James Goes to Jail, and then… | James Brandolino Part 2

21 Mar 2024 · 55 min

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Podcast Episode Summary: The James Altucher Show - "James Goes to Jail, and then… | James Brandolino Part 2"

Episode Overview In this episode, James Altucher continues his conversation with James Brandolino, a former hedge fund manager who faced the consequences of running a fraudulent fund. The focus is on Brandolino's experiences from the moment he turned himself in to the aftermath of his time in federal prison.

Key Themes & Discussions

  1. Turning Himself In
  2. Brandolino discusses the emotional turmoil leading to his decision to turn himself in after running a Ponzi scheme.
  3. Despite being a perpetrator of fraud, he received support from his family, who were also victims of his scheme.
  4. He reveals a suicide attempt prior to his surrender, underscoring the psychological burden of his actions.
  1. Life in Prison
  2. Brandolino describes his initial experiences in federal prison, noting the fear and surreal nature of incarceration.
  3. He served a nine-year sentence, illustrating the contrast between his life before and during incarceration, where he found a sense of relief in facing his reality.
  1. Mechanics of Fraud
  2. The episode delves into how Brandolino was able to deceive savvy investors and auditors.
  3. He explains the creation of fake audits and the complexities of maintaining a façade of legitimacy in his hedge fund operations.
  4. Brandolino discusses the lack of due diligence by his investors, highlighting common red flags that were overlooked.
  1. Psychological Aspects of Fraud
  2. The episode touches on the psychological burden of committing fraud and the desperation that drives individuals to such extremes.
  3. Brandolino reflects on his motivations and the rationalizations that led to his fraudulent behavior.
  1. Post-Prison Life and Redemption
  2. After serving time, Brandolino's shift towards preventing investment fraud becomes a focal point.
  3. He shares his journey of rehabilitation and his desire to educate others about the signs of fraud.
  4. The episode concludes with Brandolino discussing his current role as a fraud investigator and the importance of due diligence in investments.

Key Takeaways

  • Consequences of Fraud: The personal and emotional toll on both the perpetrator and the victims is profound.
  • Due Diligence: Investors must conduct thorough due diligence to protect themselves against fraud, looking beyond surface-level audits and documents.
  • Red Flags: Awareness of common signs of fraud (e.g., lack of transparency, overly complex financial products) is critical for investors.
  • Rehabilitation: Brandolino's story illustrates the possibility of redemption and the importance of using one's past mistakes to educate and prevent future fraud.

Notable Quotes

  • "I knew I made the right decision."
  • "Nobody did the right amount of due diligence to find my fraud."
  • "If I would have known how my experience was in federal prison, I would have turned myself in long before I did."

Conclusion This episode provides a deep dive into the complexities of financial fraud from the perspective of someone who lived through it. Brandolino's story serves as a cautionary tale and emphasizes the importance of integrity and vigilance in the financial world.

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Transcript

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0:00Look, as a manager of people, as an employer, as an entrepreneur, and as even an investor in startups, I can tell you the most important thing for your business is the quality of the quality of people. you hire. The best part is that great candidates are already on LinkedIn. Employees hired through LinkedIn are 30 % more likely to stick around for at least a year compared to those hired through the leading competitor. And I will tell you that the great thing about LinkedIn is that you're not just looking at random people. You're able to see the people who your friends and trusted peers and colleagues who they trust and who they've hired in the past and who they recommend.

0:42And hiring doesn't have to be complicated. Realistically, when you have a business to run, you don't want to spend hours on hiring. You want to hire the right person as quickly as possible. That's why LinkedIn Jobs AI Assistant suggests immediately 25 great big candidates daily so you can invite them to apply and keep things moving. Hire right the first time. Post your job for free at linkedin.com slash altature. then promoted to use LinkedIn Jobs' new AI assistant, making it easier and faster to find the top candidates. That's linkedin.com slash Altachirk. Post your job for free. Terms and conditions apply.

1:26Yesterday, we talked all about how James Randolino started a hedge fund, which was a fraud, a Ponzi scheme, all the illegal activity, how he went from civil to criminal. This one starts with James going to jail and what happened afterwards.

2:03And let me ask you a couple of questions. Sure. So, A, when you came back from the park and you didn't kill yourself, fortunately, what did you tell your girlfriend? Well, so I had left my wallet, my watch, everything kind of like on the table. I had written a bunch of letters and I had written one to her. And she actually worked for a very, very large hedge fund, which used to be based in Chicago, now is based in Florida. I should have. Yes. But she was not in trade. She was on the on the the IT side as a DBA. Anyway, so, you know, she she saw the letter and she read it. And, you know, she called my parents and, you know, all that stuff and, you know, let them know what was going on.

2:49So when I got back there, she knew exactly what was going on. And she was just, you know, dumbfounded. And I just said, you know, this is what I got to do. I've got to, you know, I've got to, you know, contact a lawyer and turn myself in. What did your parents say to you? Well, since, I mean, they were investors, unfortunately. And I mean, to this day, I don't have kids. So I don't understand unconditional love, James. I just don't understand how they could have been so overwhelmingly supportive at the time as they were. And did anyone go with you when you turned yourself in? No. At that time, no.

3:33No. So it was basically just going to the federal ruling and walking in there with an attorney and doing that. And then probably 10 days later, I went in front of a magistrate judge. And the judge is like, well, let's talk about your bail. I'm like, you're on or I don't want bail. I want to be incarcerated. He kind of gives me one of those looks, right? He goes, you're sure, right? I'd be happy to give you bail. I know you're not going anywhere. And I was like, no, I want to be incarcerated. So both of those times, I was by myself. And is that because you were pretty depressed and you were worried if you were on your own, you would continue the job of killing yourself?

4:07Yeah, and what I have, I don't know, but there's probably a pretty good chance that I might've been successful, yes. At this point, had you considered coming clean with your investors before turning yourself in? At that point, no. Because maybe they all would have said, listen, don't turn yourself in. Well, this was really bad, but we'll deal with it. And I don't know. I don't know what could happen. Well, you know, if I had 10 or 15 clients, if I had my initial set, even though I had done criminal activities, there was definitely a chance that I could have maybe, you know, said, you know, look, if I go to prison, you know, nobody's getting any money back.

