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19. Flextronics International
Global 500 rank: 292
2007 loss ($ millions): $639
Ticker: FLEX

In an effort to diversify its offerings, the Singapore-based contract manufacturer spent nearly $3.6 billion in cash and stock to acquire a competitor, California-based Solectron. Absorbing the company meant absorbing its long-term debt. Combined with hefty restructuring costs, this acquisition was costly enough to put the company in the red.

Last updated July 09 2008: 8:26 AM ET
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