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Chronicles

The story behind the story

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Microsoft's Sidekick/Pink problems blamed on dogfooding and sabotage

Additional insiders have stepped forward to shed more light into Microsoft's troubled acquisition of Danger, its beleaguered Pink Project, and what has become one of the most high profile Information Technology disasters in recent memory.

AppleInsider Daniel Eran Dilger

Context & Ripple Effects

A week after leaked Project Pink hardware drew a strongly negative reception and reports suggested the effort might be dead in the water, new insider accounts are reframing why things went wrong — less a product miss than an organizational one. Insiders tie the failures to Microsoft's acquisition of Danger, whose Sidekick service became what they describe as one of the most high-profile IT disasters in recent memory.

First-order effects

  • Microsoft's Pink team now faces internal scrutiny over both execution and culture, since insiders attribute the project's troubles to dogfooding practices and alleged sabotage rather than purely technical shortcomings.
  • Danger's existing Sidekick user base carries the immediate fallout, with the service's instability becoming the visible face of the acquisition's integration failure.

Second-order effects

  • With Windows Mobile 6.5 already panned by reviewers days before these revelations, Microsoft's phone credibility problem compounds — partners and carriers evaluating the 2010 pipeline must weigh whether Pink can deliver anything the licensed platform has not.
  • Rivals positioning iPhone competitors gain a narrative opening: a first-party Microsoft hardware effort, if it ships at all, arrives damaged by its own origin story.

Third-order effects

  • If the pattern holds, the episode becomes a case study in acquisition-integration risk — buying a hosted consumer service (Danger) and grafting it into an enterprise-software culture — shaping how large vendors vet operational compatibility before purchase.
  • The insider disclosures also push the industry conversation toward whether in-house hardware experiments inside software giants survive internal politics, a question that will color every subsequent 'software company builds a phone' attempt.

The trend: Microsoft's mobile strategy is straining through its pivot from licensed software to acquired, in-house hardware, with the Danger/Sidekick integration exposing the cultural cost of that transition.