This explains part of the problem.
"Staff Finds White House in the Technological Dark Ages
By Anne E. Kornblut
Washington Post Staff Writer
Thursday, January 22, 2009; Page A01
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Two years after launching the most technologically savvy presidential campaign in history, Obama officials ran smack into the constraints of the federal bureaucracy yesterday, encountering a jumble of disconnected phone lines, old computer software, and security regulations forbidding outside e-mail accounts. here were plenty of first-day glitches, too, as calls to many lines in the West Wing were met with a busy signal all morning and those to the main White House switchboard were greeted by a recording, redirecting callers to the presidential Web site. A number of reporters were also shut out of the White House because of lost security clearance lists.
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... the vaunted new White House Web site did not offer any updated posts about President Obama's busy first day on the job, which included an inaugural prayer service, an open house with the public, and meetings with his economic and national security teams.
Nor did the site reflect the transparency Obama promised to deliver. "The President has not yet issued any executive orders," it stated hours after Obama issued executive orders to tighten ethics rules, enhance Freedom of Information Act rules and freeze the salaries of White House officials who earn more than $100,000.
The site was updated for the first time last night, when information on the executive orders was added. But there were still no pool reports or blog entries. One member of the White House new-media team came to work on Tuesday, right after the swearing-in ceremony, only to discover that it was impossible to know which programs could be updated, or even which computers could be used for which purposes. The team members, accustomed to working on Macintoshes, found computers outfitted with six-year-old versions of Microsoft software. Laptops were scarce, assigned to only a few people in the West Wing. The team was left struggling to put closed captions on online videos..."
Staff Finds White House in the Technological Dark Ages