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One Man's Gamble
How to pull off the largest non-drug money laundering scheme in U.S. history
By Willy Stern
MARCH 1, 1999:
To his neighbors and clients in Crossville, Jake Gamble was a kind and
decent country lawyer. With his soft blue eyes, drooping mustache, and
easygoing manner, he had the look of a man you could trust.
Jake Gamble, people say, never met a stranger. Jake Gamble was someone
you wanted to do business with.
The good life had not come easily to Gamble. The son of a rural Kentucky
mail carrier with an alcohol problem, Gamble was the first member in his
family to go to college, working full-time to pay his way through Austin
Peay State University. After graduation, he became the football and
basketball coach at Harriman High School, which explained why many of his
former students still referred to him as "Coach." From Harriman, Gamble
would make the 120-mile drive to Nashville four evenings a week to attend
YMCA Night Law School. In 1977, when he graduated, he hung a shingle on his
door, and, after some time, was making a decent--if modest--living in
Crossville.
Gamble appeared to be living the normal, ordinary life of a country
lawyer. In the morning, he'd head to his office, situated in a single-story
brick building off the town square, where he often performed free legal
services for needy individuals. He'd often conclude his day with a prayer
meeting at his home with fellow congregants from Young's Chapel Cumberland
Presbyterian Church. Because his acts of good will became so well known
across the mid-Cumberland plateau, Gamble sat as a part-time juvenile court
judge in Morgan County, and as a temporary judge in Cumberland County. But
there was another side to Gamble, one that his neighbors rarely
noticed.
Another typical day for Gamble might begin with him climbing easily into
a passenger seat of a Lear jet at the nearby Maryville/Alcoa airstrip. A
few hours later, the mild-mannered country lawyer would be sipping Jack
Daniel's with drug runners and money launderers on the veranda of a
beachfront hotel in St. John's, Antigua. Gamble, the unassuming attorney,
who would scarcely seem the high-flying impresario of a major crime
enterprise, was, in fact, something else entirely.
Today, the 56-year-old Gamble is assigned to a federal prison camp in
Manchester, Ky. A white emblem on the chest of his prison-issue green
workshirt identifies him as inmate #15215-075. In May 1997, he pleaded
guilty to one count of money laundering. He has served seven months of a
41-month sentence. In all, Gamble--and his cohorts--are said to have taken
a reported $60 million from a group of unwitting clients who spanned five
continents--from the Middle East, to Asia, to Europe. Federal officials say
Gamble was the front man for what is the "largest non-drug-related money
laundering investigation ever conducted by the U.S. Customs Service." More
than a dozen swindlers around the country have already been indicted in the
scam. Eight have pleaded guilty, and another is on the run.
The story that Gamble has related, in more than 20 hours of interviews
with the Nashville Scene, is one that would seem to have evolved
more from the hands of a Hollywood scriptwriter than from the mind of a
simple country lawyer. And yet what Gamble says has been corroborated by
more than 100 pages of internal FBI files obtained by the Scene, the
accounts of federal agents and analysts in both the U.S. and the Caribbean,
and documents on file in the U.S. District Court in the Middle District of
Tennessee, the Northern District of Florida, and other courts around the
country.
As Jake Gamble jetted back and forth between the Caribbean and
Crossville, he did not escape the notice of federal officials. Around the
country, federal officials were being told of Jake Gamble's exploits. The
Knoxville FBI started drawing a bead on him. And yet, none of them would
take the plunge into what they knew would be a painstakingly difficult
case, one that would take months of tireless investigation to
prosecute.

Jake Gamble
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Then one day someone called Bob Washko, in Nashville. He took it from
there.
Washko, who has been an assistant U.S. attorney in Nashville for 20-plus
years, is a nuts-and-bolts kind of guy. He is built like a fire plug, with
a personality to match. Washko, 55, is a former Army prosecutor who also
flew combat missions as a door gunner on assault helicopters in
Vietnam.
