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Oh, it must be nice to be the CIO of a FedEx or a GE or a Credit Suisse. Places where IT and the business are so tightly aligned you can barely tell the two apart. Where corporate leaders understand that IT is a strategic asset and support it as such. Where the CIO is encouraged to spend the majority of his time on the Big Picture. If one works in that kind of IT Wonderland, getting a good strategic plan down on paper is probably a snap.

But the vast majority of CIOs work in places where the business itself may not have a clearly articulated strategy. Where corporate leaders don't care too much for IT, much less value it strategically. Where the CIO's time is devoured by day-to-day operations and there's little time left to look beyond the next few months. If one lives with that kind of tactical IT reality, getting a good strategic plan down on paper is practically impossible.

Which is to say that for most CIOs, putting together an IT strategic plan-that annual road map to guide IT through the next 12 months and beyond-is dauntingly hard. But while the odds may be stacked against the average CIO, the truth is that those IT leaders who don't master the art of strategic planning won't last long. "The purpose of the IT strategic plan is to improve the business-IT relationship. A CIO needs it to communicate with the business, to tell them that he understands the company's needs and to set expectations," says Alex Cullen, Forrester Research vice president and research director. "A CIO can't succeed without it." Michael Jones, CIO of the National Marrow Donor Program, calls it "the business case for IT." Here's how you can overcome the four most common obstacles to penning that increasingly critical document.

The cardinal rule in developing an IT strategy is to connect it to the business strategy. "The business should have desired outcomes-market share gains, higher customer satisfaction levels, shortened cycle times," says independent IT analyst Laurie Orlov. "IT has to figure out where they factor into that."

But for all the whining CIOs have had to endure about how IT needs to be more strategic, the businesses they support are often in even more dire strategic straits. "Businesses very often don't have a strategy. Or they do, but it's very high-level and vague. Or they reserve the right to change it. Or they have some strategies, but they don't apply to all the business activities taking place," says Forrester's Cullen.

So CIOs operating in strategy-free organizations are off the hook, right? Wrong. "It's the ultimate cop-out for CIOs to say they can't do an IT strategy because the business doesn't have an articulated strategy," says Orlov. Fuzzy business goals present a challenge, but smart CIOs should see that as an opportunity. "People in the business are very focused on operations or other minutiae," says Dave Aron, vice president and research director for Gartner Executive Programs. "IT can help the business articulate what will help it win and how IT fits into that. Then you go from just being an order taker to actually influencing overall strategy."

Michael Hites knew the lack of vision at New Mexico State University (NMSU) would be a challenge. "If you don't have the highest level plan in place, even the best IT strategic plan won't work," explains Hites. "I've seen it; I've lived it." When he became CIO in 2003, NMSU's plan was no different from any other school's. So Hites's first IT strategic plan was standard and risk-averse. IT plodded along doing good work but nothing particularly strategic. In the absence of a more ambitious university plan, there was nothing to anchor a real IT strategy, says Hites. "If you stick your neck out [in that environment], the university may or may not be behind you," he notes.

But then a funny thing happened. After several years of bugging people about the lack of a strategic plan for the university, Hites last year was put in charge of strategic planning for the entire university and named vice president of planning and technology.

Hites and his team have lots of great ideas-about US$15 million worth of them, he says-but his organization is "funded to the tune of half a million a year." The question he's faced with each year is "how to spend that little bit to do something strategic. If the university has the 'mom-and-apple-pie' strategy of 'helping students succeed' or 'increasing research,' anything you do is going to foster those objectives. And you can never be sure you're making the right choices. But if a university steps out on a limb and says, 'We will have best online education program in criminal justice in world,' then that becomes the strategic focus."

"It can be appropriate for the CIO to help push business along in terms of strategy," says Forrester vice president and principal analyst Bobby Cameron. And that doesn't necessarily mean the CIO taking on a second full-time job. When Kelly Clark joined Exante Financial Services, a financial services provider for the healthcare industry, he wanted to change the IT strategic planning process.

"Generally, it's done at the end of the year," explains Clark. "You look at the budget, see you have X number of dollars and figure out what you can do. It's reactive." Clark wanted a proactive process, a "business overlay that said, here's what the market is looking for, here's what we have, here's what we need." Exante had a business road mapping process but no business and systems strategy, so Clark told his CEO and CFO they needed one. And they bought it. "So off we went," says Clark. "We created an enterprise strategic plan and IT became a piece of that."

Bethesda Lutheran Homes and Services (BLHS), a faith-based provider of services for individuals with developmental disabilities, was a couple years into a five-year organizational strategic plan when Brian Tennant became its CIO. But the plan was strategic in name only. "It was generic: Be the best and grow by this amount," recalls Tennant. "But it was unclear why they picked the growth number or how they would measure it. And they hadn't paid much attention to whether it was on track. Nothing was grounded in reality." Frankly, that didn't matter much to Tennant at first. BLHS had acquired Orange County, Calif.-based Good Shepherd Communities in 2005, which increased its size by two-thirds, and there was a "whole pile of modernization to do," recalls Hites, including adjusting the core ERP system. Even with an overarching business strategy, IT's mission was clear: Integrate and upgrade.

Now that all that work is wrapping up, Tennant knows it's time to create a plan to guide his department of 10 through the next three to five years. But Tennant's not waiting for the 105-year-old organization to come up with a new five-year plan specific enough to guide IT; he's helping shape it.

"I see myself as a member of the senior management team who just happens to be in charge of IT," says Tennant. "So I'm taking the opportunity to weigh in early and weigh in on all disciplines, not just my own."

Senior leaders, Tennant included, are vetting the new plan with the board, operating divisions, donors and families of those to whom they provide aid. The goal is to create what they're calling "strategic positioning statements," such as attracting a younger demographic as donors or expanding services or creating financial stability.

"I'm already starting to think about how IT will fit into those goals," says Tennant.

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