Heroic Investing
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High Interest Rates, Perseverence, Entrepreneurship & the Great American Experiment



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On this podcast show Gary Pinkerton is hosted by Clint, a police officer and Ashlie, a life and business coash, and a pocaster at The Tactical Living Podcast. They discuss how Ashlie uses LEO Warriors, LLC to help people reach their full potential. She believes that while we ahve the ability to optimize our lives to a higher level, most of us aren’t doing so. Working with first responders, they all explain the process for developing tactical habits to create better perserverence.

Announcer 0:04
Welcome to the heroic investing show. As first responders we risk our lives every day our financial security is under attack. Our pensions are in a state of emergency. A single on duty incident can alter or erase our earning potential instantly and forever. We are the heroes of society. We are self reliant and we need to take care of our own financial future. The heroic investing show is our toolkit of business and investing tactics on our mission to financial freedom.

Gary Pinkerton 0:39
Welcome to the heroic investing show, a podcast for first responders, members, the military, veterans and anyone looking to improve their financial future and gain some freedom with their time. We teach America’s heroes how to build passive income, build their startup business and safely grow wealth through real estate and other alternative investments. We have current and private First Responders put protections systems and a team in place to help them build a life where they can focus on their passion, that service or product that they’re uniquely gifted to share with others, making the world a better place for all of us. My name is Gary Pinkerton and I co host this show with Jason Hartman. This is Episode 228 Heroku, investing two to eight. Today we’re turning the tables yet again, and you’ll hear me on the tactical living podcast. So if you haven’t made it over to tactical living yet, you’ve got to hear Ashley and her husband, Clint Walton. So their goal is to serve first responders and members of the military and obviously that’s the same audience that we try to serve here on heroic investing so please go over and check out their podcast as well. So Ashley is a certified life and business personal coach and her husband Clint is a full time police officer In Southern California, and he works in an elite tactical unit that he wasn’t able to talk much about. But on their podcast, the two of them talk about things like what it’s like to be the wife of a police officer. And Clint joins many of the podcasts to give his perspective as well. Together they share stories and recommendations that work well to live a balanced life. Whether you’re looking for tactical approaches for health and fitness, learning spiritual discipline, improving intimacy, or building knowledge around current business challenges. This podcast is for you, and they’re just an awesome group to spend some time together with on podcasts. I had a great time on their podcast and then we turned the tables immediately following that and next episode, you’ll hear all about their story, as I had the pleasure of having them on heroic investing. Thank you so much and enjoy this episode of me being interviewed on tactical living podcast.

Ashlie Wilton 3:19
Welcome to the tactical living podcast. I’m your host, Ashley Wilton,

Unknown 3:22
and I’m your co host, Clint Walden.

Ashlie Wilton 3:24
Today we are super excited because we are sitting in front of Mr. Gary Pinkerton Gary, how are you?

Gary Pinkerton 3:29
I’m doing awesome. Thanks so much for inviting me on.

Ashlie Wilton 3:32
We are so happy to have you. This gentleman is probably the first person that I have ever met that I knowingly know was on a submarine.

Clint Walden 3:41
I know and I found out about that. I’m like, man, I want to find out all I can about just your life on a submarine that had to be so interesting,

Ashlie Wilton 3:51
super exciting. He also retired as a captain after spending 26 years in the US Navy and he’s now a wealth strategist. And before we get into a little bit about what you’re doing now if it’s okay, Gary, if you take the listener through a little bit about your backstory.

