We’re not perfect. Right? Not at all. And we’re not trying to be. So I know what I’m good at. So I need to go out and find other people that have skills that I don’t have to become like the best we possibly can be as a group.

-Tim Clepper
Check out our latest 60-minute interview below with Tim as he discusses life lessons, attitude, and how he got to be where he is today.


[00:01:31.610] – Tim Clepper

Hey, you know, I think everybody’s different, man. I mean, I think it comes down to, you know, if you… Here’s the long and the short of it. If you don’t have something that guides your life that isn’t like money or material things or, you know, just stuff. If you don’t have, like, a purpose of your life that you and something that’s kind of like a magnet pulling you towards it, then, you know, you’re setting yourself up for failure. I truly believe, like, whether it’s spiritual or whether it’s like, listen, I have to play tennis like I’m such and I’m not. But I’m saying, like, you have to have something that you do that is outside the scope of just business or being a parent or being like a friend, like something for yourself that gravitates you and pulls you, makes you a better person. And, you know, for us and it’s always been the case. I mean, it’s just been, you know, the spirituality that we’ve had. And I’m not please don’t mistake that is like I’m this crazy spiritual, you know, lighting candles and that is not me. But it is just all about like, I think having a backbone.

[00:02:43.200] – Interviewer

Are you an optimistic guy?

[00:02:44.630] – Tim Clepper

I would say on a scale from one to ten I’m probably 100, that’s probably my biggest downfall. But it works, man. I mean, I think optimism in all cases wins the fight. In all cases,

[00:02:59.110] – Interviewer

Do you have to force it, sometimes?  You don’t have to force it?

[00:03:01.840] – Tim Clepper

 I never force it. It’s a totally, listen, I’m good at, like, four things, right? And one of those four things is being optimistic. I was born with it. I’ve groomed it. I’ve worked years and years and years in therapy and counseling, you know, about like how to use some of the talents that I have had of which are limited and really kind of, I would say learn how to control them, but I’m a crazy, opportunistic person, an optimistic person, and it’s something that we’ve had to learn how to manage. So for a long time, you’ve had for a long time,

[00:03:43.240] – Interviewer

Is optimism, a skill that you develop or are you born with it.

[00:03:46.880] – Tim Clepper

I think you’re born with it. I mean, we all know there is people that are negative people right there. Either something happened to them where they were made to be negative or  they were born negative. I don’t think people are born negative, but I think their circumstance might make them a more negative person.

[00:04:05.450] – Tim Clepper

You know, I think I was born with a huge spirit and optimism and being an optimistic person. And so as I’ve gotten older and certainly as over the years, we’ve experienced some really cool things like that optimism sometimes can just get unruly and you have to learn how to manage it. And just like anything else, like some people go and get a coach to help them with their golf swing or their baseball swing or, you know, their technique in jujitsu, whatever that is like. I’ve had a coach to help me with like that. Right. Not to become a more optimistic person and think about how many great things I can do. It’s literally to control the optimism. It’s the opposite of what you would expect.

[00:04:47.960] – Interviewer

Yeah, that’s the opposite side of that. So that’s one polar opposite side. What is a circumstance that you’ve been through? Can you go into a tough circumstance in your life that’s ever tested that? Yeah. Or where where you’ve used it.

[00:05:06.780] – Tim Clepper

Yeah. I’m in my mid 40s. I’m going to be 45. And I think in everybody’s life, if you say you haven’t been through a tough situation in your life in your mid 40s, then you’re lying to your whoever’s asking the question. I mean, I can give you a laundry list of them I’ve been through. I mean, personal injury, personal illness. My brother passed away from an opioid addiction seven years ago, almost to the day. You know, we’ve been through a lot. You know, I had a stroke 10 years ago. People don’t even know that. Most people don’t. But it almost killed me. And it’s something we’re through, like being optimistic and saying, you know, I’m not going to let that, like, stop me. I mean, I was in my early thirties when that happened, and it actually happened the same day it happened at Teddy Bruschi. And we’re like the same age.

[00:06:05.900] – Interviewer

The football player?

[00:06:05.930] – Tim Clepper

The football player. And it really freaked me out. I mean, obviously. But I’ll tell you what, if I would have said I’m done or I’m just not going to like. I’m not going to I’m not going to try to get better. I mean, I had to work my ass off. I mean, it was occupational therapy, physical therapy. I mean, I lost all my movement in my right arm, my right side of my face, everything. And we got it back within a year. And to the point now where you can’t really even tell unless you’re really looking at it.

[00:06:37.980] – Interviewer

What do you credit that?

[00:06:39.890] – Tim Clepper

I mean, and you’re just asking me a simple question. I don’t go around preaching my story saying, like, well, I had a stroke and I recovered. I mean,

[00:06:47.410] – Interviewer

that’s an incredible story

[00:06:48.220] – Tim Clepper

But it is what it is. Everybody’s got something right? I mean, but I will tell you, and I think this is the stem of the question, it was optimism and saying, like, I’m not going to let that hold me down, like we’re going to get better.And that’s that’s how you get better. I do remember my physicians telling me, like it was the fastest recovery that they’d ever seen. We had great physicians from UH.

[00:07:12.410] – Interviewer

And you think it’s that stuff that you can’t see, the optimism, the drive. The family support, all of that stuff. Is that the stuff that you credit to guide you through that?

[00:07:22.490] – Tim Clepper

No question. Yeah, but yourself, right? I mean, it’s not like. You know. Your uncle or your dad or your mom, I mean, some people, obviously, but you know, or your wife or your spouse or whatever, but not to say that my wife was in a tremendous support. She was the one that actually found it, figured it out.

