Red Sox

Key dates for Red Sox and other MLB teams this offseason

Red Sox

If the 2021 World Series goes a full seven games, the latest it can end is Wednesday, November 3.

The day after a champion is crowned, players set to become free agents officially hit the market.

For the first five days after the World Series ends, teams have an exclusive window to negotiate new contracts with their own free agents. Once that five-day period ends, players are free to sign anywhere, though we rarely see immediate huge signings as is custom in the NBA or NFL.

Here is a list of all of the key dates this MLB offseason pertaining to the Red Sox and the league in general. Keep in mind that the Collective Bargaining Agreement expires on December 1, so absent an agreement, the pace of this offseason could slow considerably.

November 1: Awards finalists

The three finalists in each league for MVP, Cy Young, Rookie of the Year and Manager of the Year are announced on MLB Network at 6 p.m.

November 2: Gold Glove

Gold Glove award-winners at each position in both leagues are revealed. 

November 3: DPOY

Defensive Players of the Year are revealed. Unlike the Gold Glove, this award is based on advanced stats rather than a poll of managers and coaches. One player at each position is selected for each league, along with the No. 1 overall defensive player at any position, and the best overall defensive team.

November 4: Silver Slugger

Silver Slugger awards announced. 

November 8: Rookie of the Year


Rookies of the Year announced. Rays outfielder Randy Arozarena is the favorite to win it in the AL. 

November 9: Manager of the Year

Manager of the Year awards are presented. Dusty Baker of the Houston Astros, Tony LaRussa of the Chicago White Sox and Alex Cora may all be in the running. 

November 10: Cy Young

Cy Young award-winners revealed. It will be between Robbie Ray of the Blue Jays or Gerrit Cole of the Yankees. 

November 10: Qualifying offer deadline

Players who were extended the one-year qualifying offer from their team must officially decide whether to accept or reject. The QO for 2022 is actually down from 2021. It was $18.9 million last year and projects to be $18.4 million this winter.

If a player accepts the qualifying offer, the team has him for $18.4 million in 2022. If he rejects, the former team receives draft pick compensation if he signs elsewhere.

November 11: MVP

MVP awards announced on MLB Network. In the AL, it's Shohei Ohtani's to take. And it won't be particularly close. 

November 15: Hall of Fame ballot

The HOF ballot for 2022 is released. Voting takes place on New Year's Eve. 

November 19: Rule 5 cut-off

College players drafted in 2018 or prior, and high school players drafted in 2017 or prior must be added to their team's 40-man roster or they will be susceptible in the upcoming Rule 5 draft. 

December 1: Non-tenders

The deadline for teams to non-tender their pre-arbitration and arbitration-eligible players. Non-tendered players immediately become free agents.

December 5-9: Winter meetings

MLB's annual Winter Meetings take place in San Diego, culminating with the Rule 5 draft.

January 14: Arbitration exchanges

The deadline for teams to exchange figures with arbitration-eligible players. If the team and player cannot find common ground and reach an agreement, they have an arbitration hearing. Those hearings take place in the middle of February.

February 26: Spring training opener

Pitchers and catchers officially report the prior week.

March 31: Regular season begin