Gary Pinkerton 4:08
Sure, I don’t want to scare everyone by saying that I have to start as a kid and I won’t go too far. But I grew up in Southern Illinois on a dairy farm. And I learned a lot about hard work. And I also learned well, I experienced a lot associated with high interest rates that most people if they don’t remember the mid 1980s don’t have any clue what we’re talking about unless they also visited you know, somewhere like the wire Mar republic in the in the, you know, before World War Two, or Zimbabwe, right. So it’s just something that’s foreign, like we talked about high interest rates in America, and we’re thinking about the mid 80s, where interest rates were 18 20% on loans and, and so my father somehow I don’t even know how this happened, but he bought our farm in the mid 60s for you know, about 64 you know, about $65 an acre and He sold it in the late, late 70s. I’m sorry for the early 80s, like 83 or 84 for over $2,000 an acre and barely got out with a shirt on his back. And you know, so just imagine that that price appreciation. And the reason is because interest rates just devalued all of that, right. And we took on a lot of debt that had to be covered when he sold the property. But, you know, we had these two people, advisors who would show up from time to time one was the banker, and we always felt like he was saving us because he would always give us this new low interest rate loan with a teaser rate, and it would solve our problem, which is that this monster of interest rate was eaten alive. And the other guy that would show up was the insurance guy, the life insurance guy, and, and my parents would always be super stressed when he would show up and then and it’s because then you know, he’s gonna tell them something that they would violate is truthful, and they knew they needed it and it meant another kind of bill or same pocket basically. Right? And so I kind of grew up that way and Not understanding why did we lose the farm we worked so hard. And you know, when I, we were living in a trailer for two years on our family, you know, on relatives property. And I didn’t have any way to go to college. And so I was luckily working my tail off and got an opportunity to the Naval Academy for free, which was the most important part. And so I did it. And then for many for 2025 years, I was really driven I was driven by service, I really love to be in on submarines and the challenges associated with that. I also knew it was going to provide me a brighter future in the W two world if I went that way. But really being honest with myself off I was driven by safety and security and comfort tool. Many of my clients are in that same path. You know, I do x for a living. I don’t like it. Why don’t you like it? Because I never really wanted to do that. But it’s what pays the bills and I’m scared to not have that money coming in to pay the bills. right we have a we have a standard of living we’re accustomed to. Right and so and so I just saw so many people out there like that when I was getting ready to transition I left the military for five years early, for a numerous reasons, most of them were family related. And I also lost a tremendous amount in the markets in 2008, because I had no idea what I was doing. And I want to make some changes. And so as I was leaving command of my submarine, my wife wanted to get her career up and running. And so I knew I was I was leaving the military. And, you know, it’s a little bit longer story, but I ended up really, really being passionate about entrepreneurship, about helping other people find the path that I’ve now found your goals and things in life adopt or adapt, right and like, I don’t know, in 2013 when I started making this transition, if I really thought I was gonna be so inspired about entrepreneurship and helping people the way I do, but I am and I’m just gonna see how far this road goes.

Ashlie Wilton 7:45
I love it. I love it. So, in retrospect now, do you think that that, that shift for you into that shift for you into this world of finances is is only attributed to that past as a childhood. I know that was the first thing that you made mention of.

Gary Pinkerton 8:06
Well, it is but it’s not about the negative side of it. It’s it’s more about the positive side. So I thought for a long period of time that well so back to the comfort thing right of wt like why do I want to make money right? Everybody has a reason to make money when it’s beyond just food, shelter and clothing and my driving thing for a long time that I told myself was that I don’t want my kids to have the experience that I had as a child. Like I don’t want them having to hand me down clothes. I don’t want them you know, showing up to school and beat up old cars, you know, the embarrassing kind of things as a kid right? But, you know, now that I’ve gone through a whole lot of work with coaches and things like the great things that you to bring to this world. I realized that it’s it’s not that at all, it’s that I wanted my kid I want to have the opportunity to help people have what I actually did have, like I know I was I was so caught up on being embarrassed about the financial side of things. I didn’t realize what I really had as a kid. And I, what I had was 24 seven with my dad and the guy who was my hero. And I learned so much from that guy. And so many kids out there right now don’t have that. And so many parents are just really wish they could provide that for their kids. You know, many people out there I said, You know, I commented during jobs, they don’t like doing things they don’t like, but there’s a lot of other people who are doing things they do want to do. Like they’re in the right field, they are actually in the field where they demonstrate unique genius and have mastery skills. But they’re in an environment that they’re not controlling, right. So it’s about the drive to work. It’s about being away from their kids. And maybe it’s about somebody saying you got to be here on Saturday, or I don’t like your work even though inside you know, it was the best work and they make you do it their way. Right. So it’s just about not having control and not doing it your way. And, you know, really where my passion comes from, is that I’m not exactly sure why the old inspired about our founding fathers. I can you know when I remember back to the really amazing thing. About my childhood, it’s about it’s about that entrepreneurship is about small business and people, all my neighbors, like if there was a problem in the community where we didn’t have something, we couldn’t go to Amazon for it. So somebody started a little business and solves that, right? Mm hmm. And, and we weren’t in worried about somebody else and given us something, or the government given us something, we just solved it. And I can remember the Fourth of July the, the 200th, you know, the centennial, like, you know, I can never write my red, white and blue bicycle in the parade. And just really been inspired by that. Well, you know, I’ve gone on this journey of, of, you know, studying the constitution and what our founding fathers went through. And I mean, those guys were started an experiment, it was nowhere else on the globe, like, you know, life, liberty and property, or we call the pursuit of happiness, because we didn’t think they understand property, right. But it’s about knowing that if you produce something, your family gets to see the benefits of it, and the more you produce, he gets to see the benefits of it. And the more you produce, the bigger the results and so I’m inspired by things like atlas shrugged and gold skull Cheeto and just, you know a society that these guys started and that’s still working and I think if we treat it right and we get enough people inspired about it it’ll keep going.

