So what happened when last winter?
- Nov 18th: Signed Kendrys Morales
- Dec 8th: Steve Pearce signed
- Jan 18th: Signed Jose Bautista
- Lots of waiver wire acquisitions.
- No trades until April 18th.
Significant trades in offseasons past... (not complete, just to get an idea)
2014/15 offseason: (a fun one)
- Nov 1: Adam Lind to the Milwaukee Brewers. Received Marco Estrada.
- Nov 13: Anthony Gose to the Detroit Tigers. Received Devon Travis.
- Nov 28: Franklin Barreto, Kendall Graveman, Brett Lawrie and Sean Nolin to the Oakland Athletics. Received Josh Donaldson.
- Dec 3: J.A. Happ to the Seattle Mariners. Received Michael Saunders.
2012/13 offseason...
- Oct 21: David Carpenter and John Farrell (as manager) to the Boston Red Sox. Received Mike Aviles.
- Nov 3: Mike Aviles and Yan Gomes to the Cleveland Indians. Received Esmil Rogers.
- Nov 19th: Henderson Alvarez, Anthony DeSclafani, Yunel Escobar, Adeiny Hechavarria, Jake Marisnick, Jeff Mathis and Justin Nicolino to the Miami Marlins. Received Emilio Bonifacio, John Buck, Mark Buehrle, Josh Johnson, Jose Reyes and cash.
- Dec 17th: Wuilmer Becerra (stalled in A+ with sub 700 OPS last year), John Buck, Travis d'Arnaud and Noah Syndergaard to the New York Mets. Received R.A. Dickey, Mike Nickeas and Josh Thole.
2010/11 offseason:
- Dec 6: Shaun Marcum to the Milwaukee Brewers. Received Brett Lawrie.
- Jan 21: Vernon Wells to the Los Angeles Angels of Anaheim. Received Mike Napoli and Juan Rivera.
- Jan 25: Mike Napoli to the Texas Rangers. Received Frank Francisco.
2009/10 offseason:
- Dec 16: Roy Halladay and cash to the Philadelphia Phillies. Received Travis d'Arnaud, Kyle Drabek and Michael Taylor.
- Dec 16: Michael Taylor to the Oakland Athletics. Received Brett Wallace.
- Dec 23: Johermyn Chavez (minors) and Brandon League to the Seattle Mariners. Received Brandon Morrow.
2007/8 offseason...
- Nov 18: Kristian Bell (minors) and Graham Godfrey to the Oakland Athletics. Received Marco Scutaro
- Jan 14: Troy Glaus to the St. Louis Cardinals. Received Scott Rolen.
2005/6...
- Jan 12: Adam Peterson to the Arizona Diamondbacks. Received Shea Hillenbrand.
2004/5
- Dec 7: Dave Bush, Gabe Gross and Zach Jackson to the Milwaukee Brewers. Received Lyle Overbay and Ty Taubenheim.
- Dec 27: Miguel Batista and Orlando Hudson to the Arizona Diamondbacks. Received Troy Glaus and Sergio Santos
2003/4 offseason
- Dec 14: As part of a 3-team trade, traded a player to be named later to the Colorado Rockies and Mark Hendrickson to the Tampa Bay Devil Rays. Received Justin Speier from the Colorado Rockies. In addition, the Tampa Bay Devil Rays sent Joe Kennedy to the Colorado Rockies. The Toronto Blue Jays sent Sandy Nin (minors) (December 15, 2003) to the Colorado Rockies to complete the trade.
- Dec 15: Shannon Stewart & Dave Gassner to the Minnesota Twins. Received Bobby Kielty
1999...
- Nov 8: Jorge Nunez and Shawn Green to the Los Angeles Dodgers. Received Pedro Borbon and Raul Mondesi
1990...
- Dec 2: Junior Felix, Ken Rivers and Luis Sojo to the California Angels. Received Willie Fraser, Marcus Moore and Devon White.
- Dec 5: Tony Fernandez and Fred McGriff to the San Diego Padres. Received Roberto Alomar and Joe Carter.
I think that is far enough back for now. The key is how many trades happen mid November to early December it appears. By January we are down to the mad dash for the final free agents and few trades.