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B
Well, when I ran ahead, my hedge fund, I remember, I think I was like 31 years old, and I was in a. It was a billionaire's office. And he had an estate planning attorney in the meeting, and he had no idea what he was. The estate planning attorney had no idea what he was talking about from the. From the business, from the. From the finance standpoint. And when the meeting ended, I asked the. My prospective client, who ultimately became a client, I'm like, why was he. Why was he there? I did it respectfully. And he kind of put his hand on my arm and he's like, you'll understand one day. He goes, the goal is not to become a billionaire. The goal is to be worth zero, but control as much as you can. And all these trusts and estate planning attorneys, they're just getting stuff outside of people's estates. And that was sort of like an aha moment for me when I realized it. So what these trust and estate planning attorneys do, and a lot of the wealthy people, the family offices, are closer with their trust and estate planning attorneys than they are their financial advisors. Because the goal, again, is not to be a billionaire. It's to be worth as little as possible, but control as much as you can. That's wealth transfer. It's a very tricky issue because you don't want to give the kids too much money, right. So that's a problem unto itself. But you want to bulletproof yourself for litigation. You want to make sure that you have the ability to get things out of your estate, but you still can control it. And that's all these trusts. That's all these trusts and estate plannings do.
A
And that's really it. So if you. If you start a trust and you start to transfer your assets into that, then you can become like a managing director of that trust. And that does mitigate some tax responsibility, correct?
B
Yeah, a lot. If you look at anybody, any family office or anybody who's worth, you know, a lot of money, they've got an estate planning attorney in place, and they've got trust set up, and they've got stuff outside of their name. It might be in their children's name, it might be. But they. They structure it where they're bulletproof from a litigation standpoint, and they maximize the benefits they could. They could use within the law of what. What you can do to transfer.
A
Of course, yeah. No, I think that that's the one thing that's very frustrating is that the average person like they, they pay such a significant amount of tax in everything they do. And it's, it's usually because they don't have access to strategies that can mitigate tax. And that's really it, like very legal strategies.
B
It. Look, the tax code's absurdly unfair. I mean, it is what it is. If you look at the people who've made the most in private equity, hedge funds, I mean, you're paying, you know, your carried interest. I mean a lot of that is tax, is. You're, you're benefiting from the tax system. Real estate, you know, 1031 exchanges, you're benefiting from that. So a lot of the people who've made their money has to do, whether it's real estate, private equity, hedge funds, it is utilizing this, the tax code and being able to benefit from that.
A
Yeah, no, it's, it's just smart to think that outside the box and just speak to people because these strategies are not mutually exclusive to wealthy individuals. That's the thing. Like they can be used by anyone. And then I guess the other question, is there any other, any other, I guess before we pivot into like deals that you look at, is there any other strategies or tips that you pick up from dealing with these ultra high net worth wealthy individuals that would be just good, that could be utilized by somebody who's obviously in a, in a lower income bracket?
B
Yeah, I mean, I pick up things every day from them. And I think the most important thing I think I do is I try to, I'm, I'm good at it. I'm not great. I'm getting better. Listening is a skill set that people in general aren't really good at. Just listen to people and the people who've done quite well, rather than talk so much, just listen to how they did it, what they did, what their strategy was. I think listening to people who've been successful for anybody, what techniques they've used, what strategies you've used, what their MO is, I think the ability to listen is a skill set that most people are not really good at and they're looking to think about the response to an answer before they actually fully listen to the full question.
A
Do you notice that that's something that is particularly like a particular skill set that people that are ultra successful, they have that in spades, like the ability to actively listen, to sort of take a second seat in the conversation to make sure they get 100% of that information.
B
Well, a, you're very good at that. B, my dad told me that he was a banker, and he said you could always tell the lawyers and the entrepreneurs, because you go to a meeting with 10, 12 people, and the lawyers would come in, and in general, they would try to show the people that they're the smartest guys in the room. However, that is the entrepreneur, their agenda. They want to find the smartest guy in the room. All I try to do, all I've done is just surrounded myself with people that are smarter than me in various areas that I trust implicitly and delegate. And if you do that, I think it's very hard not to succeed.
A
Agreed. That's very smart. Okay. And then last thing that I want to go into, just very briefly, you get access to some of these incredible deals, but then you put these deals in front of your network who trust you implicitly to basically make sure that these are good deals. So when you look at some of these deals, what are you looking for? Because that's a lot of responsibility, too.
B
Right. But again, they also vet the deals, too. Right. So they've got another level of diligence. And a lot of the deals we get might come from the family offices that we work with. Where they see a deal, it's just too small for them. Right. So a $20 million deal might be too small for them. They. They love the deal. They vetted it. It's a terrific deal. Risk reward, but it doesn't make sen. An individual investing $50 doesn't make sense to do the diligence. So a lot of the deals we get are from the large family offices who see really attractive deals. It's just too small for them. It's not too small for me.
A
But still, I mean, so that. That aside, there must be some things that you do look for in deals, like some strategies we.
