By Tzvi Machlin ESPN NFL analyst Dan Orlovsky has been getting bigger and bigger roles with the network since joining the Worldwide Leader in Sports four years ago. But it appears his time with the network could be winding down. According to OutKick, Orlovsky’s contract with ESPN is expiring in the next few months. However, ESPN is reportedly eager to re-sign him and consider him one of their top commentators. ESPN has not confirmed or commented on any of OutKick’s reporting on this. While it remains to be seen if ESPN will make Orlovsky a new offer – let alone if he takes it – he does appear …