4:51Right. Or you're going to get very, very little. So let's work something out. I'll get a job. I'll go back to my MBA and I'll you know be in debt to you guys for you know for for years and years and years but you know we'll work it out and probably the majority if not all might have agreed might have agreed to that um but at that point you know no I when I decided to go to to the feds I know absolutely not and and this is kind of a a more you know aiding and abetting type of question, but during the financial crisis of 2008, late 2007, early 2008, or all 2008, and then early 2009, could you have somehow said to your investors, listen, I got caught in all the crossfire with all the bonds.

5:39I made a mistake. I lost everything. Could you have artificially come clean? You know, if I hadn't lost as much money as I had, I probably could have said, because you remember, you know, the volatility during that time, even, you know, before Madoff, you know, when Lehman falling, I mean, you know, the Dow, the trading range in the Dow went from, you know, 150, 200 points. I mean, there was eight, 9 ,000 point daily swings in that. And I probably could have used that as an excuse to show some losses and say, hey, we're going to close it up and this is going to be the final loss. And yeah, I probably could have pulled it up.

6:24But at that point, I was down so much. I mean, if I was down, you know, 30, 40, 50 percent, I probably could have used that as an excuse and say, hey, we're down 25 percent and let's just close it up and I'm done. Right. But it just didn't work out that way. How big did the investors think the fund was? Um, probably about$400 million. Oh my gosh. So that's. Well, and, and it's something that we should kind of talk about because, you know, most of my investors were high net worth business guys, right? And they were very, very intelligent investors that, you know, some of them did their own due diligence and a lot of them hired CPAs and attorneys to do their due diligence for them as well.

7:05So they were, they were, you know, visiting my office, looking at the back office, looking at records, going through my hedge fund documents, et cetera, et cetera. And nobody ever, ever, ever figured it out. And to this day, I'm just so surprised that some of the things that I told them that they couldn't figure out what was going on. I'll give you an example. Three, four months after the fund started, I get a phone call. Hey, a few of us are sitting around. Do you have audited financial statements? Well, sure. We'd like to get a copy of those. Well, sure. Yeah. I'll give my CPA firm a call and, you know, I'll get them for you.

7:42Thank God, what am I going to do? How am I going to get, you know, audited statements? So what do you do? I go to my friend, you know, Google and type in, you know, hedge fund audited financial statements.pdf and, you know, get probably seven, eight different examples. And I find one that's, you know, that's you trading securities and it makes the modifications and, you know, come up with a false, you know, a false audit firm name, a false, you know, CPA. CPA who signs it and send them out and nobody ever, ever verified that the CPA or the firm was valid. And there were so many mistakes in over the years in the, in the stake audits that I sent out that nobody ever figured it out.

8:25And I just can't, you know, I, I just can't believe it. That is so fascinating, really. I mean, when I, so I ran a fund of hedge funds around that time as well. And we would always make sure we got the audited statements from the CPA. And like, we would talk to the CPA and, but you know, I also, I also invested in some funds that I later learned might not have been full scams, but with a little more work, I was able to see they were, they were investing in companies they started and things like that. So different types of scams, but there were so many scams going on then. Like the hedge fund industry was not as mature then as it is now.

9:04Now the scams are really clever. Oh, and some of the stuff that I see just never ceases to amaze me. But a big red flag that should have been caught from the very moment. So everybody, one of my big sales points, it was in my sales literature and in my documents that a third-party CPA firm would be computing all of the returns. I would never touch the numbers, right? They go right from the brokerage for monthly statements to the CPA firm, the CPA firm directly to my investors. And of course, I buy the software, the hedge fund accounting software. So I'm sending the statements on my letterhead with the return address on my business envelopes, right?

9:47So they weren't coming from the CPA firm. Nobody ever, ever questioned that. And probably one of the biggest, James, and it's just amazing to me. so um a few days uh into 2004 which would been the one year mark of the or the the thought at the beginning of the following year of the fund i get a phone call from one of my investors hey when are you um when are you guys sending out the tax forms i'm like i'm thinking myself oh my god what am i getting to i've never thought about this it's bad enough now i understand probably down i whatever it was 25 percent of the time i i don't remember um and and i'm gonna make it back but I'm committing fraud, but there's no way I'm going to commit tax fraud, right?

10:29Or whatever that is, if I'm going to send false tax statements out. I go, let me find out from my CPA firm and I'll call you back. And what I ended up telling these guys, and for years, not only did they believe it, but their CPAs and attorneys believed it. So on the future side, and you may know this, so futures have a kind of a somewhat preferred tax status. So everything is short-term capital gains, right? But on the future side, I believe 40 % of the profits can be taxed as long-term capital gains. So there's an advantage there. But what I basically told everybody was that as long as the money stays in the fund, you don't pay tax.

11:10It's not a taxable event. And I can't tell you over the years, probably six or seven different CPAs and or attorneys, both on the phone, over lunch, over dinner, explaining this. And, you know, it's just it's amazing that nobody called one of their colleagues. Hey, I guess this guy, Branglino, he's got this hedge fund. This is what he's telling my client, that there's no taxable event, you know, in terms of, you know, profits. And, you know, the guy was saying, well, he's nuts. It's an IRA account, right? There's absolutely no way that, you know, pay tax on it. And nobody ever, ever caught up on that.

11:51So people just did not do their due diligence. I guess they had their own kind of wishful thinking that maybe they didn't even want to ask more questions because then they preferred listening to what you told them. And they could always just say, well, that's what he told me if the IRS came to them. Absolutely. But, you know, even still with their CPAs and attorneys who looked at this stuff, I mean, I'm talking, you know, having a 10-minute conversation or a 15-minute conversation with a CPA and trying to explain to them, you know, basically that it's not a taxable event. I mean, I just don't understand what they were thinking.

