NOVEMBER 6: All eligible players can officially file for free agency, though even though this technically marks the start of free agency, players still aren’t allowed to negotiate with anyone but their current team. During the five days until the full opening of the free agent market, teams and players must make their contractual decisions about any club options, player options, opt-outs, and mutual options. The trade market also fully re-opens today, and it is rare but
not totally uncommon to see a prominent swap take place as soon as the market opens.
NOVEMBER 7-10: The annual GM meetings, this year taking place in Las Vegas.
NOVEMBER 10: The free agent market officially opens, and free agents are now free to negotiate and sign with other teams. This is also the deadline for option decisions, as well as the deadline for teams to issue qualifying offers to eligible free agents. MLBTR’s Anthony Franco
recently examined which players are most likely to receive the one-year, $19.65MM offers from their current teams, and which players represent trickier decisions for the clubs.
NOVEMBER 14-17: Awards week begins, as the league announces the results of one major award on each of these four days. The Rookie Of The Year winners are revealed on the 14th, the Manager Of The Year winners on the 15th, the Cy Young Award winners on the 16th, and finally the league MVPs on the 17th. Many players can earn extra contract bonus money based on high finishes in these awards races, but there is an extra hot-stove element this year. Due to the Prospect Promotion Incentive plan included in the new Collective Bargaining Agreement, the top two finishers in AL and NL ROY voting will receive a full year of Major League service time, regardless of how much time they actually spent on their clubs’ active rosters.
NOVEMBER 15: The deadline for teams to set their 40-man rosters in advance of the Rule 5 draft. This usually involves adding some prominent minor leaguers onto the 40-man to prevent their selection in the R5, and several clubs might be looking to swing trades to free up 40-man space and ease any possible roster crunch.
NOVEMBER 18: The non-tender deadline, as teams must decide by this date whether or not to tender contracts to
arbitration-eligible players. This date represents a notable difference to the regular offseason calendar, as the non-tender deadline is usually in late November or early December. Given the closer proximity to the 40-man roster decision date, it seems quite possible we could see some earlier non-tender decisions than usual, so teams can free up more roster spots.
NOVEMBER 20: The deadline for the free agents issued qualifying offers to decide whether or not to accept the QO.
DECEMBER 4-7: The annual Winter Meetings, this year taking place in San Diego.
DECEMBER 7: The Rule 5 Draft, returning to its usual date on the final day of the Winter Meetings. Last year’s Rule 5 Draft was canceled due to the lockout, marking the first time since 1891 that some form of the R5 didn’t take place.