Ashlie Wilton 11:12
yeah that that’s beautiful and you as you listen to this you you can’t see this I am going to point it out. But as Gary has been talking this whole time he is just full of so much light and so much energy that that I can feel just coming from him and I know that someone is passion driven about something when they can talk and I can feel it the way that I do when when you’re talking about this. And if you don’t mind Gary, if you can talk a little bit about what does that look like for you right now in terms of the things that you do to create that own financial freedom around yourself?

Gary Pinkerton 11:43
So what does my what is financial freedom feel like to me and what does it mean for you? Yeah, so it’s it’s the opportunity it’s the opportunity to share my unique genius like to get in the role and just fall yet in the roll and just follow what my passion tells me is right like The reason I get him passionate about what to talk about on these podcasts and the reason I show up with no preparedness at all, is because I’ve learned to just listen to how my body’s responding. You know, over time, I’ve talked about one thing and it’s lit me up and, or even when I’m in the middle of a conversation answering this exact question, I just have learned to follow my emotions to take me in, you know, in the right direction. And, and so one of the things that I’m passionate about is, okay, let’s go to the really far out there side of this, right, like, what’s the meaning of life? I’m not talking money Python on a movie. I’m talking like, why are we here? And I have no idea what the answer that question is. It’ll be fun to figure out with other people. But I do believe that it’s, you know, my answer that question is, I don’t know exactly, but I think it’s to move the football down the field, like just add something positive to future generations and, and then move on, maybe as another person coming back, who knows, but better after you’ve left it and, and I think that we as humans are amazing animals. to figure things out on our own and to be innovative, if left if given the opportunity to do so. But we’ve surrounded ourselves with all these boxes that are just really sad. Like, I want to keep up with the Joneses like I’m working three jobs just because my neighbor across the street has a car that I don’t have. And I’m embarrassed, right as opposed to like setting yourself in a situation understanding what’s really important by working with coaches, and and then designing your life so that you can pursue your genius like I think everyone out there has something they’re a genius at. And do we really need a genius at basket weaving? I would imagine we do somewhere right? I’m probably not their best customer but I know there’s millions of people out there that are but we’ll never find that person. They’ll go to their grave with the music inside. I don’t remember exactly who I should credit that quote toward but I love it. Because they’re going to go to the grave with the music inside because they have we haven’t. They’re going to go to the gray with the music inside because they have we haven’t they haven’t learned And no one has helped them figure out how to set up your life to do what you want to do I help people all the time, who are in the wrong situation, but the right field, redesign their lives. So let’s say there are 1099 employee working for the same company. They used to be w two and working two or three days a week. Or they’re working remotely from home, you know, when their child needs them at soccer camp or whatever. Right? So it’s just it’s a minor shift to allow them pursue unique genius and actually want to pursue it because they’re passionate about it now.

Ashlie Wilton 14:29
So why would that be important to go from a W two to attend 89 as an employee?

Gary Pinkerton 14:34
Sure. Great question. I think Robert Kiyosaki does one of the best answers to that question in his in his book, cashflow quadrant, and Tom wheelwright in his book who’s you know, obviously with with Kiyosaki anyone who listens to my podcast knows that I you know, I’m a real estate junkie so I I have a lot of great memories with Robert and Tom wheelwright, but, you know, they talk about It’s not It’s not what you’re doing or what field you’re in. It’s how you set up your own corporate life, right or your own your own structure. And the US tax system pushes you to be a self employed person to own your own business, right to be an entrepreneur. And the people who pay the highest taxes, Well, okay, the highest taxes are probably self employed, if you don’t know to go beyond that. But that w two employee and 1099 pretty high costs, right. But if you can get to big business, or we get to the investor level, but you know, to answer your question, I’m kind of beating around the bush, But to answer your question is that you can take tax deductions for things and you can control your life, the most important thing is controlling your life, right? If somebody says, No, no, you have to be at work these hours. You say, hey, read the tax code. If you tell me when I can and can’t come to work, then that’s a W two employee and you owe me all these other benefits and they’ll shut up and they’ll get out of your way. Right? Because Because the tax code understands like if we’re going to give you the benefits and not have the person have to pay social security for you, then I can’t tell you what to do. And that’s really what we’re after is being able to live life on our own terms.