12:29I mean, you know, a hedge fund is either a limited partnership or it's an LLC. It's all pass-through. And I remember sitting at the union league club with two CPAs and one of my investors. And we're sitting there and we're getting ready to leave. And my investor goes to one of the CPAs. Hey, are you comfortable with what Jimmy told you? He goes, yeah, but I just can't understand how this entity does not have to pay tax. I mean, it was right there on the tip of his tongue. and he didn't think that he would call somebody that he knew, one of his colleagues who knew something about hedge funds to say, hey, no, it's all passed through.

13:09Oh my gosh. Well, and$400 million, that was a pretty hefty amount at that time to raise. Correct. How were you able to raise that? I mean, what was the biggest investment made in your fund? So$500 ,000 was the largest. Yeah, I raised just about$4 million through the whole period. Oh,$4 million, not$400 million. Well, no, that's what I said on my audited statements. Because on the audited financial statements, it shows basically they're auditing for the existence of assets. So I, of course, I had all these assets at different brokerage firms that I showed. It showed customer assets, showed my equity, it showed, you know, a lot of the money that we had, quote unquote, was in treasury bills.

14:03So it showed all of these assets. And I, and I showed the last one was probably, you know, it was about$400 million in assets. I see. So you wanted to show that because some investors felt comfort that, oh, he's a big fund. It's legit. Don't worry. As opposed to always being like a$4 million fund. Exactly. Correct. Okay. So, so again, it's not like, like you, you weren't living the rich life. Like you, even if you were pulling money, there wasn't a lot of money to pull from. You still had to like trade and invest and hire people and so on. So you weren't living the high life and you spent seven miserable years stressed out of your mind, you know, losing money and defrauding these investors.

14:48And it just got too much, you know, after the failed suicide attempt. You turned yourself in and then you got a nine year federal prison sentence. I got a, I got a nine year sentence. My, my range was eight to 10 years. And initially we thought that I would get a five or six year sentence because I, you know, I get that, I get that visit when I was incarcerated at MCC here in Chicago from my attorney. Hey, do you know anybody on the floor who's committing fraud? Sure. Of course I know a lot of people, how they're scamming clients. he goes would you would you consider wearing a wire so they want they wanted to wire me up and put a um uh put a little camera in my in my trading coat and basically watch how these guys you know run stops on the trading floor and how they're basically you know you know bagging money yeah go from different brokers to different traders and all that fun stuff and you know also there's so much like i don't know like you're not really in the stock fits there but there's so much inside information that the market makers have plus they're trading against customer order flow like there's a million things they're doing that that's exactly right and it's and it's so easy you know in in a in a trading pit situation it's so easy to you know for the brokers to let them know the traders where the stops are so all they do the traders just run the stops and you get these huge sell orders you know way way below and and then you know they're buying it and then the Mark comes back up and, you know, they've got all these, you know, illegal illicit profits.

16:20And it happened. It happened every day, especially, you know, especially on days when there's numbers coming out and you've got a lot of volatility anyway. And I just, you know, for some reason, although, you know, the people that I could have kind of, quote unquote, ratted on, you know, I didn't I didn't really particularly care for them. But I didn't think it was necessarily fair that I could do it. So I said, you know, I really don't want to do it. because at that point, there had been no, this was maybe a week after I was incarcerated, so nothing really had hit the wires yet. So nobody would have ever known.

16:53If you had agreed to that, do you think you would avoid a jail time altogether? I don't think I would avoid a jail time. I probably might have gotten four or five years instead of my range, which was six to eight, or eight to 10, and I got nine years and served six and a half.

17:23Look, as a manager of people, as an employer, as an entrepreneur, and as even an investor in startups, I can tell you the most important thing for your business is the quality of the people you hire. The best part is that great candidates are already on LinkedIn. Employees hired through LinkedIn are 30 % more likely to stick around for at least a year compared to those hired through the leading competitor. And I will tell you that the great thing about LinkedIn is that you're not just looking at random people. You're able to see the people who your friends and trusted peers and colleagues, who they trust and who they've hired in the past and who they recommend.

18:06And hiring doesn't have to be complicated. Realistically, when you have a business to run, you don't want to spend hours on hiring. You want to hire the right person as quickly as possible. That's why LinkedIn Jobs AI Assistant suggests immediately 25 great fit candidates daily so you can invite them to apply and keep things moving. Hire right the first time. Post your job for free at linkedin.com slash altature, then promote it to use LinkedIn Jobs new AI Assistant, making it easier and faster to find the top candidates. That's linkedin.com slash altature. post your job for free terms and conditions apply wow so nine years that's that is a long time and like what were you what was going through your head when you're when you know you got the sentence of not of eight to ten years well i'm gonna take a i'm gonna take a step back real quick here so after so i am i'm at my uh in in front of the magistrate judge and refuse bond.

19:06So basically, the federal courthouse is maybe four blocks away from the pretrial holding center, the Metropolitan Correctional Center in Chicago, which is literally right across the street from the board of trade. I could see my office from my quote unquote room, right? Anyway, I'd never been incarcerated, of course, never even been to a jail before. And I remember just going in every, you know, there's four or five of us that went like five o 'clock in the afternoon that got into the, into the bus to go there and, you know, you go through intake and you get your, you know, they do a quick medical exam and all that stuff.

19:43I remember it was probably around 630, seven o 'clock, you know, taking the elevator up to where I was going to go and, you know, hitting that doorbell and going in and everybody's, you know, seeing everybody on, on the floor, you know, playing cards and, you know, start, you know, yelling, oh, got a new guy on the floor. And it was just really kind of surreal. And there was a lot of fear there. But really, after kind of going to my room and seeing where I was going to stay and talking with my roommate there probably for 10 minutes, I knew I made the right decision. I don't say it was probably a little bit easier for me, my whole prison experience, than others because I wasn't married and didn't have kids.

