#4. World Heavyweight Champion (2008-2009)
What is a better way to debut on Raw other than cashing your Money in the Bank briefcase to become the World Heavyweight Champion?
When CM Punk was drafted to Raw during the WWE Draft 2008, he was already the Money the Bank briefcase holder. He decided to make a huge first impression on the non-ECW audience and cashed in his contract against Edge to win the World Heavyweight Championship. It was an emotional moment for all the fans who had followed him from his indie days as, despite not being a 'WWE guy' traditionally, he was skyrocketed to the top of the company.
However, it became clearer with each passing week that the management doesn't see him as the main event material and he was forced to vacate his title after getting attacked by Randy Orton, ending his reign in just 69 days.
After that, he spent the rest of the year wandering in the mid-card and tag titles scene. His moment in the sun came again at WrestleMania 25, when he won the Money in the Bank ladder match for the second consecutive year. He cashed in his briefcase on Jeff Hardy at the Bash to win the Heavyweight Championship for the second time in his career.
He turned heel during the program with Hardy and eventually had him leave the company after Hardy lost a steel cage match on August 2009 with to the added stipulation that the loser had to leave the company.
He then entered into a feud with the Undertaker for the championship. Both had incredible chemistry between them and produced classic matches at Breaking Point and Hell in a Cell pay-per-view. Punk lost the match at the latter event and soon moved away from the title picture after losing two following matches against the Deadman after that.
Punk's second reign with the World Heavyweight Championship was the first time WWE audience got to see what he could do when he is given a character with potential and it immediately made him the biggest heel in the company.