By Rob Copeland And Christian Berthelsen 

Christian Levett tried an aggressive tack during his first few days back at an old job.

Rehired last September at $15 billion hedge-fund firm Moore Capital Management LP in London after an ill-fated stint running his own firm, Mr. Levett seized a chance for fast redemption. From his new post in the firm's Mayfair office, the 45-year-old collector of ancient arms and armor began to bet that oil prices would drop.

Few on Wall Street or elsewhere foresaw oil's ferocious tumble; prices are on pace to post their eighth losing month out of the past nine with Tuesday's close of trading. U.S. crude prices settled Monday at $48.68, down by nearly half since Mr. Levett started his trades in September.

The handful of traders to get ahead of the historic slide included an array of on-the-outs hedge-fund executives whose bets--informed by early signals of surging global oil output and weak demand--put them on the comeback trail.

Mr. Levett's wagers, to which he added throughout the plunge, helped book tens of millions of dollars in profits for Moore in his first few months, giving the hedge-fund firm founded by billionaire Louis Bacon relief during a rare money-losing period.

Two former traders for commodity giant Cargill Inc., Michael Coleman and Doug King, notched a nearly 70% gain in their Merchant Commodity hedge fund over the past 15 months, earning them fees based on performance for the first time in four years. And Pierre Andurand, a former Goldman Sachs Group Inc. oil trader, tallied profits of more than $200 million and counting after he reversed his bets on rising prices in September.

"It was a relief," said Mr. Andurand, 38, who founded Andurand Capital Management LLP on the ashes of his earlier effort, BlueGold Capital Management LLP, which folded after losing 34% in 2011.

For some commodities traders, the chance to profit came too late. Commodity hedge funds came into vogue during the extended rise in raw materials prices during the 2000s, but many investors backed away in recent years as performance faltered amid stagnant markets. Merchant, for instance, recently was down to about 10% of the $2.5 billion it managed in 2008, with most of the remaining cash belonging to its two founders.

Of those who endured, only a small cohort spotted that the paradigm dominating global oil markets since the late 1990s--constrained global supplies and swelling demand driven by China's growth--was about to crumble.

In some cases, their views were expressed through a simple wager, with so-called short sales of futures contracts for the U.S. and global oil benchmarks. Short trades are profitable when prices fall.

The investors also used complex strategies, such as betting on a widening gap between current prices and future ones, which pays off when current prices fall in comparison with those on future dates.

At his desk last June in an angular glass-and-concrete building near Harrod's department store in London's Knightsbridge district, Mr. Andurand noticed prices falling for cargoes of oil in Europe's North Sea--a surprising signal that real-world demand for physical oil was sagging. Later in the summer, further convinced by lower-than-expected demand figures from international energy monitors, Mr. Andurand reversed wagers on rising prices to bet on a fall.

Those bets quickly turned profitable as oil swooned and producers continued delivering millions of new barrels of crude.

That resulted in crushing budget problems for major oil-producing countries from Russia to Venezuela, and sudden cash shortfalls for previously highflying energy companies.

Others on Wall Street, like former Morgan Stanley trader Stephen Jamison, missed out on big profits. He largely stopped betting against oil in his nearly $2 billion Koppenberg Macro Commodity hedge fund in November when it was trading around $80, nearly double its eventual bottom, because he was spooked by uncertainty over the Organization of the Petroleum Exporting Countries' decision on whether to keep up production, a person familiar with the firm said. A representative of the firm declined to comment.

Pimco's $11 billion Commodity RealReturn Strategy Fund, one of the largest investment funds in commodity markets, lost 27% in the past 12 months through Friday. The firm cited oil's collapse as a key factor in the fund's performance.

For the most part, very few traders have "been willing to stick their neck out" and bet against oil, said Stephen Mason, an investor in hedge funds at Collins Capital Investments LLC in Coral Gables, Fla.

Before the fall, few had more ground to regain than Messrs. Levett and Andurand.

Mr. Levett had a profitable early career trading oil for American International Group Inc., and later for Moore. He left in 2007 to start Clive Capital, and later founded a classical art museum on the French Riviera to display his wide collection of priceless antiquities.

Clive grew to be a giant among commodity hedge funds, with more than $5 billion under management at its peak. But Mr. Levett closed it in September 2013 as assets dwindled to around $1 billion on the heels of a yearslong commodities slump.

Mr. Andurand, a former competitive swimmer and chairman of a kickboxing league, became one of the oil market's best-known traders for correctly predicting oil's surge to its record of $145 a barrel in 2008 and its subsequent collapse. Elton John performed at his wedding to a Russian model in 2011.

The following year, he liquidated his once $2.4 billion hedge-fund firm, BlueGold, in the wake of double-digit percentage losses on oil swings.

A degree of stabilization has come to crude markets of late amid an influx of billions of dollars in investor capital, particularly from retail traders who believed prices had bottomed out. Some managers have pulled back on bets that prices will fall much further. But some of the biggest winners remain bearish, and as the supply glut continues to grow, that market stability is beginning to fray and prices are falling again.

"I think there's more pain to go through," Mr. Andurand said. He forecast oil could hit $25 a barrel before this summer.

Nicole Friedman contributed to this article.

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