Ashlie Wilton 16:04
Yeah, yeah, that’s a great answer. And that that explains a lot. I’m just curious because we have so many people, Gary that are either medically retired, they’re naturally retired, and they’re trying to transition from active service life into civilian life. So what advice would you give to these people who, who maybe want to try to make a living, we actually just had an interview with my friend and in our podcast, I’m sorry, in our live Facebook group, and he had made mention of how difficult it was for that transition of like, going to war in Iraq and then coming home and literally he like fucking worked out at hallmark, like selling greeting cards and stacking Beanie Babies and it’s like, what the hell? So what advice would you give to somebody like that who is in that transition who’s looking to still make money and still holds their their dignity?

Gary Pinkerton 16:55
Yeah, you know, some of that is sadly coming from, you know, medical issue. Some of that requires some some help from psychologists and actual, you know, and MDS. And there’s a great program actually, I just interviewed the head of the intrepid in society and they are they’re doing public private venture to put Amazing, amazing centers for PTSD and for burn victims and but mainly PTSD across the country in like 11, different geographic military geographic centers. And but, you know, so that’s kind of a road down. But let’s take, let’s just assume, in my answer here, that the person doesn’t have some, you know, that they have the ability to control their own emotions and to change their world, right, they have the medical ability to do so. And what I would tell the most important thing, the biggest misconception that most people who are transitioning, I believe has is that they’re not set up well for as compared to somebody who’s been out in the corporate world. As a civilian, for those Set up well for as compared to somebody who’s been out in the corporate world, as a civilian for those 20 years, like, I’m 20 years behind everybody else. And it could not be more the opposite, like, just go study how Marine Corps officers do in the corporate leadership world. They’re unbelievable. It’s a statistical anomaly. Like they, I don’t know, like, My number is going to be way off here about like, you know, 50% of corporations from, you know, in the medium size, had, you know, they skyrocketed under the helm of a Marine Corps officer. I mean, it’s just unbelievable, and you just see those things in all aspects of people who have been in service. So, you know, think about the skills we do have, right, like, we know how to get up on time go to work. You know, and I’m not just talking about military like I believe in every one of my podcast knows that. I believe that people who are in service in uniform as a police officer, firefighter EMT, it’s all this He’s 24. Seven, to do the right thing, right. And I think it’s scarier out there in on American streets in some cities than it is where and things that we do in the military. I mean, okay, landing at Normandy on D day is pretty scary. But that’s not what most of us do every day. So, I think that people don’t value the just being put together and understanding how to follow and being self motivated. So, you know, kind of just get the confidence that you’re gonna kill it out there. Even if you don’t have the five years of experience building widgets, like the guy who’s building widgets that you’re competing with, you’re kind of I mean, you’re going to be loved at your company, because you’re going to go well beyond the effort of everybody else. You know, the, the key to being successful and again, I’m stealing this this analogy or quote from somebody else, but it’s just getting up one more time than the other guy did. You know, you just we all get up and dust ourselves off and eventually people like I’m not doing that anymore, but the people who are service providers get up one more time. And they succeed. So that’s the biggest thing. Another thing is that is entitlement non time comfort right? I mentioned the comfort drug like that drug of having a consistent income of doing something just because it’s guaranteed income or it’s a government you know job and and we don’t know not likely to get laid off I mean, follow your inspiration like take the time to get a coach learn what what you’re on this planet to do. And then focus on that you will be so much more happy and you’ll make a ton more money back to my joke about the basket weaver there, I’m sure basket Weaver’s who are making millions of dollars because they’re doing something the rest of us look at and go That is amazing. I don’t know how you do that. Right. And that’s where your unique genius is. I worked with a dear friend and coach even half ago and one of the one of the challenge or one of the tasks and learning what my unique genius was was just simply saying what do other people like go ask your family what you do crazy, but Numbers, talking with other people about complex things like things that lead to this job that I do every day. And and so that was a long answer, but But yeah, have the confidence that you’re going to absolutely kill it out there because you’ve already demonstrated success and a very, very hard thing that 90% 95% of people can’t do won’t qualify to go do and then don’t do something just because it’s it’s a safe play and safe is keeping one foot on first base and thinking you’re gonna get the second

Ashlie Wilton 21:30
Yeah, yeah, that’s an awesome answer. And I love that you shared that like ask your friends or your your sphere of influence what you’re good at or what you excel in, because I did the same thing with my coach. And it wasn’t until a couple weeks later to where I’m looking at the list and I’m like, I could be a life coach because every single thing on this list are like prime attributes that would make me a good life coach. And it sounds like a simple exercise. But I love that you touched on that because whether somebody is developing something to create passive income in addition to what it is that they do full time into what it is that Do full time while they’re in transition, of creating that income for themselves and drive into that passion and lean into that passion. It’s such a great place to start because we don’t often consider those things until we have the opinions from the people who know us the best better than we know ourselves sometimes. And in saying that when somebody is willing to lean into that into take those first steps, what is the best advice that you can give them for first responders, military servicemembers to start to attain that financial freedom for themselves?