A native of Bethlehem, Pa., he does not mince words. His businesslike
bearing almost seems a stereotype of a federal prosecutor. Humor is not
something he offers up with abandon. There is no irony, just a steadfast
fixation on putting away bad guys. Ask his colleagues to describe Washko,
and they offer up words like "tenacious," "single-minded,"
"no-nonsense."
Washko's office in the federal building at the corner of Eighth Avenue
and Broadway is tiny yet functional, much as you would expect in a federal
government space. It is cluttered with plenty of UT orange and mementos
from his Army days.
Seated at his desk some four years ago, Washko was burdened by countless
other cases. The job of an assistant U.S. prosecutor, after all, is spent
pursuing drug cases, car thefts, extortion, kidnapping, even speeding on
federal lands or defacing Smokey the Bear signs in national parks. To the
extent that federal prosecutors develop expertise, Washko has built a
reputation for going after white-collar fraud cases and crooked lawyers. He
is perhaps best known for twice winning convictions against former state
legislator Tommy Burnett, who is now a popular radio talk show
commentator.
As early as 1994, complaints and phone calls began flowing into Washko's
office from people who said they had been taken in by a money scam. They
had lost not just in the low thousands of dollars; many had lost $100,000
or more. The person at the center of the scam, they charged, was
Gamble.
Numerous prosecutors around the country, including some with far more
resources at their disposal, had also received similar calls and had looked
into the money laundering case. For whatever reason, they had already
decided not to prosecute. The scam was complicated. It would be a difficult
conviction. But Washko had a fair bit of experience with "up-front money
scams"--a type of confidence game in which victims are convinced to put up
money with the promise of a larger return, only to see the money disappear.
With veteran FBI agent Richard Knudsen, who has since retired and now works
for Columbia/HCA in Nashville, Washko had, in the early 1990s, successfully
investigated and prosecuted Nashvillian Micheal Leek, the mastermind behind
a similar up-front money scam.
"I was a reluctant warrior," explains Washko. "But I saw the money going
offshore and that nobody else was going to prosecute or stop it."
Washko had good reason to be reluctant. A federal prosecutor in West
Palm Beach, Fla., had studied the case for some time, only to conclude the
fraud was "so sophisticated it couldn't be prosecuted." But after the Leek
case, Washko knew an up-front money scam when he saw one. More important,
he knew how to prosecute one. Explains Ben Purser, who ran Nashville's FBI
office for 17 years before retiring last October, "Mr. Washko was willing
to take on a very complex and convoluted fraud--and see it through to its
conclusion--when other prosecutors around the country were not willing to
accept responsibility."
In mid-1994, Washko and Knudsen drove to the federal courthouse in
Cookeville, where the FBI maintained a small office. It was on this fateful
day that Washko viewed for the first time an informal complaint from one of
Gamble's early victims. It was a complicated file, packed with financial
documents. Desk space was tight, and Washko got down on his hands and knees
and started spreading the papers around on the dusty floor. He quickly
pieced together the money scam. "I knew immediately what Gamble was doing,"
recalls Washko. "I said, 'Shit man, there's no question this is criminal
fraud, and Gamble is up to his eyeballs in it.' "
What Washko had no way of knowing was the depth of Gamble's involvement,
and the swirl of the activity around him. If there was a beginning to
Gamble's illicit activity, the late 1980s would be a convenient place to
start, as it was then that Gamble expanded his law practice into banking
matters. Gamble soon fell under the scrutiny of federal authorities who
were investigating banking irregularities in East Tennessee. Federal
authorities are legally prevented from ever disclosing exactly which laws
Gamble violated at that time. But this much is certain: Gamble was only
able to avoid bank fraud charges at that time by agreeing to become a
"confidential informant" for the FBI office in Knoxville. To the outside
world, Gamble had become a "rat."
