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0:00 Intro

3:30 Kay, Hentges, Miggy Ro signings

5:10 Pagan goes back to Reds

6:15 Jarren Duran

7:35 Cedric Mullins to the Rays

9:45 Red Sox Trade for Johan Oviedo

14:30 Jose Ferrer to the Mariners for Harry Ford

20:00 Mike Soroka Signs with the Diamondbacks

21:40 Who is going to sign?

22:35 Should Outfield Shifts Be Limited?

39:24 Our Winter Meetings So Far

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Read ESPN's mock trades with us: https://www.espn.com/mlb/story/_/id/47177743/mlb-2025-26-offseason-winter-meetings-trades-duran-marte-kwan-buxton

Read About Outfield Shifts with Us: https://www.nytimes.com/athletic/6856840/2025/12/03/mlb-vanishing-doubles-triples-rule-change/

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Timestamps:

0:00 Intro

2:50 Ketel Marte

7:15 Marte for Jarren Duran?

15:00 Alec Bohm for Jarren Duran

20:05 Steven Kwan to the Mariners

25:20 Luis Robert to the Royals or Phillies

30:30 Byron Buxton to the LA Dodgers  

35:10 Joe Ryan & Ryan Jeffers to the Yankees

39:45 Yankees Trade Jasson Dominguez to Miami for Edward Cabrera

44:10 Sandy Alcantara to the Athletics  

45:50 MacKenzie Gore to the Orioles

47:40 Mitch Keller to the Giants  

52:35 Outfield Shifts

53:30 Football Preview 

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Read Mark Feinsand's Article Alongside Us: https://www.mlb.com/news/trade-candidates-for-each-mlb-team-ahead-of-2026

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Timestamps:

0:00 Intro

1:50 Dylan Cease Signs with Toronto for $210 million  

8:55 Orioles Sign Ryan Helsley

9:55 Anthony Rendon Contract is Done  

10:55 Potential Trades for Every Team  

13:10 Toronto Blue Jays: Joey Loperfido

17:05 Baltimore Orioles: Ryan Mountcastle

19:30 Tampa Bay Rays: Brandon Lowe  

21:45 Boston Red Sox: Jarren Duran  

23:50 New York Yankees: Spencer Jones  

25:30 Cleveland Guardians: Steven Kwan

27:10 Kansas City Royals: Kris Bubic

29:15 Detroit Tigers: Tarik Skubal

32:10 Minnesota Twins: Joe Ryan  

34:35 Chicago White Sox: Luis Robert Jr.  

35:15 Los Angeles Angels: Jo Adell  

36:30 Houston Astros: Yainer Diaz

38:10 The Athletics: Luis Severino

39:05 Seattle Mariners: Luis Castillo

39:25 Texas Rangers: Josh Jung

40:50 Atlanta Braves: Sean Murphy

41:30 Miami Marlins: Edward Cabrera  

42:15 New York Mets: Jeff McNeil  

43:10 Washington Nationals: Mackenzie Gore  

44:30 Philadelphia Phillies: Nick Castellanos

44:40 Milwaukee Brewers: Freddy Peralta  

45:50 St. Louis Cardinals: Brendan Donovan

46:15 Chicago Cubs: Nico Hoerner

46:55 Pittsburgh Pirates: Mitch Keller

47:30 Cincinnati Reds: Hunter Greene

49:05 Arizona Diamondbacks: Jake McCarthy

50:25 LA Dodgers: Dalton Rushing

51:45 SF Giants: Josuar Gonzalez  

52:50 Colorado Rockies: Brenton Doyle

53:25 San Diego Padres: Jake Cronenworth

54:40 What Do You Like From This Exercise?  

56:15 Football 

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Read Jesse Rogers ESPN article alongside us! https://www.espn.com/mlb/story/_/id/47096794/mlb-offseason-2025-26-survey-baseball-insiders-execs-predict-free-agency-trades

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Timestamps:

0:00 Intro

1:15 Sonny Gray Traded to the Boston Red Sox  

11:30 Red Sox Need Bregman Back?

14:55 MLB Executive Poll  

16:20 Kyle Tucker to the Yankees?

30:00 Will Tucker Get a Shorter Contract?

33:40 Framber Valdez, Dylan Cease, Ranger Suarez

38:00 Tatsuya Imai  

40:30 Schwarber, Bregman, Bellinger, Alonso?

