Representatives of all 30 Major League Baseball teams and their 120 Minor League Baseball affiliates convene for four days each December in the Winter Meetings to discuss league business and conduct off-season trades and transactions. Attendees include league executives, team owners, general managers, team scouts, visitors from baseball-playing countries, trade show exhibitors, and people seeking employment with minor league organizations. The Rule 5 draft, in which minor league players who are not on a team's 40-man roster can be drafted by a major league team, is held on the last day of the meetings.
The tradition of baseball holding off-season meetings during December dates back to 1876, the first offseason of the National League. At the 1876 meetings, William Hulbert was selected to be the league's president, and two teams (the New York Mutuals and Philadelphia Athletics) were expelled from the league for failing to play all their scheduled games; they had refused the make their final road trip of the season. The Winter Meetings became an annual event in 1901. In 2022, The Winter Meetings will be held in San Diego, California.
The Winter Meetings attract several thousand participants; in 2014 organizers anticipated 3,000 attendees. These include team owners, field managers, team scouts, players' agents, lawyers and accountants specializing in baseball, and visitors from baseball-playing countries. While it is rare for players who are under contract to attend, free agents often do come to take advantage of the opportunity to introduce themselves to many teams. At the 2014 Winter Meetings in San Diego, an estimated 750 media personnel received press passes.
Receptions are held nightly by each of the 30 major league teams for their minor league affiliates. A luncheon is also held for major league managers and baseball reporters.
With all the principals in one place, the Winter Meetings are typically the site of player trades and free-agent signings. However, the informal meetings that used to take place in hotel lobbies up until the end of the 20th century have been replaced by texting and emailing; most interactions take place in the privacy of suites due to the preponderance of media personnel and fans converging on the site.
Among the notable trades and signings that have been made at the Winter Meetings are:
Concurrent with the Winter Meetings, a trade show featuring close to 300 vendors of baseball equipment, services, and promotions takes place. Another annual event is the Professional Baseball Employment Opportunities Job Fair, during which recent college graduates seeking internships and employment with minor league organizations schedule on-site interviews. The month of December is considered "the height of baseball hiring season", as 400 to 500 workers are hired each year.
Since 1951, the "King of Baseball" title has been awarded to a minor league veteran at the Winter Meetings banquet.
Several events associated with the Hall of Fame also take place at the Winter Meetings: