The Trial of Michael Milken: Wall Street's "Junk Bond King"

published on 23 January 2024

Most can agree that the financial industry has seen its share of controversy over high-risk practices.

Yet even amid complex markets, we must thoughtfully examine each case to uphold ethics. The trial of Michael Milken represents a watershed moment that still resonates but warrants ongoing balanced discussion.

By reviewing the context and key events around "junk bonds" and this influential case, we can better understand its lasting impacts on finance and regulation while also reflecting on deeper questions of innovation versus misconduct.

Introduction to the Trial of Michael Milken

Michael Milken was known as the "Junk Bond King" for his role in developing the high-yield bond market in the 1980s. As head of the high-yield bond department at investment bank Drexel Burnham Lambert, Milken helped finance a number of major corporate transactions and takeovers.

However, an investigation by the U.S. Securities and Exchange Commission (SEC) into insider trading and securities fraud led to a 98-count indictment against Milken in 1989. He initially pleaded not guilty but later reached a plea deal, admitting to six counts of securities and tax violations. Milken was sentenced to 10 years in prison and permanently barred from the securities industry.

The case drew immense media attention and shone a spotlight on questionable practices in high finance during an era of mega mergers and hostile takeovers. It marked a defining moment that transformed Wall Street.

The Rise of the 'Junk Bond King' and Drexel Burnham Lambert's Dominance

Michael Milken began working at Drexel Burnham Lambert in the 1970s and pioneered the use of high-yield "junk" bonds to finance mergers, acquisitions, and leveraged buyouts of companies. This provided funding for corporate raiders and allowed troubled companies access to capital markets.

Under Milken's leadership, Drexel became the top underwriter of junk-bond offerings. By 1986, it commanded an incredible 60% market share. Drexel earned enormous fees from debt offerings and trading. Milken himself earned over $1 billion in 1987 at the height of his success.

However, there were concerns over the risks posed by allowing struggling companies to take on more debt via junk bonds amidst an environment of hostile takeovers.

The SEC's Pursuit of Securities Fraud and Insider Trading

The SEC began investigating Drexel and Milken for a variety of alleged securities laws violations. There were accusations of insider trading, stock parking, and stock manipulation.

Specifically, Milken was accused of feeding inside information on junk bond deals to co-conspirators like Ivan Boesky, who would trade on that information illegally for huge profits.

The SEC probe revealed a web of connections and deals between Milken, Boesky, and other Wall Street figures that allegedly violated securities rules and regulations.

The 98-Count Indictment: From High-Finance to Criminal Prosecution

In March 1989, Milken was indicted on 98 counts of racketeering, securities fraud, mail fraud, and tax evasion charges. The case was brought by federal prosecutor Rudy Giuliani, who called Milken's actions part of "a criminal scheme of bribery, extortion, income tax violations, mail fraud, securities fraud, and stock parking and stock manipulation."

The indictment alleged that Milken had built a network of cronies by compensating them for directing business through Drexel. It also stated that he failed to report millions in taxable income. Milken pleaded not guilty and prepared to fight the charges before agreeing to a plea deal months later.

How did Milken use junk bonds?

Milken pioneered the use of high-yield "junk" bonds to finance leveraged buyouts (LBOs) of companies. Here are some key ways he utilized these bonds:

  • Funded takeovers of companies by raising money through issuing junk bonds. This allowed him to acquire companies without putting up much of his own money.
  • Used the junk bonds to pay large premiums to buy out shareholders at prices higher than the current stock market valuation.
  • Structured the deals so the junk bonds were paid back using the target company's cash flow or by selling off its assets.
  • Issued bonds for companies that were considered riskier investments and couldn't qualify for investment-grade rated bonds.
  • Promised high interest rates, sometimes as high as 15-20%, to attract investors to the junk bonds.
  • Helped finance many well-known LBO deals in the 1980s, including Beatrice Companies, Safeway, Revlon, and RJR Nabisco.
  • Fueled a boom in LBO and hostile takeover activity through readily available financing from junk bonds.

In essence, Milken exploited junk bonds to raise quick money for corporate raiders to take over companies, often leading to massive layoffs and asset stripping. This controversial financing technique concentrating power caused significant economic disruption.

Where is Ivan Boesky now?

After his securities fraud conviction and multi-million dollar fine, Ivan Boesky largely faded from public view. He served 22 months in prison before being released in 1990.

