has really made me realize one, there’s more, two, there’s things you can be grateful for, and three, there’s just more possibilities outside of what you’re hung up on.

Music is definitely a key ingredient there. People always make fun of me because I love my AirPods and I always have them in and people think I’m on calls and whatnot when I’m really just listening to music or forgot to take them out, but that’s how frequent it is for me because it keeps my energy and it keeps me excited.

There’s something very cathartic with good music. I listen to a lot of electronic, to my point, but trance music, which has a lot of climaxes and drops. It’s a very emotional kind of journey kind of thing. Kind of like classical music I suppose, a lot of builds. That just energizes you. It instills a sense of positivity in me and optimism. I just run with that.

Any time I’m frustrated, I try to remove myself, music, gym, outside, something like that. Not the usual – I don’t find go and hang out with friends that rejuvenating. I have great, amazing friends, but I wouldn’t look to social interaction to be the thing to rejuvenate me. If anything it makes me start to think of things relative to them and start comparing and whatnot. I find it to be going and do something like I just described and then coming back and working from that context.

Pete Mockaits
Understood. Well, I’m also curious when you’re having those times where maybe you just don’t feel like pushing yourself, like the motivation is low on that day, you mentioned music and the gym or activity are some of your go-to’s. Do you have any other things you do that bring the motivation back when it seems to be missing?

Case Kenny
Yeah. Certainly for me, since I am a writer – if someone asked me what I do, I would say I’m a writer, kind of translates into podcasting as well – it’s writing. I think if you’re ever frustrated with something or trying to break it down, it’s like whatever creative field can do that for you. For me, it’s writing.

When I sit down and just start writing about something, if it’s something that bothers me, that allows me to break it down. Sometimes I block myself in my own thoughts because I’m not forcing something tangible out of it, but when I write I have to put something on paper, so it really forces me to be more introspective.

Same with the podcast. When I create content, my episodes are only 20 minutes long, but it’s basically my own therapy session. Those are practices. They’re also my business. But they will allow me to kind of rejuvenate myself, be introspective, get something out of myself, grow, and at the same time basically document the process so that other people can get value out of it at the same time.

Again, these aren’t scientific practices. I’m not drilling down the latest study to help shift the mindset, but I really believe in the power of practices like this that really force you to understand how your mind works, what is blocking you and how you can be more lean-forward relative to it.

For me, it’s been writing. I can sit down and just start writing. I always joke, “I’ve just got a lot of feelings.” I would just start pouring them out. It works really well for me.

I started the podcast and I usually write down the majority of it beforehand in a very detailed outline. I’ve only been doing it for about eight months, but those eight months have been so much growth because I released episode 95 today and 95 episodes of my own experiences, my own funny stories, my own uncomfortable experiences, my own growth stories. Going through those and looking at them, that’s amazing double growth for me.

I’m pretty intentional with that, but, again, I found it a great mix for me personally that combines my skillset with my goal, which is to grow.

Pete Mockaits
Well, I’d love it, we talked about a lot of things that have been good to do, are there any kind of key mistakes or things that you recommend not doing as you’re pursing the cultivation of motivation and learning and growth?

Case Kenny
Yeah, of course. A couple things, I’m trying to avoid clichés here but it’s tough to avoid clichés in the self-help space because everyone said something at some point. It’s all about your own personal perspective on it.

But I think things to avoid are comparisons certainly. The idea of highlight reels verse behind the scenes. We tend to frustrate ourselves very much so when we compare ourselves, but we’re comparing our behind the scenes, our grind, our challenges with something that we see on social media, which is someone’s highlight reel.

We get really down on ourselves because we think we’re falling behind, we think we’re not extraordinary, we’re not doing good things, we’re slow, whatever, when in reality is if you’re going to compare, you should be comparing your behind the scenes with someone else’s behind the scenes. That’s easier said than done. It’s not that easy when people publish good things about themselves, not the struggles.

But I think people should come to realize that, especially in the day and age of Instagram and Facebook. Everything you see that people are putting out are going to be their either highly-filtered, highly-adjusted stories or it’s going to be the best moments of their life. People aren’t necessarily going to share the in betweens or the left of the spectrum.

I think unless you realize that, you’re going to feel like you’re falling behind and then it’s just kind of a vicious cycle. I definitely would say that’s a big one certainly.

Another one for me and it’s at the risk of sounding too full of myself, but it’s always been this idea of when I was younger and I would walk into a room of people, whether it was business or personal, I would always walk in with the hope that the group of people would like me. “Oh man, I hope they like me. I hope they see value in me.”

Now it’s really switched to that of, “I wonder if I will like them.” Not in like a pretentious way, “Oh they need to impress me,” or anything. It’s just a mindset shift where you’re not validating yourself through how other people react to you or how other people perceive you.

