Once the poster child for Democratic morals, the New York governor fell from grace – and office – in March when his use of a prostitution ring came to light.
The largest US automaker had difficulty making its case to the government and American people. While it had sought to restructure and draw attention to product innovations, GM's troubles remained front-page news.
The inability of then-CEO Jerry Yang to hammer out a deal with Microsoft has created questions as to the search engine's viability in an increasingly tight marketplace.
After emerging from bankruptcy in 2007, the airline has continued to face challenges, particularly when the company had to communicate new fees to travelers.
Latte land was on edge in 2008, as the company announced operational cutbacks and profit drops. Convincing consumers that they need a pricey, caffeinated drink is going to be a challenge in 2009.