Boesky moved to California where he lives a quiet, private life focused on community service and philanthropy. Specifically:

  • Boesky divorced his wife Seema in 1991 and paid a $23 million settlement, though he retained significant wealth.

  • He serves on the board of directors for the John Wayne Cancer Foundation which supports cancer research and education.

  • Boesky also volunteers at local homeless shelters and participates in other community service activities.

Overall, Ivan Boesky has redirected his ambitions after his fall from power on Wall Street. While the junk bond king lives comfortably, he now dedicates his time to more altruistic pursuits.

What company did Michael Milken work for?

After graduating from the Wharton School at the University of Pennsylvania in 1970, Michael Milken began working at the investment bank Drexel Firestone, which soon after merged with Burnham & Company to become Drexel Burnham Lambert.

Drexel Burnham Lambert was known for its high-yield "junk" bond department, which was headed by Michael Milken beginning in the late 1970s. Under Milken's leadership, the junk bond department came to generate an enormous amount of profit for Drexel in the 1980s. Milken pioneered the use of junk bonds to finance leveraged buyouts of companies and hostile takeovers.

By 1986, Drexel Burnham Lambert and Michael Milken dominated the junk bond market. That year, Drexel earned an industry-record $545.5 million, with the junk bond department accounting for the bulk of those profits. Milken himself earned over $550 million in 1987. However, in the late 1980s, Drexel and several of its employees, including Milken, became embroiled in an insider trading scandal.

In 1990, Drexel pleaded guilty to six counts of fraud and agreed to pay $650 million in fines. The firm declared bankruptcy later that year. While the demise of Drexel Burnham Lambert was triggered by the insider trading scandal, many also blame the firm's overly aggressive junk bond strategy pursued under Milken's leadership.

What happened to Drexel Burnham Lambert?

Drexel Burnham Lambert was once a leading investment bank on Wall Street in the 1980s. However, the firm became embroiled in multiple scandals related to illegal and unethical business practices.

The downfall of Drexel Burnham Lambert centered around its star banker, Michael Milken, who headed the firm's high-yield "junk bond" department. Milken built a massively profitable junk bond operation, but his success was fueled by illegal activities like stock manipulation, insider trading, and other securities violations.

In the late 1980s, federal authorities began investigating Drexel and Milken for their shady dealings. The firm initially tried to protect Milken, but eventually gave in to government pressure. Drexel reached a plea deal in 1988, admitting to multiple felonies. Milken was indicted on an astounding 98 counts of racketeering and fraud.

With its reputation in tatters, Drexel Burnham Lambert soon collapsed. The once-mighty investment bank declared bankruptcy in 1990. The firm's failure is still viewed as an infamous Wall Street scandal driven by boundless greed and corruption.

While Drexel faded into history, Michael Milken became the face of 1980s financial malfeasance. He reached a plea deal in 1990, pleading guilty to securities violations. Milken was sentenced to 10 years in prison and permanently barred from the securities industry. Although he served less than two years before early release, the "junk bond king" remained synonymous with Wall Street excess gone wrong.

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The Mechanics of Milken's Financial Empire

Junk Bonds and the Transformation of Corporate Finance

Michael Milken pioneered the use of high-yield "junk" bonds to finance corporate takeovers and acquisitions. By selling these bonds to raise capital, Milken enabled companies to take on significant debt to fund mergers and buyouts. This transformed Wall Street in the 1980s.

Where traditional investment-grade bonds were issued by stable, blue-chip companies, junk bonds offered much higher yields but carried higher risk of default. Milken realized their potential to fuel takeovers. He used Drexel Burnham Lambert to underwrite and sell billions in junk bonds on behalf of clients pursuing leveraged buyouts.

  • Junk bonds offered annual yields over 15%, attracting investors seeking higher returns.
  • Freed from reliance on bank financing, buyers could raise large sums quickly through bond offerings.
  • High debt loads pressured companies to boost profits to service obligations.

Milken's junk bonds financed the rapid consolidation of entire industries as raiders and buyout firms took over companies in hostile bids. This permanently changed the landscape of American business.

Leveraged Buy-Outs and the Era of Hostile Takeovers

Junk bonds gave buyers the financing to launch audacious, heavily-leveraged takeover bids. By loading debt onto target companies, buyers could pay large premiums and still profit from increasing efficiencies. The 1980s saw a boom in hostile takeovers and leveraged buyouts using this model:

  • Corporate raiders like Carl Icahn and T. Boone Pickens threatened takeovers to pressure companies into restructurings.
  • Major buyout firms like Kohlberg Kravis Roberts (KKR) acquired companies through junk bond-financed leveraged buyouts.
  • Between 1984-1989, over $500 billion in assets changed hands in U.S. LBOs and M&A deals.

