By Ted Mann 

After more than a decade rebuilding General Electric Co. to be a simpler industrial machine, Chief Executive Jeff Immelt finds his creation running rough.

The problem: too much oil.

Investors have long pushed Mr. Immelt to pare down GE's finance business and more tightly focus its industrial side. Last year, he edged out of businesses like appliances and store-branded credit cards, and he made a $17 billion deal to buy Alstom SA's power-generation business. That capped a long-running rehabilitation in which he estimates he sold 65% of the company he inherited over 13 years ago from Jack Welch.

This was supposed to be the time Mr. Immelt began reaping the rewards.

Instead, the oil-price drop is raising a fresh growth impediment and new questions about his legacy. Some investors and executives fear it could now be even longer before GE shares escape their losing streak--down 34% since Mr. Immelt ascended in September 2001 and down 7% since 2013's close--deepening their frustrations as the CEO moves through his tenure's latter stages.

GE's latest results were better than Wall Street expected, with $5.2 billion in profit on $42 billion in revenue the last three months of 2014. But at its peak, in the 2007 fourth quarter, GE's net income was $6.7 billion on $48.5 billion in revenue.

And oil has clouded the picture. GE's stock is down 3% since June's oil-price peak, compared with an 8% rise in the S&P 500. In a report headlined "Are We There Yet?," analysts at J.P. Morgan Chase say GE's latest results could be as good as it gets as the oil impact looms.

That leaves the 59-year-old Mr. Immelt in a familiar position: prove-it mode. "I think what they've done with these moves is very bold," says Robert Spremulli, an analyst at fund manager TIAA-CREF, GE's 19th largest shareholder according to FactSet. "He needs to demonstrate the success of it."

GE might not seem an obvious candidate for oil-market victim. The company Thomas Edison founded is now known for turbines that generate much of the world's electricity, jet engines used on planes like Boeing Co.'s Dreamliner and CT scanners that make 3-D images of internal organs. It is also essentially one of the country's biggest banks through its GE Capital unit.

But Mr. Immelt also bet on the energy boom, spending $14 billion on companies that help oil and gas drillers pump and transport. He put a promising young executive, Lorenzo Simonelli, in charge of the business. Oil and gas accounted directly or indirectly for a quarter of GE's $100 billion industrial revenue in 2014.

GE was touting the business to investors as recently as September. But Mr. Immelt's annual investor meeting in December included a warning on oil and gas: The business could see revenue and earnings each decline up to 5% in 2015.

The prospects of oil's denting GE earnings has compounded the view among some on Wall Street that Mr. Immelt wasn't moving fast enough to remake GE's portfolio even before crude prices fell. "The scariest thought in the world is that this is a company that could take two decades to get back to where its previous high of 60 bucks was" in 2000, says Nick Heymann, a William Blair & Co. analyst who has covered GE for decades. "It's like the lost decades in Japan."

In public statements since December, Mr. Immelt and other executives have said they remain committed to oil long term. Chief Financial Officer Jeffrey Bornstein said in a January interview that GE would manage through an expected downturn in orders from the oil-price crash, using it as a chance to streamline and outmaneuver struggling competitors.

"We're going to use this as an opportunity," he said.

Mr. Immelt is well versed in the criticism of his tenure, including that he has taken too long reducing reliance on GE Capital, which has been the greatest concern to GE investors. Deep change takes time, he said in a September interview, adding that he has made investments on products like jet engines and gas turbines that will pay off over decades.

"The way I look at that," he said, "as our earnings grow and continue to grow, we deliver on the things that we've laid out to investors, the stock's going to go up."

The son of a GE Aviation middle manager, Mr. Immelt spent a career at GE working up through appliances, plastics and medical devices. The 6'4" former Dartmouth College lineman won a divisive three-way race for the top job.

Mr. Immelt had a tough CEO act to follow in Mr. Welch, an empire builder who delivered steady profit growth and sent GE's shares soaring during the 1990s. Four days after Mr. Immelt took charge in 2001, the Sept. 11 attacks flattened GE's aviation business. Later, the financial crisis turned its giant banking business into a liability, forcing GE to cut its dividend the first time since the Great Depression.

For much of the decade, Mr. Immelt's mantra was to focus on businesses that provided the high-end infrastructure equipment developed nations need--engines, turbines, health-care technologies-- and get out of other businesses, particularly in consumer markets.

He shed some flagship businesses. Mr. Welch had bought RCA and its NBC network, and Mr. Immelt spent nearly $12 billion on Vivendi Universal Entertainment. Mr. Immelt reversed course, selling NBCUniversal, saying it distracted from GE's core mission.

Mr. Welch loaded up on insurers; Mr. Immelt exited the industry in 2005. He jettisoned GE Plastics and GE Appliances, one of the last tangible connections to consumers. He bought industrial businesses like Enron Corp.'s wind-power division and life-sciences firm Amersham PLC.

GE's acquisitions and research spending have helped it increase or maintain market share in key industries, especially aviation. It will build on a strong position in power-generation equipment if its Alstom deal is approved.

Some bets didn't pan out. He bought a string of security companies after 9/11 that didn't pay off. He aggressively invested in office buildings and other commercial property through GE Capital before the real-estate collapse.