[00:07:43.160] – Interviewer

At the end of the day, it’s you.

[00:07:44.980] – Tim Clepper

It’s you. And guess what that’s in life to it’s you. You can blame it on anybody but like, oh, well, I’m not successful. Oh, I’m tired all the time. Oh, I’ve got diabetes, whatever. Yeah. Change your life, change your diet. Do whatever it takes and be optimistic and. Make a difference for yourself, which ultimately makes a difference for everybody.

[00:08:10.770] – Interviewer

How important is accountability?

[00:08:13.690] – Tim Clepper

I mean, It’s all accountability. I mean, if you look at what it took, I mean. Accountability is a great question. That’s a highly debated question or highly, I mean, I would debate that, but I think that you have to be accountable 100 percent for your actions at all times, all the time, And we’re all human and we all make mistakes and you have to be in. But at the end of the day, certainly, even in my role as the president of the family office, which oversees wealth and business and relationships and finds new business and philanthropy, I mean, like. I represent a brand. So I have to be accountable not only to myself but accountable to the brand. I mean, even the people in this room and the people I mean, it all boils down to what happens. Like what? How I represent myself If I walked in here with, like a holey t-shirt, flip flops and jeans, that would change the attitude of how people roll around here. And we don’t do that. Obviously, we set a tone. Yeah, it’s called leadership.

[00:09:32.070] – Interviewer

So let’s let’s go back in a time machine, preferably the DeLorean. And let’s go back all the way to your childhood.

[00:09:39.030] – Tim Clepper

Okay. I had a great one. Fortunately for that. Tell me about it. Came from a very middle-class family in an upper-class town. So, I mean, I live I grew up in Hudson, Ohio, which, you know, we moved here in the mid-70s and I’ve been here ever since. Thankfully. My dad was in a trucking business, worked for yellow freight. My mom worked at home taking care of me and my brother, who has subsequently passed away, but my parents devoted their entire lives to me and my brother, my mom especially. And my dad traveled just like a lot of people’s dad does that, you know, until probably I was in high school and he took a job, well stayed with the yellow freight, but was working with the company that or working managing the office here in Cleveland. So he didn’t have to travel as much. But, you know, I came from I would say very, very a very, very fortunate situation. OK,

[00:10:48.790] – Interviewer

What made it fortunate?

[00:10:49.210] – Tim Clepper

The town of Hudson, I mean, like my parents, we lived we mean my dad was in the trucking business. I mean, I did not grow up a rich man. And my dad was the son of one of the guys that worked on the Redding railroad, my grandfather. And I never knew my grandfather on my mom’s side of the family. As a matter of fact, my mom’s side of the family was Mennonite up until she was, I think, nine or ten. So we didn’t really even know that side of the family. There’s certainly some cousins that our dear cousins, friends, and family of mine that on that side of the family, but most of us on my dad’s side of the family. Came from no money. I mean, my dad had to steal like food from when he was in high school in order to eat. I mean, like, you know, you talk about some of that stuff. So where our families come and he wanted to make sure that his two boys had a better life than he had, although I think he had a fun life playing in the woods growing up as a kid, which they were able to do. I had an amazing family, amazing mother, amazing father. I started dating my wife when we were in ninth grade and we stayed together ever since. So my wife of 20 years is my high school sweetheart. How weird. It’s weird, right? But today’s day and age. But is what it is and it’s a byproduct of just having she has and her side her family totally amazing. So I grew up in a very fortunate situation, not necessarily financially fortunate, although I will tell you that living in Hudson, I got to be around a lot of people that had a lot of wealth and I got to see that. And I think that was one of the things that made me say to myself, you know, I’m going to work really hard. I’m going to become what I want to be. And I can tell you that’s not going to be, you know, in a physical labor job. I mean, I want to learn, go to school, and make a difference for something. And I didn’t know what that was obviously at the time. But, you know, it was living here in this town and having the family that I had that put me in the situation we’re in today, which I would tell you is an incredibly fortunate and incredibly, I’m incredibly thankful for our situation today.

[00:13:10.600] – Interviewer

So going back and looking at if you could even just assess your own self. Yeah. Time you see the value of hard work.

[00:13:17.980] – Tim Clepper


[00:13:18.300] – Interviewer

You see your mom does in the home, you see.

[00:13:20.630] – Tim Clepper


[00:13:20.860] – Interviewer

 Just on the road. Yeah. You know what it is to be working class. You see that you’re a part of that. You see the benefits of hard work. But then you also see the outcome of not only wealth but you know, the American dream ability to be able to work hard and then that that becomes achievable to you. Do you think that’s maybe what sparked your interest in finance and in the work that you do now?

[00:13:43.000] – Tim Clepper

Yeah, I mean, so I’ll walk you through it. Right. So it and I learned this from my dad, right in my mom. But like, hard work pays off. Right? And sometimes I mean, I was up at five o’clock this morning exercising. If I didn’t exercise, I would weigh 400 pounds. I’m telling just because I love to eat a lot, but like I burn a lot and like I’m burning my candle burns. Right. So, you know. Even this morning, the person that runs the class that we work out in said you don’t have to worry if it’s working or not, you’re here, it is working. Just keep doing it. Don’t fall off the rails and stop. And so from a very early age, I’ve always had to work. And people that know me that would ever listen to this would say, well, Tim, when he was 13, worked for me. Whether it’s washing dishes or putting in a concrete driveway. I mean, I operated the sledgehammer in between my senior year in high school and freshman year in college in a concrete construction company. I mean, I’ve done pretty much everything, but I really realized that hard work and if you keep your head down, you can become something that perhaps you’re not right now. Right? I think I was born to do what I do today, but it’s taking a tremendous amount of training, a tremendous amount of education, and not only in a classroom but also on the street to get to where I am. And you can get there by just continuing to work, keep your head down and know that it’s going to work out for you. Like, know, like have the conviction that as hard as I work and as much as I put in, I am going to get it out. And if you think that way, you’ll get it.

