
With the Brewers’ first World Series title now in the rearview, it’s time to enter the baseball hibernation months. Here are some of the key dates to remember as the offseason begins. Remember, this will be one of the weirder offseasons we’ve seen in some time, with a lockout expected to begin in December.
Free Agency & Options
Free agency officially began on Thursday for any players with six or more years of MLB service time who are not under contract for 2027. Negotiations begin immediately, but players cannot sign with a new team until Monday, November 2 at 4 p.m. CT (five days after the conclusion of the World Series).
Likewise, contract options are exercised (or not) within five days of the end of the World Series.
For the Brewers, impending free agents and options include:
- 1B Jake Bauers (free agent; top qualifying offer candidate)
- C William Contreras ($15.5 million club option, but also arbitration-eligible for 2027 even if option isn’t exercised)
- RHP Dustin May (already declined $20 million mutual option; $500,000 buyout)
- LHP JoJo Romero (free agent)
- C Gary Sánchez ($1.75 million mutual option with $250,000 buyout)
- RHP Antonio Senzatela ($14 million club option, no buyout)
- RHP Brandon Woodruff (free agent)
60-Day Injured List Activations
As it stands now, the Brewers’ 40-man roster sits at 39 players, with three on the 60-day injured list — Brian Fitzpatrick, Quinn Priester, and Angel Zerpa. With at least three free agents departing in May, Romero, and Woodruff, the Crew will have no problem activating those three. Senzatela and Sánchez may not have their options picked up, meaning they would join that free agency group, and if Bauers is offered and declines a QO, he would also be a free agent. If the Brewers opt to make some more space on their roster, non-tender candidates may include Grant Anderson, Jared Koenig, Bryse Wilson, Akil Baddoo, and Tyler Black.
Minor League Free Agency
This is the point where the Brewers could add any players eligible for minor league free agency to the 40-man roster and/or to protect them from the Rule 5 Draft. This year’s Rule 5 protection deadline is Tuesday, November 17. Players who have been released from their original pro contracts or with six full years of minor league service can opt for free agency if they aren’t on the 40-man roster. They can also opt to sign a new minor league deal to remain in the organization.
It should be noted that the Rule 5 Draft, which is scheduled to take place on Wednesday, December 9, during the Winter Meetings, won’t take place if there is a lockout.
Last season, the Brewers opted to protect right-handed pitcher Coleman Crow, who had a cup of coffee in the majors in 2026, appearing in five games (18 2/3 innings).
As a reminder, to prevent players from becoming eligible for the Rule 5 Draft, organizations must add players who signed at age 18 or younger to their club’s 40-man roster within five seasons and players who signed at age 19 or older to their club’s 40-man roster within four seasons.
Qualifying Offers
After Brandon Woodruff was offered and accepted a qualifying offer last season, the only real candidate for Milwaukee this year is first baseman Jake Bauers. While he made just $2.7 million in 2026, Bauers became a key player for the Crew in 2026, putting up 3.7 fWAR as he hit .266/.389/.484 with 26 homers over 144 games, earning NLCS MVP honors and helping the Brewers win it all.
This year’s top candidates for qualifying offers ($23.15 million for 2027) include Bauers, Randy Arozarena, Brandon Lowe, Seiya Suzuki, Trevor Rogers, Jazz Chisholm Jr., Adrian Morejon, Ian Happ, Ryan Jeffers, David Bednar, and Matthew Boyd.
If a team gives a qualifying offer to a player who then signs elsewhere, the club that lost the player is eligible for Draft pick compensation the following year. A team’s highest first-round pick is exempt from forfeiture.
Last season, 13 players received qualifying offers ($22.025 million) and four accepted (Woodruff, Trent Grisham of the Yankees, Shota Imanaga of the Cubs, and Gleyber Torres of the Tigers). Bo Bichette, Dylan Cease, Edwin Díaz, Ranger Suárez, Kyle Tucker, Framber Valdez, Zac Gallen, Michael King, and Kyle Schwarber all declined their offers, though each of the last three re-signed with their original team.
Award Dates
- November 1: Gold Glove Awards (8 p.m. CT on ESPN)
- November 2: National Baseball Hall of Fame announces its eight-person Contemporary Baseball Era Players ballot
- November 2: BBWAA award finalists (5 p.m. CT on MLB Network)
- November 5: Silver Slugger finalists (10 a.m. CT)
- November 6: MLBPA Heart & Hustle Award (MLB Network)
- November 6: Rawlings Gold Glove dinner and announcement of Platinum Glove winners
- November 9: Rookie of the Year Award (6 p.m. CT on MLB Network)
- November 10: Manager of the Year Award (6 p.m. CT on MLB Network)
- November 11: Cy Young Award (6 p.m. CT on MLB Network)
- November 11: Hank Aaron Award, Comeback Players of the Year, Relievers of the Year, Outstanding Designated Hitter of the Year, MLB Executive of the Year, and selections for All-MLB First and Second Teams (8 p.m. CT on MLB Network)
- November 12: MVP Awards (6 p.m. CT on MLB Network)
- November 16: BBWAA Hall of Fame ballot released, with voting taking place through December 31
- November 17: Silver Slugger Awards
- December 6: Contemporary Baseball Era Committee of the Hall of Fame will meet and announce results (7 p.m. CT on MLB Network)
- December 9: Winner of Hall of Fame’s Frick Award (for broadcasters)
- January 19: Hall of Fame announces 2027 class (5 p.m. CT on MLB Network)
Other Key Offseason Dates
- November 9-12: General managers meetings (Las Vegas, Nevada)
- November 17-19: Owners meetings (New York)
- November 17: Qualifying offer deadline (3 p.m. CT)
- November 17: Rule 5 protection deadline (5 p.m. CT; see more details above).
- November 20: Last day for teams to offer 2027 contracts to arbitration-eligible unsigned players on their 40-man rosters. More commonly known as the “non-tender deadline.” Last year, the Brewers tendered contracts to all arbitration-eligible players.
- December 1: Likely lockout; some of the events listed below might not happen or be rescheduled.
- December 7-9: Winter meetings (San Diego, California)
- December 8: MLB Draft lottery, determining the first 18 picks of the 2027 draft. As World Series winners, the Brewers hold the No. 30 pick in 2027.
- December 9: Rule 5 Draft (1 p.m. CT)
- December 15: 2026 international signing period closes (4 p.m. CT)
- January 8: Salary arbitration exchanges take place between players and teams
- January 15: 2026 international signing period opens (8 a.m. CT)
- Late January/early February TBA: Salary arbitration hearings
2027 Season Dates
- February 10: Pitchers and catchers report to spring training
- February 14: Remainder of players report to spring training
- February 19: Spring Training schedule begins
- March 25: The Brewers begin the defense of their title with a series against the Los Angeles Angels at American Family Field