Gamble's job was secretly to provide information to the FBI on unsavory
characters he met or knew, from Nashville to Knoxville. He would meet his
contact, special agent Walter "Grey" Steed from the FBI's Knoxville office,
for regular debriefings in "clandestine" spots like the Cracker Barrel
restaurant in Harriman.
During the summer of 1993, even as Gamble continued to feed information
to Steed, Gamble was introduced to a man from Waldo, Fla., named Larry
Sangaree. At their initial face-to-face meeting, which took place in the
Fort Lauderdale airport, Gamble at first mistook Sangaree for a bodyguard.
Sangaree is a bear of a man, standing 6 feet, 3 inches tall, and easily
weighing 250 pounds, who favors open shirts and topsiders. Sangaree and his
business associates told Gamble that they had access to offshore venture
capital, and that they wanted to loan the money to small businesses and
individuals who qualified to receive the funds.
According to legal documents that Sangaree gave to Gamble, Sangaree had
set up a complicated financial scheme in which those who had been approved
to receive venture capital funding would have to pay to Sangaree's group an
up-front processing fee, usually in the amounts of $100,000 to $250,000.
Sometimes the fee ran far higher. The "clients" of the swindlers were
typically hoping to receive loans of $3 million to $70 million, or even
higher. Rather than actually make any loans, however, Sangaree's group
would stash the processing fees offshore in banks on the Caribbean island
of Antigua. Once moved offshore, the fees would be out of reach of the long
arm of the U.S. government.
Gamble quickly agreed to act as the escrow attorney for Sangaree. His
job would be to control the fees that clients gave to Sangaree before the
venture capital funding was paid out to the borrower. As a former judge
with a fine reputation, Gamble seemed like the ideal choice. What would-be
borrowers wouldn't trust the Tennessee country lawyer to watch over the
processing fees while their loan documents worked through the system?
In Jake Gamble, we had what appeared to be a well-respected attorney in
Tennessee who vouched for the legitimacy and availability of the funds,"
says Thomas Eck, a Reno, Nev., attorney who represents one of Gamble's
victims.
Gamble professes that he initially had "no idea" he was dealing with
"crooks." Certainly, he says he had "no idea" that Sangaree was a high
school drop-out who had served 17 years in prison for murder before he got
into the "venture capital" business. In 1970, Sangaree shot a high school
teacher in the back of the head with a .45 automatic in a dispute over a
1969 Corvette.
In any event, Gamble flew with Sangaree on a Lear jet in mid-1993 to
Antigua. There Gamble chartered a private bank for the single purpose of
laundering money. Gamble sat on the bank's board of directors. On this and
subsequent trips to the islands, Gamble also set up dozens of shell
companies. These dummy companies, and the private bank, provided an
appearance of legitimacy, hid the actual ownership of assets, and made it
impossible for anyone to follow the money trail. The bank, in particular,
enabled Sangaree and his cohorts to deposit the money offshore, have it
disappear, and then rewire it back to them for their own use without
anyone's knowledge.

Ben Purser,former head of Nashville's FBI office
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While this infrastructure was being established, Sangaree and his
associates lured in victims by placing advertisements in The Wall Street
Journal, USA Today, and The New York Times. The ads
promised access to offshore venture capital and listed an 800 number to
call. A sprawling network of brokers, operating under various company
names, responded to inquiries.
Who called? Hundreds of folks, dozens of whom eventually arranged to
borrow money from Sangaree or his associates. Among those who paid the
processing fees were entertainers, surgeons, and a professional athlete.
Executives at High Five Entertainment, a production company on Music Row in
Nashville, were reportedly on the verge of paying a $1 million up-front fee
when FBI agent Knudsen tipped them off to the nature of the scam. High Five
declined comment.
In one instance, an applicant was required to pay an up-front processing
fee of $2 million. Applicants signed a complex financial document that
detailed what requirements had to be met to receive the venture capital
money. No venture capital, however, was ever distributed. After accepting
the processing fees, Sangaree and his cohorts would eventually tell the
borrower by letter that they had "failed" to meet the terms of the
agreement and that the processing fee had been forfeited.