B
We do. A lot of it is related. I would say most of the families that I work with, it's all a relationship business. And with the right relationships, I think that you'll see people will know who you are and what kind of deals you're looking for. I think that makes a big difference. And I think that people also want to work with people that they like, and they want to work with people that they trust. And, you know, there's. There was a person. You know, I'm a big believer in just giving. At the end of the day, I can't tell you how or why, but the more you give, the more you get. It just happens. I Can't tell you why rationally, but I know it's true. There was a guy in New York, and I'm always introducing people to other people. And I would say 10 to 15 times a day, I will start an email. I'd like to provide a mutually beneficial introduction. I don't have an agenda. There's no benefit to me. I just think that this person should know this person because they can each benefit themselves. That's how you have to look at it. Well, when I was in New York, I was at a family office conference, and there was a guy who was trying to raise money for Early Stage Venture Fund. And we're talking at a cocktail party. I'm like, oh, you should talk to this person. Just one thing led to another. And after he talked to the guy from the venture capital, he's like, why did you introduce me to that person? Like, what do you mean? He's like, he doesn't invest in. My goal at this party is not just to find people for you to invest in. Right. I just thought he was a nice person, and you're a good person. It would be good to meet. Now, fast forward. I've never given that person a recommendation. So I think the. The problem, the issue is we live in a society right now where we want to get and we want to get instantly. And I think as you get a little. And I was much more myopic when I was younger. I think what you realize is the more you give, the more you do get. And I think that's a really important lesson that I've learned a lot from a lot of the family offices I listen to just because I listen to them.
A
I'm curious, when you. When you deal with people that are just starting out, do you see that one of the biggest detriments is their lack of patience? Because that's what it seems like that one particular individual. It's just like the lack of. And actually, patience has been a theme through this whole conversation, to be honest. It's like, what disrupts inpatient capital? It's patient capital. What did you do well during your career? Well, you were patient with the relationships you built, and you gave and you gave and you gave, and you expected nothing in return. And then eventually.
B
Well, again, I was much more myopic when I was younger, so I didn't look at the world through the same lens, through. As you get older, hopefully you evolve and mature and look at the world through a little bit of a different lens. But I just think that you have to be Able to look at things from a perspective of what's going to benefit somebody else. And then if you do that again, ultimately it's the antithesis of a quid pro quo. It's basically figuring out, if I knew somebody who would be great on your podcast, I would go out of my way to introduce you because I think you do a great podcast and. And I think they'd be a good guest, period. I don't even need to be involved in any capacity, but it's a mutually beneficial introduction, and I think that more and more people need to do that. I think this generation right now, well, there's a lot of problems. First of all, the phone is going to be the smoking of this generation. Number one. Two, I think the work ethic in general is not near where it is from my generation. And three, they want to do things quick. And anything good, it just takes a while. It takes time, it takes patience. And when you're 22 years old, it's easy to say, it's hard to do. And, you know, so if I had to do, I. When I was talking to David Rubenstein last on a podcast I did with him two weeks ago, and like, if you had a do over, what would you do differently? And he went into law, he became a lawyer first. He's like, I wouldn't have done that. I did this, I wouldn't have done that. We all have do overs. We would all do things differently, I think. But I think one of the major things that I get out when I listen to people is I hate going to conferences and listening to people talk about how great their track record is or how subtly telling you how wonderful they are. I've made a ton of mistakes in my life, and a lot of entrepreneurs and people have made a lot of mistakes. I'd rather talk about the mistakes that I made than the fact that I might have done well in a specific strategy or, you know, grow my business to a certain level. The biggest compliment I ever received at a conference, and I speak at a lot of these conferences all over the world, is that was really authentic. And I didn't take that as a compliment. I just, you know, took the thanks. But saying that you were authentic, I think that's really important. And I think that a lot of these people look up to people like a David Rubenstein. Like, authenticity is really, really important. And again, everybody started somewhere and everybody could help somebody in some way, and you have to pay it forward. And I just think if that's a mindset, you have people see through it. And authenticity is really important also because you have to be genuine in what you're doing and people see through that too. So I just think that again, the family offices that I've worked with in general, a lot of these people, some of the common threads they have, they're very authentic people, good or bad. It just, they're, they're, they're, you know, what they believe. And they also have a lot of gratitude, which is a huge component of my life.
A
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Episode Title: Lessons - How Ultra-Successful People Think About Money
Guest: Ronald Diamond ($30B Family Office Advisor)
Date: January 12, 2026
This episode centers on the wealth-building mindset and strategies of ultra-successful individuals, as shared by Ronald Diamond, an advisor to multi-billion dollar family offices. The conversation reveals how the wealthy approach money, asset protection, and long-term wealth transfer—while emphasizing the critical importance of listening, relationship-building, patience, generosity, and authenticity for enduring success.
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This summary encapsulates the main content and lessons from the conversation between Scott D. Clary and Ronald Diamond on how the ultra-successful approach money, relationships, and life.