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Chronicles

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Microsoft, Yahoo Try to Make Nice

Latest Attempt At Friendly Deal Aims at Price Divide  —  Talks between Microsoft Corp. and Yahoo Inc. intensified Friday as the two sides explored the possibility of a last-ditch friendly deal with a sweetened Microsoft offer, according to people familiar with the matter.

Wall Street Journal

Context & Ripple Effects

The Microsoft–Yahoo courtship has been running for a year: rumors first surfaced in May 2007 (Rumors Fly on Microsoft and Yahoo), followed by informal talks reported in March 2008 and face-to-face meetings in early April. What began as an unsolicited approach has now collapsed into a last-ditch attempt at a friendly deal, with the core obstacle being the gap between what Microsoft has offered and the price Yahoo's board believes it is worth.

First-order effects

  • Yahoo's board must choose between accepting a sweetened Microsoft offer or continuing to resist while shareholders weigh the alternative; Microsoft must decide whether a higher friendly price beats a hostile proxy fight it may not win cleanly.
  • A signed friendly deal would immediately end weeks of public acrimony between the two companies, removing the uncertainty hanging over Yahoo employees, advertisers, and partners.

Second-order effects

  • If the price divide cannot be bridged, Microsoft walks away or goes hostile, leaving Yahoo to defend a standalone search strategy against Google with diminished leverage — and its ad partners facing renewed churn risk.
  • Any deal reshapes the paid-search advertising market: combining the No. 2 and No. 3 players would concentrate inventory and pricing power, forcing agencies and publishers to re-plan around a two-horse search market.

Third-order effects

  • The repeated on-again, off-again dynamic — talks resurfacing again in 2011 when Microsoft signed an NDA with Yahoo and reportedly weighed a fresh bid, and Yahoo later seeking a $10B bid from equity firms — suggests Yahoo becomes a structurally undervalued asset whose fate is decided by strategic buyers rather than by its own operations.
  • If the pattern holds, the portal-era independent web company gives way to consolidation: scale in search and advertising accrues to a handful of platforms, raising the likelihood of antitrust scrutiny over any combination aimed at challenging Google.

The trend: This episode is one data point in the broader consolidation of the search-and-advertising industry, where mid-tier independents are progressively absorbed into or aligned with a few platform-scale buyers.