43:30 What Contract Will Be the Most Surprising?

51:25 Will Tarik Skubal Be Traded?

53:40 What Other Players Could Be Traded?

55:10 Which Small Market Team Will Make the Most Noise?

58:30 NFL Thanksgiving Weekend Preview

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Timestamps:

0:00 Intro  

2:20 Mets Trade Brandon Nimmo for Marcus Semien!

33:05 Taylor Ward for Grayson Rodriguez Trade

51:05 Josh Naylor Stays in Seattle  

59:55 Raisel Iglesias Stays in Atlanta  

1:01:50 Qualifying Offers

1:07:00 Shota Imanaga Saga

1:15:30 I Went to Italy! 

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Join Jake and Foolish Baseball as they create their own awards for the 2025 MLB season! From the most random 100 mph pitcher to the Old of the Year, they hand out the honors no one else will. Baseball humor, hot takes, and offseason fun—all in one Wake n Jake episode.

Follow all of our content on https://jomboymedia.com

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Timestamps:

0:00 Great Postseason

4:20 Innings Eater

13:17 Enjoyed Watching You Run the Bases

18:12 Old of the Year

27:05 Worst Pitch of the Year

34:20 Most Random 100 mph Pitcher

43:26 Favorite Bad Player

50:11 Alien Embassador

58:03 Late Night Text

1:01:53 Different, But We Like It

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Jake is joined by Jolly Olive to rank all 30 MLB teams on a tier list based on who’s under the most pressure this offseason! From championship contenders to teams facing rebuild decisions, we break down every front office, roster move, and big contract situation across Major League Baseball.

Tune in to see where your favorite team lands and join the conversation in the comments!

#MLB #Baseball #Offseason #WakeNJake #JollyOlive #MLBTierList #MLBFreeAgency #MLBTradeRumors

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Timestamps:

0:00 Intro

1:45 How I Did Last Year

7:20 Kyle Tucker 12 Years, $460M

12:20 Bo Bichette 8 Years, $212M

16:50 Framber Valdez 7 Years, $196M

20:50 Tatsuyama Imai 8 Years, $190M

25:05 Cody Bellinger 7 Years, $182M

33:35 Dylan Cease 6 Years, $174M

37:35 Alex Bregman 6 Years, $171M

40:10 Ranger Suarez 6 Years, $153M

42:35 Kyle Schwarber 5 Years, $145M

45:45 Pete Alonso 5 Years, $140M

50:15 Josh Naylor 4 Years, $92M

51:00 Munetaka Murakami 8 Years, $158.5M

55:15 Kazuma Okamoto 4 Years, $78.5M

56:50 Edwin Diaz 4 Years, $84M

1:01:00 SPEED RUN

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Timestamps:

0:00 Going 30 for 30

5:00 The Athletics  

6:10 Baltimore Orioles  

7:00 Boston Red Sox

8:15 Chicago White Sox  

9:00 Cleveland Guardians  

10:00 Detroit Tigers  

11:50 Houston Astros  

13:10 Kansas City Royals  

14:00 Los Angeles Angels  

15:05 Minnesota Twins

15:55 New York Yankees  

17:25 Seattle Mariners  

18:15 Tampa Bay Rays

19:20 Texas Rangers  

20:05 Toronto Blue Jays  

23:00 Arizona Diamondbacks  

24:10 Atlanta Braves  

25:10 Chicago Cubs  

26:35 Cincinnati Reds  

27:55 Colorado Rockies  

28:30 LA Dodgers  

29:20 Miami Marlins  

30:20 Milwaukee Brewers

31:35 New York Mets  

33:00 Philadelphia Phillies  

34:15 Pittsburgh Pirates  

35:20 San Diego Padres  

36:50 San Francisco Giants  

38:10 St. Louis Cardinals  

39:25 Washington Nationals  

41:00 Cricket is Coming  

42:00 Football Weekend Preview 

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+++++++++++++

Timestamps:

0:00 Dodgers Won the World Series  

5:05 All-Time Game 7  

23:00 8th Inning  

30:45 9th Inning (IKF Play)  

57:00 Extra Innings  

1:10:00 Toronto Had Two Chances to Win the World Series at Home  

1:12:30 Was This the Best World Series Ever?

1:19:45 What's Next for Toronto?

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