Certainly it’s important in your profession and in general that people have a good impression of you I suppose, but the mindset of hoping that your self-worth is going to be validated by their impression of you, that goes back to what I was saying earlier. That’s very passive. I’ve really adjusted my mindset against that.

I would say those two pop out at me, the idea of comparison and then the idea of a desire to be validated by other folks. I think those are easily addressed but the need to be lean forward, but then from there you’ve got to put more practices in place to push yourself. But I think those two things would certainly be things to avoid to answer your question.

Pete Mockaits
Well, Case, tell me, anything else you want to make sure to mention before we shift gears and hear about some of your favorite things?

Case Kenny
No, no, I think that’s it. I think for me, my growth, the things that I talk about it’s like you’re never set in stone on anything in particular. There’s no shame in pivoting and changing direction and anything like that. There’s nothing wrong with that.

If you’re doing one thing today – people see a negative connotation, flip-flopping or saying one thing one day and doing another or going left and then going right. I don’t see anything wrong with that. To me that means that you’re growing and you’re trying different things. I think that’s really powerful. I would never see any shame in changing your mind, in changing your perspective, in changing your political party. I don’t know.

I don’t see any shame with that because it means that you’re willing to experience a new perspective, a new routine, a new habit and that is how you get to know yourself, not through considering them and thinking about them. It’s through experiencing them. I would just add that. I found that to be really, really valuable in my life.

Pete Mockaits
All right, thank you. Now could you share a favorite quote, something that you find inspiring?

Case Kenny
Yeah, I figured you’d ask that. I’m going to quote Winnie-the-Pooh. I posted this on my Instagram the other day. But it’s the three-line quote where Pooh goes, “What day is it?” Then Piglet says, “It’s today.” Then Pooh goes, “My favorite day.” I just like that. People who know me, know I’m very optimistic. I just really love life to an extent. I just see so much upside to every day. That captures it. Today is my favorite day because it is today and I woke up today, so I love that quote.

Pete Mockaits
Well, you mentioned a couple times you don’t rely on studies, but I ask everybody. Do you have a favorite study, or experiment or bit of research?

Case Kenny
Oh boy. Can I say no? Off the top of my head, I don’t think I have one.

Pete Mockaits
All right. How about a favorite book?

Case Kenny
Favorite book. Ton of great self-help books. I know folks listening aren’t necessarily entrepreneurs, but The Lean Startup by Eric Ries is one of my favorite books for business. It’s basically this idea of starting a business you should test and test and test and then pivot and test and pivot, start small, start fast, be impatient and then you build businesses that way.

You don’t build businesses by working on it for a year and theorizing and then testing. You’ve got to test, test, test to understand what will do well.

To my point just a minute ago, I think that’s life. That’s what life’s all about. Test, test, test, see what works for you, and then build on that and you shouldn’t be afraid to pivot. I like that book because I am an entrepreneur, I am a business person, but I’m also really into self-development, so those worlds collide very nicely there. It’s a great book.

Pete Mockaits
How about a favorite tool, something that helps you be awesome at your job?

Case Kenny
LinkedIn certainly because my job, influence, creation is all about connections and that helps me network certainly.

Pete Mockaits
And a favorite habit?

Case Kenny
Favorite habit would be what I just described, updating the Nah, Bigger and Yeah, Grateful list. I do that if not every day, every other day. I would say weekly.

Pete Mockaits
If folks want to learn more or get in touch, where would you point them?

Case Kenny
Instagram is usually the best way to get ahold of me. It’s Case.Kenny on Instagram. Of course the podcast, New Mindset, Who Dis? or Prsuit, P-R-S-U-I-T. I’m the guy behind it all, so it’s pretty easy to find me.

Pete Mockaits
Do you have a final challenge or call to action for folks seeking to be awesome at their jobs?

Case Kenny
Yeah, I think to be awesome at your job you have to be happy as a person. I am, again, the self-development guy. I think that truly goes back to gratitude.

I’ve been in sales for a long time and it’s easy to be like, “I’m not making enough money. I’m not closing enough,” or yada, yada, yada. When in reality you take a step back and you did that Nah, Bigger verse Yeah, Grateful practice even in your profession, I think you’d realize that your growth is there, your progress is there, there’s a lot to be thankful for and to lean on that will make you happy.

When you’re happy, you preform and when you perform, you excel, and so on and so forth. I think gratitude would definitely fit into that context as well.

Pete Mockaits
Awesome. Well, Case, this has been a treat. Thanks so much. I wish you tons of luck with Prsuit and New Mindset, Who Dis, and all your adventures.

Case Kenny
Thank you, Pete. I appreciate it, man. This was great.

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