In April of 2010, the Phillies signed Ryan Howard to a five-year, $125 million extension that didn't even start until 2012. Let this be a cautionary tale when teams look to lock up guys pre-free agency.
Fresh off winning his second Cy Young award in the past three seasons, Dodgers ace Clayton Kershaw is just one season away from free agency. The Dodgers have made it known they want to sign him to a lucrative extension this offseason. How much should they pay?