Critics argued deals benefited buyers at the expense of employees and underlying companies struggling under new debt burdens. But Milken maintained these deals unlocked value and removed inefficient managers. His financing fueled this turbulent era of massive consolidation.

The Drexel Network: Partnerships with Investment Banks and Private Equity

To market junk bonds on a vast scale, Milken cultivated close partnerships across Wall Street connecting buyers and capital:

  • Drexel Burnham Lambert became the top underwriter for junk-financed deals.
  • Milken forged links to major banks like Salomon Brothers to co-fund bigger buyouts.
  • Private equity giants like KKR relied on Milken for deal financing.

Milken required buyers provide "highly confident" letters indicating Drexel could raise necessary funds. This gave confidence for buyers to make bids and ensured demand for new bond offerings. Though later abused, it initially facilitated an efficient system matching deals and financing.

Through his expansive network by the late 1980s, Milken had an enormous influence on the flow of capital, shaping the future of innumerable companies.

Key Events and Testimony in the Trial

The trial of Michael Milken was a landmark case in the 1980s that shone a spotlight on some of Wall Street's most unethical practices. As the pioneer of high-yield "junk" bonds, Milken enabled a wave of hostile takeovers and corporate restructurings. However, his methods drew scrutiny from regulators.

Milken was indicted on an array of charges including securities fraud, stock manipulation, and insider trading. The trial featured testimony from several key figures, most notably Ivan Boesky. As part of a plea deal, Boesky provided evidence of Milken's involvement in illegal activities.

The Testimony of Ivan Boesky and the Insider Trading Web

Ivan Boesky was a Wall Street arbitrageur who profited from insider trading. He had a close working relationship with Michael Milken and Drexel Burnham Lambert. As part of a plea bargain with the SEC, Boesky agreed to pay a $100 million fine and serve time in prison. He also agreed to testify against Milken.

Boesky provided detailed accounts of how he and Milken collaborated in schemes to manipulate stock prices. This insider trading web involved multiple prominent Wall Street figures. Boesky's testimony was crucial in establishing Milken's central role.

Evidence of Market Manipulation and Securities Fraud

Prosecutors outlined a wide array of evidence showing how Milken and his network engaged in market manipulation and securities fraud:

  • Stock parking - Illegally buying and selling shares to artificially inflate trading volume and stock price
  • Wash trades - Sham transactions to create a false appearance of market activity
  • Manipulating highly confident letters - Overstating the expected profits of leveraged buyouts to defraud investors

There was also substantial evidence of Milken receiving stock kickbacks in exchange for preferential treatment in junk bond offerings. This indicated quid pro quo relationships and highlighted the conflicts of interest.

Defense Strategies: Refuting Charges and Challenging the SEC

Milken's legal team focused their defense on attempting to undermine the credibility of key witnesses like Boesky. They claimed Boesky embellished events and gave misleading testimony to improve his own outcome.

The defense also took aim at the SEC, painting them as overzealous in pursuing Milken. They argued the rules around ethical Wall Street conduct were vague at the time, and that hostile takeovers were a novel phenomenon.

However, the breadth of evidence ultimately overwhelmed their counterarguments. With the testimony of Boesky and others, prosecutors constructed a compelling case that swayed the jury.

Conviction, Sentencing, and Aftermath

The Plea Bargain: Guilty Verdicts and Sentencing Controversy

After a lengthy trial, Milken reached a plea bargain in which he pleaded guilty to six felonies of securities fraud and stock parking. As part of the deal, prosecutors dropped the insider trading charge. Milken was sentenced to 10 years in prison and permanently barred from the securities industry by the SEC.

The sentence sparked controversy as many viewed it as overly lenient given the scale of crimes. Some cited Milken's prominence and wealth as the reason for the light punishment. However, the judge stated the sentence reflected Milken's cooperation and the fact that his crimes were "victimless". The plea deal also required Milken to pay $600 million in fines and restitution.

Repercussions for Wall Street and Shifts in Financial Regulations

The high-profile case shone a spotlight on unethical practices on Wall Street in the 1980s. It led to strengthened oversight and regulations around insider trading, disclosure requirements, and accountability of financial institutions. Many practices that were commonplace earlier faced greater scrutiny after the trial.