[00:15:44.480] – Interviewer

You know, it’s interesting about work for me, it feels like it’s a great equalizer. People start from different perspectives. It doesn’t mean the outcomes are always going to be the same, but it feels like anybody, no matter what your socioeconomic status, no matter where you’re at if you work, you can achieve gains from that work.

[00:16:01.240] – Tim Clepper

There’s no question.

[00:16:01.940] – Interviewer

I mean, and that’s a beautiful thing. There’s no entry country club pass to get into that.

[00:16:06.430] – Tim Clepper


[00:16:07.120] – Interviewer

Everybody, if you are able, you can do it.

[00:16:09.760] – Tim Clepper

You know, it’s funny. So I started at a company called McDonald and Company as a stockbroker in the mid 90s, and that doesn’t even exist anymore. I mean, I literally used to call people at their house or at their office and sell them stock and they had no idea who I was. Right?

[00:16:25.810] – Interviewer

Cold call?

[00:16:26.580] – Tim Clepper

Cold call.

[00:16:27.240] – Interviewer

The coldest of cold,

[00:16:28.070] – Tim Clepper

The coldest of cold. My name is Tim Clepper. I work for McDonald & Company I’d like to talk to you about three things.

[00:16:36.430] – Interviewer

What’s that?

[00:16:37.150] – Tim Clepper

And that’s what I was trying to get you to say, right,

[00:16:39.620] – Interviewer

And I did.

[00:16:40.110] – Tim Clepper

And that’s what you did and I learned how to do that. And here’s what I learned. If you do a hundred of those phone calls a day, you will be successful. It’s the math.

[00:16:50.500] – Interviewer

it’s volume right?

[00:16:51.550] – Tim Clepper

It’s volume. But if you do 10, you’re not. So I got an opportunity to work for a company that said if you do this, by the way, I’d figure that out. But if you do this, you will be successful. If you don’t do this, you will fail. And I did it and became successful. And that’s what I love about sales. Sales is repetition. Being able to take no for an answer or not taking no for an answer, but being able to hear no and keep going and keep going and having faith and being opportunistic and optimistic. Right? Which all we’re talking about all ties in together and sooner or later, somebody is going to say what? They’re going to say, yes, I remember the first time somebody told me yes in a cell.

[00:17:34.030] – Interviewer

How did that feel?

[00:17:35.190] – Tim Clepper

I was like I was so not used to hearing it that I didn’t know what to do. It was is the craziest thing? And if anybody is listening to this, it’s a salesman. You know what I’m talking about because it’s like the first time somebody says yes to what you’re selling. You’re like. I can repeat that, and so you might even go on a like a losing streak, but you get addicted to that, right? And then you go out and get and that’s what makes you a crazy, great salesperson and anybody associated with would know like it’s the addiction to that person saying yes again. Right? So if you really boil it down to my very essence, like that’s what I fell in love with, that put me into the situation we are in today. I fell in love with sales and then realized that really what I fell in love with was the fact that I could create relationships…

[00:20:59.910] – Interviewer

So at the end of the day, talk to me about relationships, Why are they your superpower?

[00:21:05.780] – Tim Clepper

All right. So first of all, it stems back to when I was a younger guy, I would say probably even in high school, and I remember one of my best friends and his dad actually was the CEO of a publicly-traded company, and we all looked up to him. Right? And this is one of the people like I got to hang out with while I was a kid growing up. But I mean, certainly, that wasn’t my family. But it was fun. And it and when you’re the CEO of a publicly-traded company, I mean that you’re at a different level. Right? And he said, Tim, I remember you he was standing in the kitchen. He said I’ve never seen anybody that could grow relationships like you. And he said that. And I don’t even know. I forgot I was probably junior. I don’t even know how old I was. But I was like I took notice to it. But then I was never the person in high school that was clicky. I’m not a clicky person. Anybody that knows me would say that. I have a lot of friends and a lot of different circles and that and as we continued to kind of grow that, I realized that it was relationships like that’s that’s what I do. I mean, my relationships mean more to me than anything. Well, I can’t. I mean, obviously, my children and my family and all that, my wife. But my relationships mean more to me than anything in the world.

[00:22:30.920] – Interviewer

If you mentor a lot of young people,

[00:22:35.870] – Tim Clepper

 Tons and have for a long time.

[00:22:36.290] – Interviewer

If you had a group of 10 folks getting into any type of sales, any type of sale Yeah, but if you had 10 people right in front of you, young people in a sound bite, what would you tell them? I know it’s a little repetitive for you. What would you tell them about how important relationships are in terms of what they do. How would you guide them if you were to talk to you a clone of 10 of you when you were 18 years old? What would you say?