20:22I mean, when you're in that situation, it's much, much difficult. I wouldn't say that I enjoyed it or had a good time, but you just try to make the best that you can. Well, did you, that first time you were incarcerated, though, like, had your girlfriend broken up with you? Like, what happened there? Well, I mean, she, no, I mean, she knew what was going to happen. I mean, she knew, I was like, well, I mean, what are we going to do? I know I'm going to get, you know, probably a decent prison sentence. I mean, you know, we broke up. I mean, I'm not going to, you know, hold her to that. I mean, not that she would have stayed, but, I mean, that wouldn't have been fair to her.

20:55So is federal prison – so I don't know what it's like. Is federal prison different from other prisons? Like was it pretty cushy, as they say, like it was a white-collar prison? So the MCC in Chicago, and I believe they got one in Brooklyn, where Bano stayed before he was actually sentenced. It's all security levels, right? There's murders there. There's child molesters there. There's everybody who's done anything on the federal side. But typically federal prison is a little bit, from my understanding, is a little bit easier. You get longer sentences, but it's a little bit easier in federal prison than it is on the state side.

21:33So I was in Chicago here for two and a half years, and then I ended up going to a prison camp in Duluth, Minnesota. And I was there for four years, which, of course, was much different than being in Chicago. But were you mixing with the murderers and the molesters and so on? Well, you're kind of all there. I mean, you know, there's the rules, the big rules where, you know, you don't mix with either child molesters and you don't mix with someone who's been raped. Although in that situation, everybody's kind of, you know, I think there was six or seven floors where there were inmates on and you're kind of like locked in on the floor all the time.

22:17So you kind of talk to everybody. So it's a little bit different. Now, when you go to where you're going to go, then there's definitely a big rule. Whites typically stay with whites, and the Mexican gangs stay with themselves, et cetera, et cetera. I guess the good thing about the camp was that there's no child molesters that are allowed to go there, and there are no murders that are allowed to go there. Of course, there are people who did go to max and, you know, maybe got 20 or 30 sentences and they just walked their way down to where their security level allowed them to go to a camp. And those were probably the best inmates.

22:55You know, the guys that the white collar guys, they came in off the street and basically just, you know, turned themselves in after they were sentenced. You know, they were on bond. Those were those were the worst, the worst inmates at all. The guys who had been locked up for a while were just really big on the whole respecting. This is how you conduct yourself, and we're all stuck here together. So this is how we're going to act. But it was a much different experience than I ever expected it to be. I mean, it's something that you'd see on TV. Not that I could see some fights and some people do some stupid things and get checked for it really good.

23:35But it was nothing like I expected it to be. like you were, you felt safe? I mean, even when I was in Chicago, I mean, being a white collar guy, I mean, I think it's a little, it might've been a little bit easier because, you know, we're able to, you know, help certain inmates if English was not their first language to write letters to their loved ones, to their lawyers, to help go over their paperwork, to help them write briefs and documents. So it might've been a little bit easier for us. And of course, everybody would say, oh, you stole$4 million, how did you do it? And all that kind of, you know, fun stuff.

24:06But no, I never really felt unsafe. You know, yeah, I never felt unsafe. And six and a half years, so you served six and a half years. Did you like, I don't know, take classes during that time? Like, how did you improve your life during that time? Or did you just kind of wait it out? Well, so relatively early on, when I was incarcerated in Chicago, you know, I kind of thought, what am I going to do? I mean, I know I definitely, I'm going to be, you know, barred from the securities industry. So what am I going to do? And yeah, you really have no idea. And I go, well, you know, maybe I can tell my story.

24:40Maybe I can, you know, educate people on, you know, kind of, you know, what to look out for, but nothing really concrete. And when I got up to the camp up in Minnesota, I met a few CPAs who were from major firms. And they're like, oh, my gosh, you really should maybe get into consulting and doing this stuff. I mean, you've got a great story and you've seen a lot of things. So they recommended. My family sent in a bunch of books. I interviewed a bunch of other inmates who had committed crime and basically came up with about 100 red flags that, you know, either directly or indirectly lead to investment fraud.

25:25And, you know, what's interesting, James, is that, you know, even with the advent of the Internet and everything, nothing's really changed. I mean, you know, the same types of mechanics and fraud are being committed to as they were in the 50s and 60s. You know, I looked at probably, you know, dozens, hundreds of cases on the federal and state side that I was able to pull while, you know, while I was incarcerated. And just, you know, the same red flags, you know, are there today as they were, you know, 20, 30, 40 years ago. Like what are some of the red flags? And that's really when I decided that I wanted to try to make a difference in terms of preventing investment fraud.

26:04And what are some of the red flags that just surprise you still exist today? um wow so i would say number one the the biggest the biggest problem i see is people tend to want to profile fraudsters right it's it's the whole perception is that a fraudster is the used car salesman right and the used car salesman where it's gonna you know push to send money in and call every day, twice a day to try to get them to invest their five, 10, 15,$20 ,000, whatever it might be. And that, you know, what's interesting is that there is no profile. I mean, you could take the opposite sides of the spectrum. And I'm just writing about this.

26:47I'm working on the book as we speak. And, you know, it was interesting. Somebody could be, you know, 80 years old or 70 years old as Madoff was, or someone as, you know, young and attractive as an Elizabeth Holmes from Theranos, right? and have everything in between in terms of education and career experience and personal assets, et cetera, et cetera. And it doesn't matter who the person is. You can't pigeonhole a person if they're a fraudster or not. You have to check everybody out. because I find that most investors who lose money, most big investors will lose money to someone like a Madoff or myself, someone who is probably a little quieter, a little more introverted, kind of like, well, you know, here's the investment.

27:38If you want to invest, great. If not, great. I'll just, you know, there's plenty of other people who want to invest versus someone who is, you know, the used car salesman and who's pushing all the time. And yeah, a lot of people fall for that, but those are the, you know, probably the small investors, the$5 ,000 or$10 ,000 accounts, so to speak. But in terms of the investors who invest with someone like myself or a Madoff, that's where the big frauds occur because they're not pushy. They've crossed their keys. They've died with their eyes in terms of all their documents and their career history.