The scandal also prompted self-regulation in the industry. Financial institutions enhanced compliance procedures and accountability mechanisms to rebuild public trust. It paved the way for regulatory reforms in the 1990s.

From Incarceration to Innovation: Milken's Post-Prison Ventures

After serving 22 months in prison, Milken focused his energies on philanthropy and advancing medical research. In 1982, he founded the Milken Institute, an independent economic think tank.

He also co-founded philanthropic organizations like the Prostate Cancer Foundation and FasterCures, dedicating over $1 billion to accelerate life-saving treatments. His philanthropic network has contributed to advances in cancer research, public health initiatives, medical innovations, and more.

Though banned from securities trading, Milken has actively consulted and invested in healthcare, technology, media and financial services ventures since his release. His business initiatives have focused largely on improving access to capital and resources to empower socially beneficial solutions.

Michael Milken's Legacy and Influence

The Milken Institute: From Think Tank to Global Influence

The Milken Institute has become one of the preeminent economic think tanks since its founding in 1991. Originally established to study the democratization of capital markets, it has expanded its research and programs dramatically over the past 30 years.

Some key aspects of the Milken Institute's influence include:

  • Thought leadership on financial innovations, access to capital, medical research, and public policy
  • Annual Global Conference that convenes over 3,000 senior leaders in business, government, science, and academia
  • Policy programs driving advancements in financial markets, human capital, public health, and more
  • Centering its headquarters in Los Angeles, the Institute has contributed significantly to the city's growth as a global business and technology hub

By convening some of the best minds to tackle pressing world issues, the Milken Institute has shaped many policy discussions and solutions long after Michael Milken's legal troubles had passed.

Philanthropy and Advocacy: Battling Prostate Cancer and Beyond

In 1993, after his own diagnosis, Michael Milken established the Prostate Cancer Foundation to fund research and accelerate treatments for the disease. His efforts have included:

  • Raising over $850 million for cancer research to-date
  • Financing over 1,500 research projects at over 200 research centers globally
  • Advancing genomic testing, imaging, biomarkers, and genetic profiling
  • Improving survival rates and patients' quality of life
  • Campaigning tirelessly for awareness, screenings, and funding

Milken has also launched FasterCures, a center focused on removing bureaucratic and regulatory barriers to medical research. His advocacy has sped up progress across the disease care continuum.

Executive Clemency: The Controversial Pardon by Donald Trump

In February 2020, President Trump granted Michael Milken a full pardon from his securities violations in the 1980s. This stirred significant debate, with proponents arguing Milken's philanthropy warranted forgiveness while critics saw preferential treatment for a wealthy financier.

Aspects of the controversial pardon include:

  • Occurred after lobbying from Trump insiders and advisors close to Milken
  • Criticism that it set a double standard for justice between Wall Street and Main Street
  • Claims that Milken's charitable works outweighed his past crimes
  • Debates over "forgiving and forgetting" questionable behavior from decades ago
  • Discussion around how much impact one's later deeds should have on early convictions

The executive clemency remains a polarizing bookend to Milken's legal saga, raising complex questions about justice and redemption.

Conclusion: The Enduring Impact of Michael Milken's Trial

Michael Milken's trial and conviction on charges of securities fraud had a profound and lasting impact on Wall Street and the financial world. Though his sentence was relatively short due to a plea bargain, the "Junk Bond King" left a complex legacy.

Revisiting the 'Junk Bond King': Reflections on Michael Milken's Guilt

There are differing perspectives on the extent of Michael Milken's guilt. Some view him as a scapegoat for broader systemic issues in finance at the time. However, his central role in enabling questionable or illegal activities cannot be ignored. He paid his debt to society through fines and prison time, but reflections on white-collar crime and its consequences remain relevant.

Wall Street's Evolution: The Trial's Influence on Modern Finance

In the aftermath of Milken's fall, regulations tightened significantly around insider trading, disclosure requirements, and other practices. His pioneering work with high-yield "junk" bonds also transformed corporate finance. These bonds are now a standard instrument, though require oversight. Ultimately, the trial marked the end of an era for Wall Street's "anything goes" climate.

The Future of Financial Innovation and Regulation

As technology continues advancing global finance, regulators face ongoing challenges balancing innovation versus risk management. However, transparent markets underpin healthy economies. Milken's case remains instructive for ethical considerations around financial engineering. Innovations should strengthen, not undermine, market integrity.

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