Gary Pinkerton 22:33
Well, uh, it’s, it’s about education, right? So when you’re when you’re deployed, or when you’re, you know, at the Firehouse for the 24 hour shift and nothing’s, you know, nothing’s taking up your time. You know, stay away from social media and television and study right studies, something that you that, well, I would study, just biographies of extremely highly successful people. Because there’s all kinds of things you pull out of a biography about Rockefeller and, and it’s about work ethic and and it’s about, you know how they thought about things, but you also, you know, figure out that they they’re a lifelong learner, like every successful person I’ve ever met is a lifelong learner, they’re sitting in the front of the room at a seminar, listen to their buddies talk about stuff that they know about may teach themselves but they’re still going to pick up nuggets here and there. And so it’s really it’s all about studying but you know, I would definitely look at the things that have been proven successful ways of protecting and growing wealth across the globe for generations, right and real estate is definitely one of those owning a successful cash flowing business that’s in in an industry that is not going to go away anytime soon. Like don’t buy the the eight track tape player company. I wouldn’t even buy. I don’t know, I’m going to come up with something dumb here. But I mean, I wouldn’t I wouldn’t come up with Something that’s maybe a fad, right? I would, you know, food is, is very popular. So sadly, that doesn’t have a high success rate. But, but a company that provides staples or a company that provides services that you just can’t automate, right? Like I robots not gonna replace the cleaning services where they show up and clean your house, it’s just not gonna happen. So, you know, having an something in an industry, it’s not a flash in the pan, that’s a good cash flowing business, carwash, right, it’s probably still gonna be around for a few years. And so that that’s, that’s one big thing is pick, you know, own a company, pick a company that you’ve well researched, that, you know, will be good. And then for passive investments, you know, I’m a huge fan of rental real estate in some manner, because we’re, we’re not to this point where we’re, we’re going to teleport to our, you know, to a home somewhere and not need food, shelter and clothing and shelter is a big one. So it’s not going away, right. And they’re not making more land. So you know, there’s no there’s There’s gonna always be a universal need for that stuff.

Ashlie Wilton 25:02
Yeah, that’s beautiful. And I know we’re nearing the end of this. But if you can just share with us what your biggest goal is that you’re looking to achieve within the next 12 months.

Clint Walden 25:13

Gary Pinkerton 25:14
I’m making it to be a little bit vague, but expanding the strategic relationship tips. I have expanded relationships I have with strategic partners I, I’m focusing really hard on I think about life as as you know, my social environment and my ability to influence people as having like, centric fences, if you will. And the inner fences where you have your, you know, your race horses right there, those are your raving fans. Those are the people that you’re so like minded, that you lose time when you’re talking with them, right, you lose track of time, and you just know that nothing is going to be misinterpreted and that your interests are gonna be aligned and there’s no underlying secret interests, try to use each other in a relationship and they’re in a relationship and those are the kind of people that I want in that inner circle. So I really want to focus on those individuals and add value to their world. Because I firmly believe that you get everything in life you want. If you just help enough other people get what they want. And when I can quote correctly, that’s Zig Ziglar. A huge, an amazing guy. So that’s what I’m focusing on is strategic relationships with partners and building to more people on my personal team of insurance based financial stuff.

Ashlie Wilton 26:27
Beautiful, beautiful. Now apart from people being able to check out your podcast, which I would highly recommend on heroic investing.com Is there any other way that people can get into contact with you if they have any questions or maybe want us as a financial coach?

Gary 26:43
Yeah, absolutely. So I’m, and I appreciate you asking that question. The easiest way is just my website. It’s not an amazing thing. So if anybody out there is really good at web development and marketing, marketing, love to talk with you But you can just go to Gary peekers and Gary Pinkerton calm.

Jason Hartman 27:06
Thank you so much for listening. Please be sure to subscribe so that you don’t miss any episodes. Be sure to check out the show’s specific website and our general website Hartman. Mediacom for appropriate disclaimers and Terms of Service. Remember that guest opinions are their own. And if you require specific legal or tax advice, or advice and any other specialized area, please consult an appropriate professional. And we also very much appreciate you reviewing the show. Please go to iTunes or Stitcher Radio or whatever platform you’re using and write a review for the show we would very much appreciate that. And be sure to make it official and subscribe so you do not miss any episodes. We look forward to seeing you on the next episode.