But in 2010, energy seemed to fit Mr. Immelt's vision for GE's portfolio: a growing global industry into which it could sell infrastructure equipment. He oversaw a string of acquisitions beginning that year, with Brent crude at $80 to $100 a barrel. In 2011, GE bought the well-support division of John Wood PLC, which makes submersible electric pumps that help extract oil, and Wellstream PLC, which makes flexible subsea risers that connect wells to the surface and pipelines.

GE bought Dresser Inc., which makes valves and controls for oil production. In 2013, Mr. Immelt paid $3.3 billion for Lufkin Industries Inc., a drilling-equipment maker positioned to benefit from North American shale drilling.

In September 2014, the oil bet still seemed sound. GE that month told investors at a briefing on its oil-and-gas operations that it expected to reap strong growth selling services to frackers in the U.S. and to companies exploring off the Norwegian and Scottish coasts.

One slide listed a price assumption for Brent crude: $100 a barrel. Andrew Way, a vice president in the business, told the investors: "We love this space."

By year's end, Mr. Immelt was striking a valedictory tone. The portfolio moves he had described for years would finally let GE "pivot" and focus on organic growth in its industrial units, he told investors in the December presentation.

He just needed investors to see that.

GE's share price hadn't topped $30--half its record $60 in 2000--since 2008, closing at a low under $7 during the recession.

And through the fall, Wall Street had continued to give Mr. Immelt a mixed report card. Fans included activist investor Nelson Peltz, who said Mr. Immelt is "doing what I think are the right things, and at a certain point in time the market is going to appreciate what he's accomplished."

Detractors included a portfolio manager at one of GE's 10 largest shareholders who has long been frustrated with its performance. "It wouldn't surprise me if one of the big hedge funds went after them," the manager said in October. "Somebody went after Microsoft. Somebody went after DuPont."

Mr. Immelt was deeply frustrated, not understanding why investors weren't giving more credit for his changes, people close to him say. "He has said to me and others, 'I keep saying it over and over again, and nothing changes,' " one of those people says.

Meanwhile, GE executives and directors had kept an eye on activists to understand what issues investors had, people familiar with the company say. GE invited Mr. Peltz, for example, to address its top 200 executives in 2013.

"Of course we have talked about activism and asked ourselves, 'How might somebody look at GE?' " Mr. Bornstein, the CFO, said in a September interview.

Mr. Immelt put a personal stamp on GE's December investor meeting. On the "Saturday Night Live" set at NBC studios, he stood before a projected slide that read: "I am running GE differently."

It was the final slide, intended as a declaration of responsibility--an answer to investors who see Mr. Immelt as talking a good game but not delivering.

But by that time, Brent was trading at about $60, down from nearly $100 when GE gave its September oil-and-gas presentation.

Brent is still trading at about $60, prompting an industry contraction. Schlumberger Ltd., the world's largest oil-services company and a GE competitor, in January said it would lay off 9,000 workers and cut its 2015 investment plans 25%. BP PLC, a major GE customer, said in January it would lay off 300 workers in Aberdeen, Scotland, as part of North Sea cost-cutting. Other big oil companies have announced spending cuts.

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GE executives say 60% of the company's oil-and-gas business is in booked orders and that the difficulty some of its customers have in stopping oil operations will help the business. For some customers' offshore operations, for instance, GE says halting production would be costlier than selling oil at lower prices, meaning demand for GE equipment and services should hold up.

Still, GE officials acknowledge customers are likely to delay future exploration and production. They say they will trim costs from the oil-and-gas business through layoffs, eliminating management layers and consolidating factories. Lufkin, the 2013 acquisition, is expected to take a hard hit, Mr. Bornstein said at a conference this month.

GE's oil-and-gas unit had a $19 billion order book at year's end, but orders fell 10% in its oil-and-gas business in the final 2014 quarter, including a 72% decline for equipment like blowout preventers.

Mr. Immelt on a January earnings call said he is getting calls from clients looking to modify terms. A person familiar with those discussions says customers are likely to seek discounts or reductions in existing orders as the industry faces the sudden need to save cash and cut capital expenditures.

GE is also trying to squeeze savings out of its industrial supply chain in the oil-and-gas business, this person says, looking to cut costs until new orders return.

And concerns linger about Mr. Immelt's speed in remaking the rest of GE. Mr. Bornstein said at the conference that investors continue to feel "uncertainty" about GE Capital and that the company is continuing to pare back investments that have most concerned shareholders who recall GE's near-collapse in the financial crisis.

When Mr. Immelt faces stress, he has a coping mechanism: 1970s rock 'n' roll. He has a soft spot for the Allman Brothers and the Marshall Tucker Band, he once told a Dartmouth audience.

He cranks up the music to blow off steam, says someone familiar with his habits. It is salve for a CEO working to prove he can fix a machine that is no longer his predecessor's creation. "In one way, shape or form, I created all the problems," he said in September, discussing efforts to cut corporate-bureaucracy layers that have built up over his tenure.

"It's not like I can say...this was Jack Welch's fault. It's our fault, and my fault."

Write to Ted Mann at ted.mann@wsj.com

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