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28:13And they look a lot less likely to commit fraud. So that's probably the biggest one. And what two pieces of advice would you give to someone who's doing due diligence on whether it's a fund or a company or whatever? Number one, audited financial statements. And this goes not just to verify if the individual CPA and the audit firm are legitimate. Because, I mean, you can easily go to one of the state accounting boards and see it or go to, I believe, cpaverify.com and check out if they're valid. When the question comes in, you have a document in your hand, did that actual CPA, did he actually perform that audit?

29:03And that is probably the hardest thing to do because maybe the CPA performed that audit in its entirety. Maybe the operator is just pulling a name, a guy's name, and I hate to use a company name, from Deloitte, right? just picks a random CPA there and puts Deloitte on there. And, oh, Deloitte, no problem. I don't have to check this out. Yeah, we know who Deloitte is. But probably the biggest issue that I see quite often is a valid CPA and firm performing an audit and the operator going in and taking one, two, or three pages of financials and changing some of the numbers, adding a couple zeros, moving up a few decimal points.

29:46So in turn, if we were to call the CPA firm, we could verify that, yes, he did that audit for that particular company. But is it the exact audit that he did? And I think the biggest issue, and it's difficult because, you know, a lot of CPAs won't even confirm at times that they did the audit or that a particular fund or company is their client. But it's really important to get a copy from them directly of that audit. because you just never know what's been changed. And sometimes you can just change one or two numbers. It's not like they're massaging all the numbers, maybe just one or two numbers.

30:25And that's really all you need to fool people. But yeah, to your point, the hedge fund manager could be delivering to the accountant all the bank statements, but those bank statements could be manipulated. How do you check that? Well, you really have to talk to the CPA firm. How did you get these? I mean, most CPA firms that are doing audits these days are going to get the bank statements directly and the brokerage statements directly from the financial institutions themselves. They're not going to get them from the hedge fund operator, right? And how do they do it? They log in to the same account that the hedge fund manager uses or do they call the bank and say, send me these statements, but then someone in the bank could be in collusion or the number could be fake or whatever?

31:10So basically, the audit firm is going to send a, for every institution, is basically sending a form to the Hedge Fund operator that's basically giving the firm the right to release those statements to the audit firm for the purposes of an audit. Now, if you have individuals at the bank who are in on it and helping fudge the numbers, then at that point, yeah, it'd be really, really, really tough to find that fraud out. Although I haven't seen that personally. Yeah, I guess that's rare. But it would be rare. Yeah, I'm just trying to think of a case in Chicago back in the day that a big future firm that went under.

31:53But even then, no, the statements were coming directly to the CEO, and he was fudging it before the CPAs got it. Yeah, but the CPA has to get those documents directly from the financial institutions. I think of frauds that I've seen where, for instance, one manager would take really like long dated futures with, with no volume on it. And with one trade at the end of the year or the end of the month, you know, make one trade like 6 ,000 % higher. Again, there was no volume in this market. Nobody looked at it. It was like maybe 2027, you know, leaps on some weird option. And, uh, And so he'd be able to mark up his portfolio that way.

32:36And there was no way to, like an audit wouldn't help. Like there was no way to know he was doing this manipulation. Well, and I think to your point, I would even take that further and say, I think that most auditors, if they don't understand the products that they are auditing, it makes a big difference. So, for example, my third or fourth month in operation, I had a gentleman, an investor, bring his CPA with him to come see my operation. This gentleman already invested with me, and I didn't know he was bringing his CPA. And he had his statements with him. He goes, I want to see a copy to see the trade that you did for these three months and make sure that they comply with what you actually traded.

33:21So I went to my file cabinet, and I pulled my three monthly statements, right? We walked, my office was actually inside of my clearing firm, and we walked to the back office and said, hey, Nancy, this is a CPA. He's looking into my books. Can you pull my three-monthly statements of all my trades for the first three months of the fund? She pulled them. They all matched. And everything, you know, he didn't recognize any issue with it, other than the fact that I should have been, if he would have understood the futures market, He would have realized, boy, you're not trading the kind of size that you should be if you were managing as much money as you said you were managing.

34:04And what was going to be your answer if he did understand that? I don't know. I would have had to say something. Well, I traded other firms, and I did have other – I was using, I think, a total of four other futures commission merchants or brokerage firms. to do trades, and I would have had to concoct something up. Actually, this was not the first year. This was actually the second year, because I was actually, I think at the time I said I was managing$25 million or whatever I was managing. But anybody who understood the futures market, I was trading, let's just say, 20 lots in the S &Ps, where I should have been trading probably 50 or 60 or 70 lots to earn those kind of returns.

34:50So I mean, really, anybody who understood that market and what the tick value is on futures. And you could really just go in with a calculator and just kind of work backwards. Well, you made 1.3 % this month. You needed to make this amount, but you're only trading this size. It just doesn't make sense. And so, I mean, another type of fraud that I've seen, there's one guy who is a multi-billion dollar legit hedge fund manager now. He's in the news almost every single day. And I remember back in 2002 2003 he was getting in trouble because he took half of his then hedge fund he has a different one that he started since half of his then hedge fund and he just like bought like random golf courses or something else and uh like that he wasn't supposed to be trading and he lost all the money and somehow he restarted and now is a multi-billion dollar hedge fund like do you ever feel weird that some of these guys who should have been frauds ended up getting away with it completely and now are 100 % quote-unquote legit and billionaires?

35:54No, I really don't. My doing was between me, myself, and I. I made a really, really bad decision. I made a bad decision to not trade my original strategy and I made a bad decision to hide it. Yeah, no, I'm not saying you should have gotten away with it. I'm saying this guy, I can't stand it when I see that other guys got away with it and I don't know how they did it. It was just like out of charisma or some weird factor that they weren't, that everybody knew what they were doing, but they weren't, I don't know, maybe I'm just talking randomly, but I'm thinking of one guy in particular who's famous hedge fund manager now.