[00:23:09.370] – Tim Clepper

I would tell you that. Maybe differently than about relationships, because obviously, they’re important and certainly if you’re going to be in sales like I mean, you have to be able to cultivate a relationship. But the one thing that I talk to younger folks about is to figure out what your superpower is. Everybody’s got one, right? I mean, and you might not even know it and it might not even become present or apparent to you until you’re like later in life. But like every person, every human being has a superpower of some kind. And you have to figure out what it is and then you have to develop it, grow it and turn it into your greatest strength. You know, my partner and you know, my like, one of my best friends and everything, Matt Kaulig, his superpower is leadership. I don’t think there’s one person that would say that Matt called superpower wouldn’t be leadership. It is leadership. I’ve never seen anything like it. That guy, like people, will run off the cliff, right? That’s his superpower. Mine is relationships. So when I talk to younger people and help them and mentor them and there’s many, many, many of them and they’re listening to that, they would tell you that it’s like figure out what your superpower is. And it might take a lot of people to help you figure that out. Right? And you can figure it out real quickly when you’re in sales, because the crazy thing about sales, especially if it’s like 100 percent commission where you live by the sword or die by the sword like you figure out real quick what you’re good at, right? What your superpower is. Look, some people have looks as a superpower, right? Some people have their energy as their superpower. Some people have leadership. Some people have relationships. Some people have their intelligence as their superpower. I can’t tell you how many times I’m in a conversation with somebody that I know is way smarter than I am. Like, I don’t even know it. I don’t even know my brother was like that. My brother was almost a Ph.D. in molecular biology from Penn State University. That close. I couldn’t even talk to him like my senior year in high school because I couldn’t understand what he likes. He was so smart. And that’s one of the things and I’ll caution people like that’s one of the things that he got stuck on these painkillers not to go down that rabbit hole, but that was to dumb the world down a little bit so he could be normal and feel normal. But this is seven, eight, nine years ago, and it wasn’t like it is today. And he just got stuck on them and that was it. So my point to it is. Figure it out right, and then grow the hell out of it and then sell that right and then whatever that is like, whatever you end up selling just happens naturally. It’s like a byproduct of it. Right. So. That’s how I would mentor somebody that’s new, that’s younger coming in, I’m going to meet with somebody that’s younger in 40 minutes in their mid-20s, and we’ll have the same conversation. And that person is charged to have a very big, he’s in he’s got very he’s got a very big position in life right now for being a young 23-year-old person. And he’s coming in for that very reason, is I have some I need some help.

[00:26:35.200] – Interviewer

And so you mentor people all the time?

[00:26:36.760] – Tim Clepper

All the time, yeah.

[00:26:38.280] – Interviewer

why is that important to you?

[00:26:38.850] – Tim Clepper

Max Schindler has worked for me and with me as a partner. since he was a freshman. And he went to college full time and worked with me full time. Why is it important?

[00:26:51.510] – Interviewer

Why is it important?

[00:26:52.780] – Tim Clepper

You know, first of all, it takes a team. Right?  One of the things I hate to hear people say is I’m a self-made man. I’m a self-made millionaire. I watched a show last night on Discovery, like about undercover billionaire, I think it’s called I Wanted to Puke in my mouth and no offense, but like he’s talking about like I made it on my own. I call total bullshit to that, it takes a village, it takes a team, unless you came up with a winning lottery number and you pull the ticket and it was just blind damn luck. There’s not one person that could say I did it all myself. Right. So that’s one of the things that I really mentor people is and that’s why younger, like not so much even younger people, but other people like you,  and like the people in this room and the people in our company, like I have to surround myself with those people because that’s what makes us all better. Right. Like I said before, I’m good at, like, four things. Right. But the four things I’m good at, I’m really freaking good at. Right. Lebron is really, really good at like four things. I think he would tell you the same thing. Right. But those four things he’s good at, he’s really good at him. Right.

[00:28:18.220] – Interviewer

Hall of Fame worthy.

[00:28:19.010] – Tim Clepper

We’re not perfect. Right? Not at all. And we’re not trying to be. So I know what I’m good at. So I need to go out and find other people that have skills that I don’t have to become like the best we possibly can be as a group.

[00:28:32.410] – Interviewer

So you’re cold calling back in the day. Was that in the 90’s?

[00:28:36.670] – Tim Clepper

It was a fun time.

[00:28:37.480] – Interviewer

So tell me a little bit. Let’s do a quick story.

[00:28:41.280] – Tim Clepper

I’m surprised I’m still alive.

[00:28:43.990] – Interviewer

Let’s talk a little bit about going from there and then now to where we are and where you are in the single family office. Can you take me on a quick journey, but also some nuggets about what experience was OK.

[00:28:55.930] – Tim Clepper

Yeah. So I’ll start from the very beginning. Right. So. Football player, lacrosse player, I was very involved with my school, was very involved with my friends, I was just that typical high school kid, right? I wasn’t overly good at sports. I was good enough. But, you know, I was hanging. I like to hang out like, you know, I was a kid. My brother was crazy, crazy, talented, you know. You know, as far as he was brilliant. Right. So I almost grew up like. I didn’t get those brains, so like he’s doing so it’s OK for me to be like a C student, but then when you get into college, those things change and you need to be now. It’s now it’s on. Right now it’s time to be like, this is all you. Now it’s time for you to start a life for yourself. So I had to learn real fast that I had to work really freaking hard to get really good grades, which is what I did. And I joined a fraternity and everybody listened would tell you that there are a lot of nights that I spent in my dorm room studying and in order to get like a good grade on our algebra 2 test, which I’m not a crazy, great algebra person, just that’s not the way my brain works. But I was able to get through it and ended up graduating magna cum laude at Kent with almost a 4.0. Interestingly enough, I started a credit union with a group of guys, men, and women at Kent State University, and it was one of the best. At the time, I had no idea what happened, but I basically started a bank for students at Kent State.

[00:30:33.560] – Interviewer

You started a credit union at your college?

[00:30:34.970] – Tim Clepper

Yeah, in the mid 90s. Yeah. And I was the I was the vice president of investments.

[00:30:42.590] – Interviewer

And People were investing?