In fact, the loan agreements were written in such a fashion that no
borrower could live up to the terms of the contract. Few read the fine
print. U.S. District Court Judge Thomas A. Wiseman Jr., who sentenced
Gamble, was among those who didn't feel too sorry for the victims. At
Gamble's sentencing, Wiseman used these words to describe the motivations
of those taken in by the scam: "desperation," "greed," "gullibility," and
"stupidity."
If Gamble was initially unaware that he was involved in an illegal
scheme, it couldn't have taken long for him to realize otherwise. As
complaints started to pour into Gamble's modest Crossville office from
victims of the scheme, he said he "began to wonder" about his new business
partners.
Regardless, from 1993 through 1996, Gamble didn't come fully clean on
the scam in his discussions with FBI agent Steed as they met for their
regular debriefings. Gamble had good reasons to keep his mouth shut, chief
among them money. Gamble continued to fly by private jet to the Caribbean
to "verify assets" for Sangaree, and for his legal work alone, Sangaree was
paying him as much as $5,000 a day. Sangaree was also picking up his
expenses, and often, Gamble and Sangaree would wine and dine top Antiguan
government officials at fancy dinners. Sangaree was always quick to pick up
the tab.
Meanwhile, government offices around the U.S. were being beseiged with
complaints about Sangaree's venture capital deals. From Philadelphia to
Reno to Seattle, investigators heard lurid tales of "processing fees" that
had disappeared in various venture capital loan deals. Still, no one
prosecuted the case.
What was particularly strange was the apparent lack of action on the
part of Knoxville's FBI office. Some think that due to the office's
associations with him, the Knoxville agents had to have known that Gamble
was the escrow attorney for the multimillion dollar scam. But neither FBI
agent Steed, nor his colleagues, put a stop to the swindle. While Gamble
and his partners were taking millions in processing fees and moving them
into offshore accounts, Steed went on debriefing Gamble on a variety of
matters in Middle Tennessee and in the Caribbean. A spokesman for the FBI
in Knoxville says his office was "not aware of any illegal activity by
Gamble in our jurisdiction at the time" and therefore appropriately took
"no action other than passing along relevant information."
Meanwhile, Gamble's simple office in Crossville had become the focal
point for an international honor role of money launderers and world-class
swindlers. They included a man who ran illicit arms shipments into Bosnia.
There was a veteran hashish smuggler who had allegedly been sprung from a
Columbian jail by armed commandos. Another apparently avoided a hefty jail
term by agreeing to work undercover as a government operative in
Europe.
What Gamble provided the sordid bunch was, according to former FBI agent
Knudsen, an aura of legitimacy. "Jake had to know his day of reckoning
would come," Knudsen says. "But he got to work with the very best
international money launderers around, world-class at their craft. They
traveled by private jet, did business from yachts. They stayed at only the
best hotels. What's extraordinary is that the entire scheme could not have
happened without Jake Gamble right here in Middle Tennessee."
Far more than even he could have imagined, Gamble became deeply immersed
in the political and banking communities of Antigua, a lovely tourist
destination where Europeans and Americans sunbathe topless on soft white
beaches. But Gamble wasn't spending much time on the beaches. The island
paradise he found was much in keeping with what Time magazine had
reported in 1996, when it described Antigua as one of the "most corrupt
(countries) in the region, long known for sheltering traffickers in
armaments and drugs." As Gamble soon learned, the corruption had already
spread to a smaller, nearby island, Dominica, which was only minutes away
by private plane.
On numerous trips to Antigua and Dominica between 1993 and 1996,
Gamble's working days and nights were spent with South American drug
dealers, gun smugglers, even frontmen for the Russian mob. When he arrived
in Antigua for his first visit to the island in July 1993, Gamble was
escorted around the customs check to a fleet of waiting cars. He was
whisked away to an office to meet with V.C. Byrd Jr., a member of
parliament and brother to Antigua's prime minister.