36:38And I'm thinking like, I always wonder, like how did he avoid not going to jail when it was public knowledge, what he did, he even had to shut his fund down and the whole thing. And then he survived. Well, it probably wasn't criminal. I mean, it would probably just be, he probably was sued civilly. I can't imagine if he lost that much money and had to close the fund at a loss. If he was trading or buying assets, that were not specifically disclosed in his hedge fund documents. I mean, that would be considered potentially fraudulent, and it's a civil offense. So he probably was sued. So in terms of him, he probably wouldn't have been prohibited from starting another fund.

37:23And if he was that charismatic in terms of raising money, I mean, raising money is raising money, right? He probably has a pretty big network and was able to do it and do really well. Yeah, no, I know. The more I think about it, the more I'm thinking of examples of this type of thing, where it was just, they got away with like, what I would consider abhorrent behavior, and somehow survived and, you know, lived to be even bigger. I mean, I just remember from the day when I was an ops manager, and there was not so much on our desk, but on the institutional desk right next to me, there was a bunch of hedge funds on there and names I'm sure that you would recognize.

38:03And there was situations where we had to kind of move trades that were losers for a couple of days, especially going from the end of one month and the beginning of the other month. So they go from, you know, from error account A to error account C to error account, you know, L. And then the next month we moved back into their error account, which we could hold it until the end of the month again. And I remember, you know, even for some of our clients that we had to do that. And that's just kind of in terms of moving stuff around. That's kind of how I even thought about, well, you know, I'll trade in my own account and I can move those losers into my personal account and take the winners from my personal account and move them to, you know, to that of the fund.

38:44So I was doing it just the opposite. Most fund managers or traders who are managing investor capital, they're taking all the winning trades from the fund and putting them into their personal account, right, and vice versa. I was doing just the opposite. I was taking the losers from the fund and putting them into my individual account, right? And then all the winners from my individual account were getting moved over to the hedge fund account. So, yeah, it was thoughtful.

39:26Honestly, I don't think I would ever trust a hedge fund at this point. not because of this conversation, but just in general, I've told people, I don't really trust hedge funds because you just never really know. Cause, cause it's not possible for like a small individual to do the kind of due diligence you're talking about. You're just kind of like going on. Maybe if something was run by like the, you know, BlackRock or something like that, then okay, it's probably legit, but it's just hard to trust. And that's why I guess the hedge fund business, the hedge fund industry in general has become more institutionalized because I I would never trust certainly a small hedge fund anymore.

40:00Yeah, well, it's really tough. And I would say in terms of, you know, that's why the audits are so important. Because, you know, audits mean a lot of things to a lot of people. But in terms of hedge funds, I mean, do the assets exist? Are they real, right? Is it cash? You know, are they in securities? Where are they at? How are they valued? If they're not marked to market, right? If they're not being traded, how are they marked to market? And number three, how are they costed? And a lot of ones now are basically checking the monthly performance returns to make sure that they are being computed correctly as well.

40:34You know, how they are marked is a huge issue because take a private equity fund or take a pipe fund where they get locked up shares at a discount. Are they valuing them at the discount even though the shares are locked up? Or did they get them at the discount and then mark them at full value just so they get their fees on them? like, and accountants go along with it. Like accounts go along with whatever the manager says in many cases. Well, and a big reason is that because the accountants don't even know. I mean, there's a Ponzi scheme that I'm investigating as we speak. And, you know, it's a multifamily, a big multifamily.

41:09It looks like it could be 25,$30 million. And, you know, I'm having a problem, you know, looking at the valuations and somewhat what the stuff should be valued at. And a lot of times the CPAs don't know or they'll, you know, they'll even go to the fund manager and say, which, you know, which give me a range of what this should be worth that gives them something that they can kind of work back on and support. Because a lot of times, I mean, it would just be ungodly expensive, James, for these guys to come in and figure it out. And multifamily and property real estate is much easier than, you know, some of these other derivatives that are out there.

41:46I mean, stuff that trades on an exchange that's marked to market is, I mean, it's a no brainer, right? That's the easiest piece to evaluate. But in terms of the other stuff, it's really difficult. And ECPs just pull their hair out trying to evaluate some of the stuff. So you get out of jail. And did you actually start getting hired to be a fraud investigator? Or what happened? So probably three, four months after I was released. I was released in July of 17. I started just doing a bunch of just kind of free talks, telling my story to, you know, local chamber outside of Chicago. So Cambridge, the Commerce, Rotary, et cetera, et cetera.

42:29And within the first three or four months of doing those talks, there was a law firm that was, a few of the partners were at Hurt My Talk. And we talked a couple of times and actually they they give me a lot of consulting business to, you know, come in and pick up the pieces, which I really kind of don't like. I really am trying to make the move and be more on the proactive side, be in the preventative side. Of course, you know, a lot of investors sometimes don't see how important it is that it's better to pay up front, you know, a fee to have somebody come in and do the due diligence rather than, you know, pick up the pieces and try to find out where the money's at.

43:10Yeah. Or I wonder even within, like, I wonder, do insurance companies get involved in this at all? Or, you know, not, not so much. You know, I would say probably my, my last three clients have been ex, ex professional athletes. And that's the area that I really want to really want to focus on. Actually, there's athlete, there's an athlete that is invested in this multifamily and, you know, probably in his career, he probably only made 15,$20 million. So you can, you know, after taxes and after paying all the fees to his, you know, business manager and agent, you can imagine what's left of that.

43:45And he invested about$600 ,000. So that's a big piece of his, of what he had left. And he's probably going to lose most of it, if not all of it. And, you know, a lot of these ex-athletes just get crushed in terms of, you know, ideas and, you know, business propositions from their family and friends, but also, you know, from their agents and managers. and not that there's malintention involved. You know, what's interesting, and I just can't say this enough, most professionals don't know how to evaluate these types of private investments. Yeah, so you should market yourself like to sports agents.

