From the years 1946 to 1955 the Cleveland Browns appeared in the Championship game every single year. Otto Graham was the quarterback every single one of those seasons. He led the Browns to 7 Championships in those 10 years. There has never been a Brown to win more Championships than Mr. Graham. Though his career numbers are not as fancy as some modern day quarterbacks, you have to take in consideration he played in a run first league. There is also the fact that he played before the Super Bowl was founded, so sometimes his impact on football is often forgotten. Graham posted a professional winning record of 105-17-4. He surprisingly won a championship as a professional basketball player with the Rochester Royals (Sacramento Kings) as well. Graham could be considered one of greatest winners in sports history.
After the first four quarterbacks, there aren't many left to choose from. I debated between four players to place as my number five pick, Vinny Testaverde (awful), Milt Plum, Tim Couch (look at the stats), and Bill Nelson. I picked Nelson for a couple of reasons. In his five seasons with the Browns he posted a convincing winning record. He also led the Brownies to three playoff appearances in 1968, '69, and '71, two of which ('68 and '69), were conference championships. Nelson rounds out the top five NFL quarterbacks in Browns history.