The Madoff Syndrome: A Novel Theory of Why Some Are Drawn into Becoming Prey to Scams

Phil Friedman
Worldwide Authors Conspiracy
8 min readMar 9, 2016

It’s Not Just Greed That Lures People into Becoming Marks in Schemes That Are on Their Face Preposterous?

Two separate major investment Ponzi schemes came to light during the period 2008–2009. One was run by now-convicted lawyer Scott Rothstein of Miami, Florida, the other by now-convicted investment fund manager Bernie Madoff of NYC. Both promised investors startingly higher returns than could be achieved elsewhere in the financial markets. Both used new investor money coming in to pay impressively high returns to earlier investors, without actually re-investing the bulk of the money coming in. They did, however, differ from one another in several important respects.

The Rothstein scheme was run-of the-mill fraud, but Madoff’s scam exhibited some touches of criminal brilliance…

Rothstein’s schtick was that he was purchasing the rights to anticipated awards and settlements to plaintiffs in civil suits, much like the firms dealing in viaticals were purchasing life insurance policies from insureds in anticipation of eventually receiving the death benefit payout. It was supposed to work like this: a plaintiff might be suing for, say, two million dollars; and the case (as evaluated by Rothstein’s team) was nearing either a successful judgment or a potential settlement, anticipated to be at least a million dollars. The plaintiff either couldn’t or didn’t want to wait for the suit to conclude or a settlement to be reached. So, Rothstein would (supposedly) purchase the rights to the judgment or settlement from the plaintiff at, say, $700K. When the judgment or the settlement were concluded, the gross profit would be at least $300K — or possibly more, if the judgment or settlement turned out to be more than a million dollars. The returns on investment could be potentially enormous, and wildly higher than those in the traditional financial markets.

Rothstein bolstered his credibility with potential investors by running his investment fund out of the same offices as his “legitimate” law firm, into which he attracted numerous practicing lawyers with excellent credentials. He also spent lavishly in the political arena, and became the darling of several major politicians on the Florida scene. He even co-opted a vice president of TD Bank, U.S., to provide potential Rothstein investors with a sense of legitimacy and security by means of false statements and documents.

In other words, Rothstein created a criminal conspiracy that included both witting and unwitting players of the kind an investor would normally turn to in the course of checking up on the legitimacy of a potential investment. That the investors were stung is the result of their faith in “normal channels”. Not exactly blinded by greed, but certainly with the bright sun of much higher than normal investment return in their eyes, they trusted the recommendations of people whom they had every reason to trust. Much in the way our nation trusted the large national certified public accounting firms who conspired to produce falsified ratings of “bundled mortgage securities” during the real estate bubble. I’m not sure how much we should “feel” for Rothstein’s marks, but in a way, I can somewhat understand how they were deceived.

The Madoff case is, to my mind, significantly different in nature from Rothstein …

Madoff reportedly created an veil of secrecy and the aura of investors belonging to a very private and exclusive club. If you wanted to invest in Madoff’s fund, you had nominally to be recommended by another investor and additionally pass muster at an “interview”. If you were granted the privilege of entry into Madfoff’s circle of investors, you were expected to deposit your money into the fund, and keep your mouth shut. You paid your money, if Madoff deigned to let you do so, then you collected your returns. No questions about performance or how things were going, no audited statements by a major CPA firm, nada, zip, zero, bubkas.

Some potential investors were rightly troubled by this, and walked away after initial contact. But many more than a few drank the Kool Aid — to the tune of nearly $200 billion. The interesting question is WTF were they thinking?

Did they think Madoff was so much more brilliant than anyone else in the financial marketplace? I don’t think so. Were they just stupid greedy? Again, I don’t think so, for it takes some measure of intelligence and business acumen, or at least cunning, to accumulate the assets they possessed.

For a long while, I ruminated on this, and thought there must be something else at work. Then it struck me. A number of potential Madoff investors who walked away without being caught up, clearly found the entire proposition preposterous. While those who were drawn in had to have felt that the investment was relatively safe. But why? Why? As I thought about it, a theory emerged as to how in the circumstances so many people who should have known better, including professional fund managers, got so deeply involved.

