Headley has been the subject of trade rumors throughout the 2013 season following a breakout season last year where he hit .286/.376/.498 last season with 31 home runs, but there has never been any indications that San Diego truly intended to move him this season. The Yankees inquired on him in July, but there was little movement towards any potential deal according to reports from Heyman at that time. Instead, it appears the Padres are hoping to sign their top star to what may be a franchise-record deal this off-season. At the very least, he is unlikely to be moved this year since he cannot be placed on revocable waivers again this year.
Headley is currently making $8.6 million this year, his third arbitration eligible season. He is a super-two player, so he will still have one more arbitration season after this one and then become a free agent after the 2014 season. Heyman cites one speculative estimate that puts a price tag of five years and $75 million on a possible extension. That would easily exceed the three year, $52 million deal the Padres gave Jake Peavy, which is currently the largest salary in the team's history.
Headley is having an off year this season after struggling with a hand injury to start the season. He is currently hitting .240/.331/.368 with just eight home runs in 501 plate appearances.