Spears -- who turned 30 in 2012 -- faced a series of ups and downs in her 20s. In 2004, she married her childhood friend Jason Alexander in Las Vegas, only to have the marriage annulled 55 hours later. That same year, she also wed her backup dancer, Kevin Federline
, who she has two sons with, and divorced him in 2007. After Spears' brief stint in rehab, her father James Spears and attorney Andrew Wallet were granted a permanent conservatorship
in 2008, which gave them complete control of her assets.