44:23Like, do you know David Meltzer? I know, and I see him on Facebook quite a bit. Yeah, because - I do that now personally. He's been on the podcast and I've been on his show. Jay, who's the producer here, he's listening. Jay, can you introduce James to David Meltzer? Send an email introducing the two of them. And you should meet him because he deals with a lot of clients. And I've seen some sports. Who is that guy? He's got the same name as like Clinton's old lawyer. And he was doing a Ponzi thing and he went to jail for a long time. And he was investing primarily athletes' money. I remember before I was revealed he was a fraud, I was trying to raise money from him.

45:02And he was like, why should I invest with you? I returned like double what you returned. and it turns out like all his returns were fraud. So horrible. Yeah, and it's a shame. It's a shame that I always kind of end my presentations with the story. My fraud lasted for literally eight years and my high net worth clients performed due diligence themselves or they farmed it out to their attorneys and their CPAs and IRA, independent trust companies and bank trust officers. Their offices dot the downtown skyline in Chicago. And what were the results? That my fraud lasted for eight years. That either, and really, either they didn't do the work, James, or they just didn't know what to look for.

45:49And I think that's probably the bigger part of my story. You know, I do a lot of continuing education talks for, you know, audit firms and law firms. They want to hear my story. Look, my story is great. This is what I did. I'm open and honest. There's no question I will not answer. And this is what I'm doing now. And that's all great. But I think the bigger picture is how could someone like me, you know, fool so many people for so long? And the thing is, is I didn't fool anybody. Nobody, nobody did the right amount of due diligence to find my fraud. Anybody, you know, who, you know, if it was me investing my fraud, I wouldn't have found that found out in the first hour of doing, you know, the analysis.

46:33And do you ever run into any old investors and, you know, are they upset at you? So, well, you know, I've talked, I reached out to all of them and I've sat with, of my, so I would say of my 62 investors, I've sat with probably at 12 or 13. And, you know, I just kind of want to let them know, well, of course, apologized profusely, but just to kind of let them know, it wasn't like I took their money and like I was like jet setting in a private jet all over the place. And I think that's what a lot of people don't realize. And I'm just going to, I'm not going to say it's with all fraudsters, but definitely with myself.

47:11You know, I really compare it to if you've seen the movie Scarface with Al Pacino. And, you know, you see all of this heartache and you see this in the middle of the film, there's like that two minute montage. I can't remember the song they play, Push it to the women, maybe, right? And he's getting married and he's driving the car and they show the house. And it's all of his smiles and laughs and all that stuff. And the rest of the movie is just kind of like depressing, right? And shows the struggles that he has. I really can't say that enough how difficult it was that knowing that this is on my back and that people should find out every day.

47:50And just walking the other, I mean, just being on the trading floor, right? and seeing a couple, you know, you'll see a guy or two, you know, walking the floor with, you know, with dark suits and white shirts. Oh my God, is that the FBI? Is that the SEC? Is that the Tomorrowly Futures Trading Commission? I mean, just living like that was just pure hell. And I think a lot of people don't realize that. And of course, you know, some clients, you know, don't want to meet. And, you know, I can respect that, you know, absolutely. I think, and I may be pushing the limit here a little bit. I think most of the individuals who don't want to meet with me really realize that, that they could have done the due diligence and found out early on that I was a fraud.

48:30Yeah. First of all, obviously you're at fault and you went to jail for it and you're not denying that, but I a hundred percent blame the clients for investing in you as well. Well, so I, so I, I can't be, because of my story, I can't blame them. Although I, you know, in my talks, when I, when I talk to, you know, investor groups, you know, I have a very, I have a big tough love message. You know, one of my biggest former investors, one of my biggest fans on the internet, just wham-bates me. And I get it. I understand he's upset even to this day. But understand that this person was a former investigative reporter for the Chicago Tribune and after that, he left to work for a major, major corporate security firm in Chicago.

49:15And he was on location at Walmart and a lot of places. I mean, this guy has an investigative DNA, right? And he was on the floor numerous times, and we had spent many, many lunches and dinners together over the years. And a lot of these guys asked the right questions, but they just didn't know how to verify the truth. And that would be probably the biggest thing. Everybody, you see these documents and marketing pieces and all that kind of stuff, and that's all great, right? Even, you know, even, and I want to get into this for a minute, on the financial advisor misconduct, financial advisor fraud, you know, even like the RIAs that, you know, they have their, you know, their documents required by the SEC.

50:00I mean, anybody can write anything they want in there. The question is, is going in there and proving, are they doing what they say they're doing? And that's probably the hardest, the hardest piece to do, to verify. Are they doing what they say that they're doing? And a lot of times though, hedge funds will say, listen, um, this information is proprietary. Like if you're investigating, for instance, you know, intricacies of a deal, they do like not, not again, like the vanilla hedge funds that just buy and sell stocks, but they're doing more complicated deals. They might, or, or, or they're trading some esoteric derivatives and they might say this information to investors, this information is proprietary.

50:41We, we don't give it out. What do you do about those situations when you're doing due diligence? um so so when i'm when i'm hired it's one of two things right uh i i get one of two phone calls it's some either somebody hey i've got this this this hedge fund or this private equity or whatever it may be that i want to invest in i've got all the documents you know what would you charge to you know to do it i you know i'll look i'll look through it and we'll have a conversation and yeah and the manager knows that somebody's going to call him and he's more than happy to talk to you right so that that's relatively easy on the other side you know you know james i i invested in this hedge fund or this whatever, this private company, you know, a year ago, I'm making a lot of money.

51:20There's no problems, right? But, you know, the statements are coming a little bit late now. And when I call, if I email or call and leave a message, it takes them a week to get back to me. Now, I'm not concerned, but I need you to go and, you know, kick it around and see what you can find. But definitely don't let anybody know that you're, you know, you're doing due diligence on them. And don't mention my name. And that's where it gets a little bit difficult. But to go back to what you said in terms of both hedge funds, I mean, look, I don't necessarily need to see the positions. I don't want to see your strategy.

