Bill Gross – The 2 Trillion Dollar Bond King

Bill Gross – The 2 Trillion Dollar Bond King
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Holy Bible

With only two hundred dollars in his pocket, young William Hung aspires to make a fortune in Las Vegas, camping out at a five-dollar-an-hour motel off the Vegas Strip. Options were limited for Belle Groves after a near-fatal car accident. The 22-year-old spent almost an entire year in the hospital. To pass the time, he started reading about the art of gambling and came across a book written by mathematician Edward Thorpe called “Beat the Dealer.” This book showed how one could beat casinos at the game of blackjack, becoming Groves’ holy bible.

Convinced that it’s possible to get rich by gambling, Groves adopts card counting as his objective. Card counting allows a player to determine whether they have the advantage or if the casino does. If the player has the advantage, they make a big bet; if the casino has the advantage, the player makes a small bet. By consistently winning the majority of big bets and losing the majority of small bets, the player comes out ahead in the long run.

MBA tuition

While most people Bill Gross view getting rich through gambling as a futile endeavor, Groves feels a sense of confidence backed by mathematical certainty. Methodically, he turns his initial $200 stake into ten thousand dollars within six months, enough to pay for his MBA tuition at UCLA.

Well-known bond investor Bill Gross stands in a league of his own, having built PIMCO from the ground up into the world’s largest bond firm. Beating 90% of the bond market, Gross has created his own reality. His portfolio has risen at an average annualized rate of 10.6% since 1973, comparable to stock market indices. Remarkably, he has only had three negative years with average returns of 2.3%.

Asperger’s Syndrome

Born with Asperger’s syndrome, Gross attributes his success to the ability to compartmentalize and operate in different universes without one affecting the other. As an Asperger, this has allowed him to maintain a 30,000-foot perspective rather than being grounded.

Gross excelled academically, earning acceptance to Duke University. Despite a major in psychology, a severe car accident in his senior year flipped his life upside down. With three-quarters of his scalp sliced off, Gross spent the rest of the semester in the hospital. During his recovery, he discovered a book called “Beat the Dealer,” sparking his interest in gambling and ultimately leading to his success.

Before pursuing an MBA, tragedy struck again as Gross’s best friend from college was killed in the Vietnam War. Despite not being drafted, Gross voluntarily joined the military for three years, serving in the Vietnam War. Afterward, he enrolled in UCLA’s MBA program in 1973.

Entering the 1973 oil crisis and economic downturn, Gross navigated challenging times for fixed-income investments. Yet, with a strong financial mind, he faced the headwinds, building a successful career in the financial markets.

Bill Gross

In the 1970s, Bill Gross had a friend who was a bond trader at Merrill Lynch. Struggling to support his three kids on a bond trader’s salary, the friend took on a job as a trained conductor at night. Despite the challenging times for bond traders, Gross believed he could bring his unique insights as a gambler to the business of bond trading. He expressed his ambitious goal to his parents, declaring that he aimed to become the best portfolio manager in the world.

In 1971, Belle Groves landed a position as a junior bond analyst for Pacific Mutual Insurance Company. At that time, bonds were not actively traded, but Gross saw an opportunity in active trading. He proposed a strategy of actively trading bonds on a daily basis to anticipate broad swings in inflation and manage risks effectively. His boss agreed, and Gross received $15 million to form a bond portfolio.


PIMCO (Pacific Investment Management Co.) was born, and Gross continued to employ unique trading strategies, such as dealing with mortgage-backed securities, TIPS bond futures, and convertibles. By the end of the 1990s, PIMCO had grown to three billion dollars in assets.

In 2000, Gross foresaw a financial bubble and warned about the impending dot-com bubble burst. That year, he and his partner sold PIMCO to Allianz for 3.3 billion dollars. Despite enjoying immense wealth, Gross remained grounded in the market’s reality. In 2005, while standing on his head, he saw a vision of the U.S. housing market collapse. PIMCO dispatched mortgage analysts to investigate, and Gross warned of the looming subprime mortgage crisis in a letter to investors.

In 2008, amid the financial crisis, PIMCO’s Total Return Fund outperformed the market. Gross negotiated a deal with the government to bail out the banks, making a strategic investment with almost no risk. He invested 61 percent of PIMCO’s funds in mortgage bonds.

Over the years, Gross became one of the nation’s most influential financiers, leading PIMCO to manage trillions of dollars and accumulating billions in personal fortune. However, in 2014, Gross was unexpectedly ousted from PIMCO due to internal conflicts. He sued the company and received a $81 million payment. Subsequently, Gross joined Janus Henderson in 2014, managing their Global Unconstrained Bond funds. Despite his retirement in 2019 at the age of 74, Bill Gross’s legacy as a bond king and influential financial figure endures.


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