What happened: Free agent pitcher Dustin May was the first player spotted at this year's GM meetings, per Bob Nightengale. The annual summit serves as the primary forum for front offices and agents to begin contract discussions ahead of the 2027 season.

Why it matters: May enters the market following a championship run with Milwaukee, where he embraced a next guy up mentality during the postseason. The Brewers must determine whether to pursue a reunion or let other contenders bid on his services.

What to watch: Meetings continue through the week as front offices evaluate free-agent pitchers and begin formal contract negotiations.