51:53I don't want to see your positions. I mean, even if I can only verify your back office, how is your back office working? How is that structure working? And even though there may not be fraud going on. So even if a particular fund or a particular management company is absolutely clean, you know, is there back office infrastructure, is it prone to potential fraud in the future? You know, how are the separation of duties? Is there a third party that's in there, that administrator that's handling a lot of those transactions, that's handling the money in, money out, that's doing all of it, that's computing the numbers?

52:33And what does that look like? Because, you know, even, you know, Madoff wouldn't let people for a long time, although I have copies of some of the audits that he actually had done. had done or not he'd done, but his firm, his accounting firm did. And they were very, I mean, they were very minuscule at the very least. You know, there's nothing, looking at somebody's back office, there's no intellectual property there. There's no edge that if I know how your back office works, I'm going to be able to, you know, you know, front on your orders, right? Because I don't even need to know what you're trading.

53:15I mean, yeah, I guess I want to know what you're trading, but you know what I mean? I don't need to see all of that to, I just need to see your back office and how it's set up. Let's go there and then, you know, I can make a better decision. But it's just amazing how many, you know, how many investors will just kind of, you know, stop short of that. Man, James Randolino, you've given me so much to think about. and sounds like your six and a half years in jail were more satisfying life experience than the six and a half years prior to that, where you were just dealing with this hell of committing fraud and keeping it going and so on.

53:55Yeah, I hope I don't get in trouble by saying this. I'm not sure if I've ever said it on a podcast before. But look, I wish I would have made different decisions, right? I wish I would have had the guts to tell my clients that what was actually going on, but I didn't and things happened for what they happened. And, you know, I say now that, you know, if I would have known how my experience was in federal prison, how it actually turned out to be, I would have turned myself in long before I did. you know it was just a you know for me it was just a it was just a big kind of time out that you know able to you know really you know handle mental health issues and really see what you know what do I what am I going to do now that I can't go back to the industry that I spent my you know my entire career wanting to you know you know wanting to be in what am I going to do now how can I make a real difference how can I make you know amends with you know with my investors how can I, you know, how can I make a real difference in, in quantitatively reducing the amount of victims and the amount of fraud that's going on?

55:04So I, since getting out of jail, like when you first started, like, I don't know, dating again, was it a problem that you were in jail for all these years? Like, how did you get over that hurdle? It was a long time. I just started dating really probably a couple, a year and a half ago or so. So, you know, it's with my schedule, it's been really, really tough. You know, what's interesting is that, you know, when I do a lot of my live speaking events, you know, I'll get, you know, people come up to me and say, it's like, boy, if I wasn't married, I would, you know, I'd want to date you because, you know, I really respect with, you know, what you're doing and, you know, and you're really turning your life around.

55:47So it's just a matter of, you know, just meeting the right person. But it's definitely a – and it's definitely been a showstopper as well. I mean, for some people, it's a little bit more baggage than they want. And I accept that. You know, I just – you know, my focus, you know, whether it's somebody that I'm dating or my former investors or somebody who just doesn't, you know, like me or want to do business, that's great. because my focus is on my clients and making sure that they don't invest in anything that's going to be toxic and they're going to, where they face a total or partial loss of assets.

56:21Well, James Randolino, thanks so much for coming on the show and sharing this really intense story and being so forthright and honest about it. And I hope the work that you're doing now succeeds in saving people a lot of money because I believe, I still think there's a lot of fraud out there. Like you said, it never stops. It never changes. And this is an important message. Like investing is not simple. And there's a lot of, there's a lot of things against you, not just the markets, which could be against you also, but, but all these other situations, like these frauds or, or, or there's a lot of things where I call like near frauds where, you know, everything's disclosed, but it's in the fine print and it's really unethical behavior is occurring, even if it might not be labeled as fraud.

57:12So keep it the good work. It's hard enough for investors to make money with legitimate investments. And I think most investors are more concerned about the quality of the investment itself and can it earn the type of returns that the operator says it is. And that's kind of where they focus it on. They don't focus on, you know, does fraud occur? If fraud occurs or will it occur? so yeah well thanks again and and good luck and when you have a book come back on uh come back on the show we'll we'll talk about all the all the types of frauds there are thank you james thanks james take care

From the publisher

A Note from James:Yesterday, we talked all about how James Brandolino started a hedge fund, which was a fraud upon the scheme, all the illegal activity, and how he went from civil to criminal.  You could go back and listen to that, but also, dive into some of the details here. But most of all, this one starts with James Brandolino going to jail and what happened afterward.  Episode Description:Today, we conclude our interview with James Brandolino, a former hedge fund manager who turned himself in after running a fraudulent fund. Part Two begins with Brandolino's decision to face the consequences of his actions, including his incarceration and the aftermath of his fraud. He discusses his initial attempts to die by suicide, the moment of turning himself in, and the support he received from his family despite their being victims of his scheme. Brandolino talks about the challenges in maintaining a facade, the mechanics of creating fake audits, and how he was never caught by investors, despite many opportunities. The discussion also touches on the financial crisis of 2008, providing insights into how Brandolino could have used the situation to cover up his fraud. Brandolino shares the methodology of deceiving both savvy investors and due diligence processes, culminating in his realization of the wrongness of his actions, his time in prison, and his current efforts to prevent investment fraud. The interview explores the complexities of financial fraud from the perspective of someone who lived through it, offering unique insights into the signs of fraudulent activities and the psychological burden of committing fraud. Episode Summary:00:00 The Start of James Brandolino's Downfall01:16 The Emotional Toll and Decision to Turn Himself In03:43 The Complexity of Investor Trust and Fraudulent Audits13:25 Navigating Federal Prison: A New Reality21:21 The Journey of Rehabilitation and Reflection27:15 Unveiling the Complex World of Hedge Fund Audits27:47 The Intricacies of Financial Statements and Audits29:11 Real-World Examples of Financial Manipulation29:47 The Critical Role of Auditors in Detecting Fraud32:10 Navigating the Challenges of Hedge Fund Investments38:51 From Fraudster to Fraud Investigator: A Personal Journey45:18 The Importance of Due Diligence in Investment50:33 Life After Fraud: Redemption and New Beginnings 
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