"They've tried to ... focus on the enterprise but over the last two years it has really not been successful," said Daniel Ives, a senior analyst at FBR Capital Markets. The enterprise market, which is how Apple refers to its business customers, represents 10 per cent of its $183 billion annual revenue, he said.
Apple has at least one client so far: General Electric has given some of its 305,000 employees the option to use Apple devices at work, with 20,000 iPads and 60,000 iPhones now available in their offices. It is not clear how much this is worth for Apple, nor how it generates about $18 billion a year from the enterprise market.
Apple officials declined to comment on plans to market iPads to business customers, referring queries to a product announcement event that happened September 9. At that event, Phil Schiller, Apple senior vice president of worldwide marketing, said the iPad Pro was faster than 80 per cent of portable PCs, signaling that Apple may think the device could replace workplace laptops from companies like Dell and HP. Schiller called the iPad Pro "ideal for professional productivity."
Read: Apple unveils large-format iPad Pro tablet, improved iPhone
Selling tablets to corporate buyers is an attractive option for Apple amid slowing global iPad sales, which have fallen for two quarters. Research firm Forrester projects that sales to businesses will represent as much as 20 per cent of the overall tablet market by 2018, compared to 14 per cent this year, as the market grows from 218 million units to 250 million units.
"The iPad Pro is important for Apple because they're beginning to saturate the personal device space and it's a logical step for the company if they wish to expand their market share," said Michael Yoshikami, head of Destination Wealth Management, which has $1.5 billion under management and owns Apple shares.
The price of its products is one obstacle Apple faces as it tries to move deeper into the enterprise market.
The iPad Pro starts at $799 but costs more than $1,000 if buyers also want a keyboard and an optional stylus. That's more than Apple's existing tablets as well as devices made by Microsoft Corp and other PC makers like Lenovo. It's about the same price as Apple's own MacBook Air, a laptop.
The iPad Pro's biggest competitor is likely Microsoft's 12-inch Surface Pro 3, also geared towards the business market. While the Surface has the same starting price as the iPad Pro, Apple charges extra for a keyboard and stylus.
In July, Microsoft said its Surface line of tablets brought in $888 million in the most recent quarter, up 117 per cent from the same time last year, boosted in largest part by the Surface Pro 3 and the launch of Surface 3.
"The most formidable opposition to adoption is price ... The iPad Pro has a lot of utility and technology that Apple brought to bear but unfortunately the price never goes away as a challenge," said Keith Bachman, a senior analyst at BMO Capital Markets.
It's also not clear how Apple is going to expand their sales to businesses, as only a few companies like GE have made any significant investment to switch to Apple devices, said J P Gownder, a Forrester principal analyst.
At GE, which gives employees the option of using Apple devices at work, just 10,000 of its 170,000 office workers using computers on a regular basis use a Mac.
In the meantime, Apple has entered into partnerships with IBM and Cisco, aimed at creating more enterprise-friendly software to run on iOS, the Apple operating system, but little is known about these partnerships.
Read: Apple to launch 'monster screen' iPad pro alongside new iPhone
The iPad Pro is "going to be a real accelerator for our partnership and Apple as well," said Katharyn White, IBM's vice president of strategy and markets for the company and Apple's partnership. "Clients that have seen it and are thinking about it are really excited about it."
A Forrester survey last year of more than 4,000 office workers found that they still rely heavily on laptops at the workplace and estimated that global information workers are three times more likely to use them for longer than four hours per day than tablets.
Finally, analysts say that the vast majority of companies use custom-built applications and databases that are still not compatible with Apple's iOS and are unlikely to switch to Mac devices.
GE has an internal group dedicated to developing applications that can run on Apple's mobile devices, and IBM and Apple are developing a number of iOS applications for enterprise clients in industries ranging from banking to healthcare.
But for most companies, Gownder said, "You still can't run all your business-critical applications through Apple."
Gownder wrote in a report on Thursday that technology decision-makers currently favor Windows over iOS for ease of support by 42 percent to 16 percent.
"Enterprises have spent billions on applications that are unique to their business and having 40 apps from IBM doesn't change that fact overnight," he said.
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