When Gamble asked Byrd about setting up a new bank for his clients in
Antigua, Byrd assured him the application would be approved "within an
hour" if Gamble gave Byrd $45,000 up front and 25 percent of the bank's
profits. Gamble took this offer back to Sangaree, where the offer didn't
meet with much cooperation. According to Gamble, Sangaree said he wasn't
going to pay bribes to "stupid niggers."
Nonetheless, Gamble was successful in opening up several banks and
accounts in Antigua. The soft-spoken Tennessee lawyer quickly developed
friendships with a number of well-placed government sources in the islands.
Through these connections, Gamble was retained to write Dominica's bank
secrecy laws--in an apparent effort to lure some of the dirty offshore
money away from Antigua. These laws, drafted in Crossville, Tenn., are on
the books today. "Obviously, we are concerned about the use of Antigua and
Dominca's financial services sectors by criminals," says Jonathan Winer,
deputy assistant secretary in the U.S. State Department.
Gamble spent much of his time funneling money into the offshore
accounts, reaping the fruits of the venture capital scam. But his days were
numbered. Washko was on his trail. And the noose was tightening.
Washko had in his possession numerous complaints about Gamble from
around the nation that outlined the venture capital operation. He had
interviewed people who had been taken in by it; he knew how it worked, what
it was, and who was perpretrating it. More importantly, he had actual bank
records showing the money moving offshore and coming back.
Washko figured that if he could secure Gamble's cooperation, the rest of
the scamsters would likely be brought to justice. After a period of tense,
bureaucratic wrangling, the FBI and U.S. Attorney's offices in Nashville
finally wrested Gamble's case away from Knoxville.
Gamble caught a break in April 1996, when Washko underwent open-heart
surgery that required six bypasses. But, by August, the tenacious
prosecutor was back at his desk and getting ready to indict Gamble.
To save his skin before the Nashville agents, Gamble crumbled. Once
again, he agreed to become a "cooperating defendant." For the second time
in his career, he was a "rat."
This time, Gamble's interrogator was FBI agent Knudsen, a soft-spoken
man Gamble still refers to as "a friend, as decent of a man as you'll ever
meet." Gamble agreed to tape conversations with Sangaree and others, and
feed information on the scam back to Knudsen and other federal agencies.
Gamble did so without any preconditions; he says he was under the
impression that he was "helping" the U.S. government, and that the U.S.
government, in turn, would "look out" for him. His only hope was to get a
lesser sentence in return for his cooperation.
At the same time Gamble began spilling the beans on Sangaree's
operation, U.S. Customs agents were snooping around north Florida, looking
at people they suspected were tied to money laundering in the Caribbean.
They had long been aware of Sangaree's apparent money laundering, but did
not have enough hard evidence to arrest him.
Cracking Sangaree's operation, they had discovered, was no easy task.
Holed up in an 80-acre ranch north of Gainesville, Fla., Sangaree's
compound was equipped with an infared laser security system so advanced it
could detect approaching aircraft. He also had sophisticated scanning
devices, an arsenal of semi-automatic weapons, and a 40,000-watt generator
fueled by an underground tank. Inside the home was a bunker with reinforced
concrete walls and controlled access to his security system.
"Virtually every room in that house had a gun in it," said U.S. Customs
agent Mickey Pledger, who was in charge of the Florida wing of the
investigation. Pledger, a swashbuckling customs agent with a reputation for
breaking tough cases, oversaw the effort to bring down Sangaree's empire.
But he didn't get far. After opening up a surveillance operation of
Sangaree's compound, the customs team made two crucial mistakes. First,
despite having been briefed on the presence of Sangaree's detection
devices, the agents failed to use encrypted walkie-talkie communuications.

Attorney Charles Fels and and his client Jake Gamble
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Sangaree was soon listening in on the chatter between the customs
operatives; the agents' cover was blown. Then, not long thereafter,
Sangaree left the compound, leaving an embarrassed customs team in his
dust. Sangaree was on the run.
