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November 6: Teams can extend qualifying offers to their outgoing free agents
Obviously, the Yankees don't have to worry about this because they aren't giving $15.8 million to Chris Young, Stephen Drew or Chris Capuano. They just have to wait and see which free agents are offered the deal.
November 7: Exclusive negotiating rights end and free agents are now allowed to sign deals with new teams.
Young might be the only free agent they end up signing and it has yet to be seen how active they will be on the open market, but at 12:01 PM on Saturday, things will start moving along.
November 9-12: The General Manager Meetings take place in Boca Raton this year.
Not a whole lot of activity here, but rumors will surely circulate.
November 13: The deadline for players to accept qualifying offers.
By this point we will know which free agent will come with draft compensation.
November 20: The deadline to protect eligible prospects from the Rule 5 Draft.
The Yankees have already added Rob Refsnyder, Greg Bird, Nick Goody, and James Pazos to the 40-man roster, but players like Jake Cave, Rookie Davis, Ben Gamel, Tony Renda, Johnny Barbato, among others, are still eligible this year.
December 2: The non-tender deadline.
The Yankees are expected to tender a contract to all their arbitration eligible players.
December 7-10: The Winter Meetings will take place in Nashville, Tennessee this year.
This is the big event of the offseason, where trades are made, signings are announced, and rumors are abundant. The last day is also when the rule 5 Draft takes place.
Feb. 1-21: Salary arbitration hearings take place.
Unlike most organizations in MLB, the Yankees never head to arbitration hearings, so by this point we should have already heard about the new deals Ivan Nova, Michael Pineda, Dustin Ackley, Nathan Eovaldi, Adam Warren, Justin Wilson, and Didi Gregorius have agreed to in order to skip all that hassle.