[00:30:43.890] – Tim Clepper

Well, here’s who invested. Other credit unions invested in us. We were federally chartered, state insured. It was the Kent State Student Credit Union in the mid-90s. And if you’re listening to this, I’m sure you’re smiling right now. But I went around other credit unions and said, you know, Mr. Smith, that X, Y, Z, credit union, if you give me a hundred thousand dollars, I’ll put that in a CD down in at the time was called Corporate One and I’ll pay one percent less than what I can get on it. Right. So in that one percent, I would make that would be the money that we made in our credit to make money to pay, to get the things that we needed to have. So Carol Cartwright, President University, gave me a place in the student center. I had a full-blown office. We had 15 student employees. I mean, people were getting college credit for it was just absolutely insane. But people used to say like, oh, like we’re part of an investment club in college. Well like, this was I mean, I had a business card and a cell phone in the mid-90s. Nobody had that.

[00:31:42.080] – Interviewer

How big was that cellphone?

[00:31:42.920] – Tim Clepper

It was the size of a shoebox. Right. I think I kept it in a shoebox. Right. I think it came in a shoebox. It was a Tandi or a RadioShack cell phone. But I was one of the first people and I wanted to have it because of two reasons. One, you had to look the part, right? I mean, who was I really going to call on a dam cell phone in college? But two, like I used it right. It was cool. So I started a credit union and that really and so how I got into the investment business professionally is all through college. I was managing the portfolio that we built. Right. Not only did I have the fun, find the money in order to like have money to lend to others, like, lend students. But we also had to manage that. And we had examiners like, you know, like, you know, federal examiners that would come in and basically tell me what I can and can’t do. And they would audit that and govern that. No Internet. So you can’t just type it up. They would literally be looking through the newspaper and say, like, you can buy this bond, and here’s the CUSIP number, and here’s when it matures and that’s what you have to buy. And here are the three brokers that you can buy it from like they would just now. I’m nineteen, right. And so I would make those phone calls and I would I became a very good client of a stockbroker, right, and they couldn’t believe that I was a young college kid that was making five hundred thousand dollar trades. Right. But I was so that’s how I got interviews to become a stockbroker. And I partnered up with a guy who was a great friend, continues to be. And he really showed me the way to kind of like work my tail off when I say that. I mean, like in the office on Sunday nights at three o’clock in the afternoon to about 7:00 every single week. And you’re making your call list and you’re figuring out what you’re going to say. And you’re doing your research because on Monday it’s game on, babe. Right, you got to figure that stuff out on the weekend, and so we force ourselves to work on Sunday night. You talk about hard work and dedication, all that stuff. Imagine telling your wife or your family, your girlfriend, or whatever it is. Hey, I know you’re sitting at the pool right now, but, like, I got to go to the office and get ready for Monday every week. Right. So when I started in the investment business, I thought somebody was going to come to my office with a wheelbarrow full of money and, like, dump it on my desk and go buy a bunch of fancy suits and call it a day. Turns out it was the worst paying, the easiest job you could ever have come out of college. Right, but it was the best paying, hardest working job you could ever have to. And you learned real fast. I had a phone book and a telephone. Go. So after you get your licenses, sell whatever we have, and that’s what we did and I got really, really good at it and became really partnered up with some guys and they got they were more like into this is really when it went we were started changing from like stockbrokers to some of these guys to get into things like as foreign as financial planning like we straight-up salespeople. I didn’t even care if you did have money like I’m selling you stock. You had to pay for it or the police are going to come and take you out of your house. Right now, this whole financial planning opportunity was maybe more like that’s more along the lines of what I want to do. I really didn’t want to be. Yeah, it was like the way I’m like, that’s what I want to be. I mean, I like selling, but like, I don’t want to be like that guy, you know? And at the time I was twenty-two.

[00:35:25.590] – Interviewer

I mean, was that is that life sustainable.?