It was a one-two punch. One, I think there was the underlying, unexpressed belief that Madoff could do stunningly better than market average because he was almost certainly doing something illegal — probably trading on insider information. And two, belief he was likely operating just outside the law held for many a special kind of appeal that seasoned the transaction with the spice of “getting it over on the system”.

Contemporary society is fascinated by “the hack”…

The term “hacking” was for a while a designator for malicious and illegal activity in the sphere of computers and networks. It has now mutated to encompass any crafty form of upsmanship implemented in working “the system”, and now carries with it an air of admiration and respect. These days we read about things like “5 Great Hacks for Marketing on Twitter” or “Entrepreneurial Hacks for Start-ups”. And when we do, the nearly universal implication is that getting it over on others, the competition, through cunning and chutzpah, is something not only pragmatically necessary, but also very positive in itself.

This attitude permeates all levels of society today. And I submit, it is this attitude which helped draw Madoff’s marks into the spider’s web. They knew the goings on that centered around him were “off” and didn’t line up with normal or standard practice, certainly not with conservative practice in the financial sector. But, they just didn’t care.

That they suspected Madoff to be, if you will, an “investment hacker”, did not undermine their confidence in Madoff’s ability to deliver stunningly better than average returns on their investments with longer term stability. Rather, in the instant, it actually bolstered their confidence that he could. And the same tinge of presumed illegality which bolstered their confidence, contributed a patina of excitement that sealed the deal.

If a deal sounds too good to be true, it most likely is…

It’s our propensity to naive, careless, and downright stupid behavior that draws us into becoming prey for scam artists. For most confidence schemes are on their face preposterous, and require a mark to suspend all common sense.

I once had a conversation with the head of security for a major NYC bank. I was trying to confirm for a business consulting client the bona fides of a purported VP in the bank’s “private banking” division. My client was seeking a substantial loan for working capital, and had been offered through an intermediary what he felt was a great deal. I felt the entire proposal smelled of scam.

The bank’s head of security patiently explained to me that he could neither confirm nor dis-confirm details pertaining to their private banking infrastructure. But when I told him that I had letters of representation on what appeared to be legitimate bank stationery, he gave me this advice:

If the deal seems too good to be true, it very probably is.

Facing a good deal of resistance, I backed my client off of the proposed loan deal, which afterward, indeed, turned out to be a scam — confirmed when several months later I ran into an industry acquaintance of mine who had been stung by the same players using the same con. All of which is itself a pretty interesting story, but one for another time. — Phil Friedman

Author’s Notes: In writing this piece, I’ve relied, in the main, on several publicly available FBI reports, including case and sentencing summaries as well as on published articles too numerous to mention, in such newspapers as the Miami Herald, Sun Sentinel, the LA Times, and the New York Times. I’ve also had some contact with a couple of completely reputable South Florida lawyers who were innocently associated with Scott Rothstein’s law firm at the time, which law firm was distinct and separate from his investment fund operation. However, not too much should be expected in terms of scientific investigation here, for this post is not intended to be a scholarly treatise, but rather a light and entertaining exercise in, what might be termed, socio-philosophical speculation.

This piece was originally part of another piece I previously publishing on LinkedIn: https://www.linkedin.com/pulse/madoff-syndrome-profiles-scams-phil-friedman

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About me, Phil Friedman: With 30 some years background in the marine industry, I’ve worn numerous hats — as a yacht designer, boat builder, marine operations and business manager, marine industry consultant, marine marketing and communications specialist, yachting magazine writer and editor, yacht surveyor, marine industry educator, and ghost writer.

I am also trained and experienced in interest-based negotiation and mediation. In a previous life, I taught logic and philosophy at university.

Text Copyright © 2016 by Phil Friedman — All Rights Reserved
Images Credits: Phil Friedman, FreeDigitalPhotos.net, and Google Images

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Phil Friedman
Worldwide Authors Conspiracy

Thirty years in the marine industry as a yacht designer, boat builder, consultant, business manager, educator, marketer, and professional writer/editor.