Fortune 500 Rank: 20
Loss in Millions: 14,025.0
The troubled Federal Home Loan Mortgage Corporation, aka Freddie Mac, is a government-sponsored enterprise chartered by Congress to stabilize the nation's residential mortgage markets. However, despite the injection of massive bailout loans and government care, its $14 billion loss in 2010 has put a sledge hammer through its hopes of recovery. In fact, in March 2011, Treasury Secretary Timothy Geithner called on Congress to pass legislation within two years that would dissolve both Freddie Mac and its larger sibling, Fannie Mae.