[00:35:27.930] – Tim Clepper

That was more I saw that as a more of a path, like a clear path like I and then what happened was I made a partnership agreement with a couple of guys and you know who you are. And they all work with us here today after twenty plus years of doing it, which is amazing. But it came down to look you guys and this is critical. You guys are hyper good at what you do, financial planning. You guys are certified, financial planners. You guys, this is what you do. You don’t understand insurance and trusts and estate and we have all these relationships. I’m a sales guy, like let me go out and find relationships and bring them back to the den, so to speak, and then we’ll work on them together. But like your for lack of a better word, you know, you’re that economist. You’re that planner. You’re that guy that sits behind a computer. Like, you have a hard time going out and finding these people. But in that business, like back in the back in the day, you had to find your own clients. So the smart thing that we did was I was the finder. Everybody else was the minder, and I got really, really good at it, like really good at it. So I was at McDonald’s and company through the mid-90s. I went to another firm. I started an office with a gentleman who has just had a spectacular career in the finance business for a company by the name of Robert Baird and Company based out of Milwaukee, Wisconsin. Phenomenal company. And then I went on to really a bigger ocean, so to speak. And I worked at Morgan Stanley as a senior vice president and senior portfolio manager in my 30s. I mean, we were good and we were crazy big. And then I realized, like, this is just crazy like I’m not a New York City like I love my relationships and I, I just need to get out. And start my own thing, and that’s what we ended up doing in 2015 after nearly. 15, 16, 17 years of building and building relationships and having people like want you to be successful, right. And having these great partners that you’ve done deals worth and planned for and helped out and done gone way above and beyond what your call of duty is. And those people want to see you become successful. And then I finally got to the point in my life where I was like, now is the time. I’m in my late 30s. If I don’t do it now, my young kids like if I don’t do it now, I’m never going to do it. And I remember talking to my wife about I’m like, hey, I just want to chill, I’m leaving a monster company where I have a monster job and I am we’re going to strike out on our own. And she’s like, what? Like. And by the way, we don’t have any insurance. And I’m going to have to fund Peyrard of our checking account. So if you see big-time, like, drop in our checking account like that, because I got to pay for all these other guys that have been my partners for like since Max. We talk about Max, right? I talk about Max all the time. He’s not like my brother. Right. Like somebody’s got to pay for him. I mean, not going to do it for free. So we took a monster risk. The biggest risk I’ve ever taken in my life and it apparently has paid off crazy because if I didn’t do that, we wanted to start a company around starting family offices for people and then lightning struck. And I will also say this in everybody’s professional career, you can look back to having a unicorn moment or not having a unicorn moment. And it’s as black and white is that you either landed that if you’re an NFL agent, you either landed that Tom Brady or you didn’t. If you’re a financial guy, you either landed that billionaire or you didn’t. If you’re a hedge fund manager, you either did that deal and made billions or you didn’t. It’s black and white. It’s on or off. It’s binary. I met Matt. And. This is before like. The company was doing great. Don’t get me wrong, but. Matt came to me and talked to me about like, hey, I’ve got some ideas around what I want to do in the company and what do you think about them and. We were just friends and he didn’t have I wasn’t managing any money for Matt, as a matter of fact, we had no business relationship. We were just friends. And I will tell you to people that say don’t do business with your friends, I think is bullshit. I think you do business with your friends. You do business with your family, because when things turn shitty, right, you have at least a relationship that you can go back to and say, look,  we got to work on this together. Right. Anyway, the point being that in 2015, I had a lightning strike and that lightning strike is that. Just on, just because of a relationship, because we are kids went the first grade together and we showed up at the parent-teacher meetings as parents in like, you know, as dads that not all dads mostly are at work. And like, we would show up together. Then we became really good friends and just started talking and. The answer to what Matt was asking was bringing in a partner to help him, and that wasn’t me, but I was the conduit to bring that partner in which then just set the world on fire for all of us and provided Matt with just an unbelievable situation to not only have, you know, a really significant liquidity event but also take his company, which at the time, Leaf Filter to a whole new level, I mean, I’m talking about like thousands fold in terms of people revenue and everything else offices,

[00:41:54.200] – Interviewer

So you take this huge risk?

[00:41:55.870] – Tim Clepper

By risking himself. Right, so as growing Leaf Filter, it was all his money all the time, right, and that was one of the questions like, well, I want to grow, but like, how do you grow, if you like, every time you want to open an office, you’ve got to dig into your own checking account. That’s hard. I was just what are we to say? We just had that conversation. Talk to Amy Clepper about it. She knows it really sucks. And I don’t care how much money you have. I mean, it costs money to start new things. Right. And that was really the thought process that came around bringing in a private equity partner to bring private equity. Right. And resources into his business, which was just about ready to go over the tipping point. And it obviously has.

[00:42:46.490] – Interviewer

So I want to bring this full circle to the last part of the conversation. But just kind of you take this big risk, right? 15. Yeah, but you’re optimistic, right? And then you land your unicorn. But it was because you developed a relationship.

[00:43:00.260] – Tim Clepper

But I wasn’t looking for it. No, you weren’t. No. And that’s the thing. And you don’t ever have to be a beacon. People ask me all the time, like, why do you do social media? Why do you do like why would you do a podcast? Why would you be why would you put something out there about yourself or why would you dress a certain way? Like the answer is you have to be a beacon. You have to show people that, like, you want to do business, you want to build friendships, you want to build relationships. You want to be like in order to grow. And the more people you have right behind you, like the more people not behind you, but like as a team. Right. If you’re the quarterback, you have to be the beacon. And that’s what it’s all about. That’s why we do what we do so that we are known and when we go into a meeting, people aren’t like, well, who are those guys? Right, or who? That’s why it’s so important to be out there at this level. The point being, if I didn’t start a McDonald’s company and I use that, it was a phenomenal place as a stockbroker, selling stocks to people that were 40 years older than I was on the phone without ever meeting them before. Right. And then being able to do it enough to make money and stay at it and then getting good at it and then realizing you wanted to take a different direction and then bringing on people that were really good at that with like financial planning and doing retirement work and really helping people and making a difference and learning about their families and their kids and then taking and then getting into the big time working for a big firm with a big title and a big job and then saying, you know what? I have enough faith in myself, I have enough relationships now I can go out and do it myself and take a monstrous risk because if I don’t do it now, I’m never going to do it. And then all of a sudden, bang. Like, the reason why I did that was to meet Matt. I didn’t know it at the time. I wasn’t looking for it. I wasn’t anything. It just happened. It was a unicorn moment. And I would tell you that if I didn’t have that experience and go through that pain and go through those problems and go, I wouldn’t have known what he was. I don’t I wouldn’t know what he was talking about. I mean, I did  I helped 15 entrepreneurs sell their company, and if you’re listening, you know who you are. Some companies were small, couple million dollar companies. Some companies were big, 50 hundred million dollar companies. But I got really good at helping people do that. And so when I met Matt. I didn’t know what he was, but then because I’ve had I mean, I learned how to do it, it was meant to be. The only way I can tell you about my relationship with Matt. And like, I know we keep coming back to it, but like, it was just meant to be.

[00:46:12.040] – Interviewer

I was reading in The Wall Street Journal, I think it was a couple of weeks ago, but they said single family office is the new Vogue or something along that line.

[00:46:20.520] – Tim Clepper

I started at the bottom of the freaking pyramid? Right. And now we’re at the very top of the of the pyramid as it relates to the finance business.

[00:46:32.010] – Interviewer

What is a single family office?