This is where Gamble came in. At Pledger's urging, Gamble contacted
Sangaree. Speaking over a satellite telephone with a range of 5,000 miles,
with internal software designed to foil cryptographic interception,
Sangaree and Gamble agreed to meet. Gamble asked for the meeting under the
pretext of discussing how to respond to the pressure from the federal
government. In effect, Jake Gamble was to be used as bait. It was an
assignment that Gamble didn't have to be pressured into doing. Despite
putting his own life at risk, he volunteered for it.
On short notice, the U.S. Customs Service flew Gamble into Florida. On a
rainy date in late February 1997, at a luncheonette in the lobby of an
office tower in downtown Jacksonville, the two men were preparing to
discuss business when customs agents stormed the eatery. Sangaree was
arrested at gunpoint. To conceal from Sangaree the fact that he had been
double-crossed by a rat, customs agents held a gun to Gamble's head and
"arrested" him as well. Sangaree's wife and another attorney, who were also
at the lunch, were detained and released.
Gamble had been instrumental in assisting Pledger with his investigation
of Sangaree. And during this time that Gamble had agreed to cooperate with
the U.S. Customs Service, he says Pledger "on several occasions" made
promises that there would be a "job" waiting for him working undercover at
customs. However, once Sangaree was picked up, Pledger failed to deliver on
the deal.
"There's a code of honor among federal law enforcement, and Pledger
violated that code," charges one law enforcement official familiar with the
case. For his part, Gamble now says, "I would never, ever help any
government agency again. You can't believe what they tell you." Pledger
vehemently denies ever making a job offer to Gamble.
Gamble wasn't the only person who found the tactics of the U.S. Customs
Service troubling. After Sangaree and others were rounded up in Florida by
customs agents, the U.S. Attorney for the Northern District of Florida
called a news conference. Customs essentially took full credit for bringing
down the money laundering scheme. The story was juicy, and was picked up by
many major papers across the country, including, ironically, some of the
very same papers that Sangaree had advertised in a few years earlier. No
mention was made whatsoever in the press release, nor in the articles, of
the key roles played by Washko or Knudsen, or for that matter, of any law
enforcement personnel in the state of Tennessee. These omissions raised
eyebrows in Nashville.
"Prior to the time that Jake Gamble's cooperation was obtained by agent
Knudsen and Washko, it's my impression that the investigations in Florida
were of no significance," says Purser. Nobody would be going to prison
today if Gamble hadn't agreed to cooperate with Washko. And Gamble wouldn't
have agreed to become a snitch if Washko hadn't decided to prosecute the
case.
In May 1997, the case of United States of America vs. Donald Jake Gamble
was brought before a federal judge in Nashville. Gamble pleaded guilty to a
money laundering charge for his role in this scheme. And he tried to help
his own criminal defense attorney prepare a "sentencing memorandum" in the
hopes of attracting the mercy of the court.
Gamble had hired a nationally known criminal lawyer, Charles Fels of
Knoxville, to defend him. In the court memo, Fels wrote: "Intent on
providing himself, his wife, and his stepson a comfortable house, expensive
cars, and the appearance of a successful law practice, Jake Gamble chose to
suppress the truth from himself and from others."
In May 1998, Gamble was sentenced by Judge Wiseman. The normally quiet
federal courthouse in Cookeville was packed with a battery of federal
agents, including a contingent of U.S. Customs operatives who had flown up
from Florida. Curiously, no one from the FBI office in Knoxville showed up.
Wiseman sentenced Gamble to serve 41 months, even though the sentencing
guidelines would have allowed a lesser term.
Sangaree, meanwhile, pleaded guilty to money laundering. He's in prison,
awaiting sentencing. For his part, Gamble is not sure he's going to live
long enough to be released from prison. He told a visiting reporter last
month, "I'm scared out of my mind that Sangaree's going to hire somebody to
kill me."

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