[00:46:33.540] – Tim Clepper

A single-family office is a private firm. Tax. Investments.  Business. Legal. For one family. For one, family, for one, I mean, it could be the Rockefeller family, right? It could be the college family. It could be you know, it could be the James family, right? It could be. What’s happened is. So many people have tried to take advantage of the system over so many years and manipulated people out of money and investments, that the regulation of private equity and hedge fund and money managers has become so punitive that people are just saying, you know what, I’m done. I’ve made billions of dollars, I’m not going to do this anymore. And I’m just going to set up a family office and I’m going to hire a bunch of companies to handle my stuff. Right. So when you have a family office. You build your own firm. And thank God I’ve had all this experience because if I didn’t, I couldn’t have done what we did right. Family offices come in all shapes and sizes. I tell people if you’ve seen one family office, you’ve seen one. They’re all different. But it totally is the pinnacle. It is the top of the absolute top of the food chain as it relates to, you know, the finance business in America. People would argue hedge funds. And, you know, well, I’m a hedge fund manager, but. Well, but at the end of the day, when it’s all said and done and you don’t have any more customers and you don’t have any clients and you don’t have any other people, and it’s just you. You don’t have anybody you have the answer to. It’s just you that’s top of the food chain. You look around and there is nobody to your right. There’s nobody on your left. That’s the single-member family office.

[00:48:40.960] – Interviewer

You’ve seen a lot of success with this model, but then you’ve also said, you know, the more that you make, the more you can give. Yeah. So let’s talk a little bit about the philanthropy. We found this out. Why is giving so important?

[00:48:52.400] – Tim Clepper

Right. So look. It stems back to this. There’s no such thing as being a self-made man. Right, people have helped you get to where you are today, I don’t care who you are, right? When you get to where we are, you’ve gotten a lot of help, you’ve gotten a lot of help from a lot of people and you’ve been through. Excuse me, but you’ve been through a lot of shit. I mean, if you think this has just been easy to get here, it isn’t right. It is super freaking hard. But we made it right. It’s time now to it’s time to pay the bills. Right. And that is helping others. That’s why I’m convicted by it. That’s why Matt’s convicted by it. We didn’t get here by ourselves. I don’t care what anybody says. Right. And there is a lot of people that helped, now we did it like Matt and even like a ton of the work, but it takes a village, so I have just I am just 100 percent convicted in the fact that you have to help others and by helping others, that helps the whole system, right? The whole system. And as you get bigger and bigger and bigger, you have to help more and more and more. You have to do more. You have to do more. Right. And I think one of the great failures and I think why people fail is when they say, you know what, I’m going to shut the door, I’m going to go on a boat and then so. Not one person of I ever met and somebody could be listening to saying, that’s bullshit, but I’m going to tell you this, not one person have I ever met that said, you know what? I had this awesome life and we grew it. And we and we built this amazing company and we brought on these brands. We got it. And now we’ve got all this money and we’ve got all the success and we’ve got all the stuff going. So now I’m going to go into that room, shut the door, not come out for 20 years. Well, you’d be like, well, that sucks. I don’t want like you don’t want to go, like it’s time to go, right? Why would you do that? Right. There are people that end up doing that, but they ultimately end up saying to themselves, I should never have done that. Right. I should have never just left. Right. I don’t have that same energy. I don’t feel it. I don’t feel alive. And that’s we’re not going to do it. So we’re actually going to go the opposite of that. We’re going to give as much as we possibly can to help as many people as we possibly can for as many years as we possibly can do it. Why? Well, because people have helped us get to where we are. We’re giving back we’re doing the right thing, we’re convicted by it, some people might challenge that, but I always go back to it.

[00:51:54.750] – Interviewer

You said if you can make one person’s life easier, you do what you have to do to do it. You told me that when we met, what why does that what drives that? I mean, is that is that your faith?

[00:52:04.860] – Tim Clepper

I don’t know what the answer is that, you know,

[00:52:08.310] – Interviewer

Because it’s easy that there’s always these answers. But you I mean, I’ve met you and we’ve talked a bunch and like, I can smell bullshit. I know when someone’s like a liar or I can tell it, they’re just really there is a conviction behind that. You actually care about the human soul.

[00:52:22.950] – Tim Clepper

It’s the soul. I mean, and again, please. I mean, it’s like. I’m not that it is.

[00:52:32.160] – Interviewer

This isn’t the 700 Club.

[00:52:34.090] – Tim Clepper

I mean, like, I’m I am not a perfect I don’t want to be perfect. I’m not supposed to be perfect. I don’t. I just not. But I will tell you that I believe in souls. I don’t care who you are, I don’t care what you’ve done, I don’t care, I believe in souls and I believe in helping souls I believe in instead of hurting them instead I believe in the opposite of that and I believe in helping them. So that’s it. If you can make a difference in one soul. Then. That’s like one hundred percent win right there, just one. Now, if you can make a difference in a bunch of them, then it’s just even I mean, the energy around that is just indescribable. So that’s what we end up doing and it’s all walks of life, it’s kids, it’s adults, it’s men, it’s women, it’s people that I mean, it’s just, I’ve said this quote, and I came up with it and I’ve used it and I use it in our own charities, but it’s the healing power of giving. Right. And it could be you could it might seem like you have to have cancer. It’s just like if you’re having a bad day. And I give you this cup of coffee, dude take a minute. I brought you this like you’re like thanks. I mean, that’s cool. It makes your day. I love coffee too. Right. So it’s a healing power giving. And I think that’s where we are right now, you know, and we’ve really built this amazing company, the companies and, you know, the tip of our spear is certainly the philanthropy in what we’re doing and couldn’t be more excited about it. It’s growing like a weed. Can we end with some rapid-fire questions and we’re out? Sure.

[00:54:34.040] – Interviewer

So these are tough as quick as you can and I’ll go quick.  What advice would you give to your 18 year old self?

[00:54:40.340] – Tim Clepper

Don’t quit.

[00:54:44.240] – Interviewer

What is one mistake that you would want to take back?

[00:54:48.690] – Tim Clepper

Oh, man, one mistake that you would want to take back. Hmm, man, I’ve made so many of them, but and I’ve learned from so many of them. I would tell you that would you take it back or did they help you learn, you know? Well, I’ll tell you, you know. My brother got really sick. And I had to cut him out of my family to the point where he didn’t have a place to live and asked if he could live with me and my wife and our two newborn kids. And the answer was, I love you, but no. And I think that was a mistake because I look back at it today and I’m like. Oh, my God, if I could have just had him in there for another couple of years, I mean, I could have done it. I mean. You know, but it’s my brother, my only brother who I grew up with one year younger than me, I was born in nineteen seventy-five, was born in 1976, March 17th, 1976. I was born on March 4th, 1975. So almost to the day, we were one year apart, I had to make that decision and that was a mistake, I think.

[00:56:09.400] – Interviewer

What is one piece of advice that you would give somebody getting into your industry?

[00:56:16.770] – Tim Clepper

Well, you can’t get into my industry like, I mean. I am the president and chief executive officer of the Kaulig Companies, which is like our family office, looks different than anybody’s family. I mean, some of the guts and the nuts and bolts are the same. But at the end of the day, it’s totally different.

[00:56:38.280] – Interviewer

If they see you as a beacon and maybe their end point is different. Yeah, they start that journey. What what piece of advice would you give just to give them that push?

[00:56:46.490] – Tim Clepper

Yeah. Find people that are already doing it and go work for them, work for them, don’t do it yourself, work for them, and learn right? You can’t you can’t just show up and do what I do for a living. It is all relationships. It is banks, lawyers, investment companies, real estate transactions like so that takes, excuse me, decades to learn. Right. Let alone being able to protect wealth. This might sound different or this might sound bad or this might. Like making wealth is not that hard. The whole TV show, Accidental Billionaire or whatever it was that’s on Discovery right now, he’s in 90 days going to build a million-dollar company. And just to show like, you can do that. Right. So it’s like making wealth isn’t that’s not the hard part. It’s keeping it right. So you look at the people that win these mega lotteries right, and three years later, they’re bankrupt. How did you win 50 million dollars and lose it all? Well, you don’t have the infrastructure in place to manage it. You don’t have the mental, you don’t have the financial. You don’t have the legal, you don’t have the infrastructure. And that’s what we provide here to the family. Like the what we have at the end of the day, whether it’s marketing, whether it’s finance, whether it’s legal, whether it’s accounting, whether it’s bill pay, whether it’s fixing the freaking car, finding the people that do that, like that’s what we hear. We are all infrastructure. We are all support. We’re the backbone to the family. And that’s what you have to so. Can you just get into it, I mean, you could work here, but like to get to where I am, you have to go through many, many years of learning in in different roles. God, that was a long answer.

[00:58:54.120] – Interviewer

That’s great. Two more and we’ll be done.

[00:58:56.280] – Tim Clepper

Can I say one other thing to that?  You just can’t be one thing either. I think in the family office of the future, the single-member family office of the Future. And we should do a whole other podcast on this because I could talk about it for hours and hours. And this is one of the things that makes us unique. Most single-family offices, 10 years, five, 10 years ago were like, don’t tell anybody how we made our money and don’t tell anybody what we’re investing in because we don’t want to like. Have other people rush to what we’re doing? You know, it’s totally different now, right? So it’s a generational shift. You know, we’re not John D. Rockefeller anymore. Right? Like, don’t tell anybody. We own this island down the Caribbean. Like it’s changed. Right. So we look at it’s the opposite of that. Right. So now moving forward, it’s like we want to be able to tell our story and evangelize that to use a spiritual word so that we can do more business, build cool things and help more people as a result of getting the profit. It’s a that’s why our infinity logos is infinity. It doesn’t start or stop or that’s why our logo is the infinity symbol. Right. It just keeps going. There’s no end in sight. We continue to do business, we continue to make money no matter how much money we have, so we can help more people and do more things right. Interesting thought. Point being, if you’re coming into doing this and you’re going to try to be in trying to get my job someday, which you can’t have, learn a lot of different things. Right. Business. Arts. Psychology. Legal. all that stuff gets you to where I am today if you pigeonholed yourself and say I’m just an accountant or I’m just not. No offense. I mean, we need all of that stuff. But if you’re going to be where I am in the seat I am, you have to have all you have to have some knowledge and expertise and a lot of different things.

[01:01:01.350] – Interviewer

If you could be born in any era. Yeah. What would it be?

[01:01:04.310] – Tim Clepper

I would be born exactly in 1975.

[01:01:08.390] – Interviewer

Let me ask you again, because I think it ran over your sentence, so if you could be born in any era, what would it be?

[01:01:12.740] – Tim Clepper

Well, I’d be the product of a baby boomer. Like, I wouldn’t change what I’m doing. I wouldn’t want to be born in the 1920s, I wouldn’t want to be born today, I wouldn’t want to be I mean, I wouldn’t want to be born in the 90’s, I mean, I.Mostly because I don’t know any different, but like, I’ll take exactly what I have.

[01:01:33.100] – Interviewer

If you could pick any other profession, this is last one, would you pick a different one, know where you’re sitting?

[01:01:38.520] – Tim Clepper

I would not do. I was made to do this.

[01:01:43.380] – Interviewer

Thanks for talking with me.

[01:01:44.580] – Tim Clepper

It’s been fun, I got a lot more to say. Yeah, thanks, buddy. All right.