Strategic Trades To Propel Back To Playoffs

The Chicago Cubs, under the stewardship of President of Baseball Operations Jed Hoyer, have a storied legacy and high expectations from their loyal fanbase. The 2024 season has proven challenging, and the Cubs find themselves once again teetering on the edge of playoff contention. The bitter taste of missing the playoffs by a single game in 2023 still lingers, making the next few weeks crucial for shaping the team’s postseason destiny. This article explores the strategic moves Hoyer needs to make to ensure the Cubs don’t fall short again.

Assessing the Current Roster

Before diving into potential trades, it’s essential to evaluate the current roster. Identifying strengths and weaknesses provides a roadmap for making informed decisions.


  1. Starting Rotation: Led by an ace like Justin Steele, the Cubs’ starting rotation has been solid. Shota Imanaga and Jameson Taillon provide reliable options, and younger arms like Hayden Wesneski have shown potential.
  2. Bullpen: The bullpen was a pleasant surprise with arms like Adbert Alzolay and Hector Neris anchoring the late innings before half of the pitching staff, including Alzolay, got injured.
  3. Core Hitters: Offensively, players like Nico Hoerner, Seiya Suzuki, and Codi Bellinger have been consistent performers. The emergence of young talent like Pete Crow-Armstrong offers additional hope.


  1. Offensive Consistency: While the Cubs have power, they lack consistency, particularly with runners in scoring position. An additional bat or two could provide the necessary depth.
  2. Defensive Shortcomings: The infield defense, particularly at third base, has been a weak point. Errors and lack of range have cost the team crucial runs.
  3. Depth in the Bullpen: Despite a strong bullpen, injuries and overuse can quickly become issues. Adding more reliable arms is essential.

Potential Trade Targets

Offensive Upgrades

  • Yoán Moncada (3B, Chicago White Sox)
    Why Moncada? Yoán Moncada is a talented switch-hitting third baseman with a combination of power, on-base skills, and defensive capability. He has shown the ability to hit for average and power, making him a versatile offensive threat.

    Trade Package: The Cubs could offer a package including David Bote (2B/3B), Kevin Alcántara (OF), and Christopher Morel (3B).

  • Elias Díaz (C, Colorado Rockies):
    Why Díaz? Elias Díaz is a reliable catcher with a good defensive skill set and a decent bat. His experience and ability to handle pitchers make him a valuable addition.

    Trade Package: The Cubs could offer a combination of prospects like Miguel Amaya (C), Miles Mastrobuoni (SS), and Nick Madrigal(2B/3B).

Pitching Reinforcements

  • Scott Barlow (RP, Kansas City Royals)
    Why Barlow? Scott Barlow has established himself as a reliable late-inning reliever with a strong track record of strikeouts and consistency. His ability to handle high-leverage situations and close games would be valuable for the Cubs’ bullpen.

    Trade Package: The Cubs could offer a package including Alexander Canario (OF), Jose Cuas (RHP), and Ben Brown (RHP).

  • David Robertson (RP, Miami Marlins):
    Why Robertson? David Robertson is a veteran reliever with a history of success in various bullpen roles. His experience and ability to pitch in high-leverage situations would add stability to the Cubs’ bullpen.

    Trade Package: A potential deal could involve sending Caleb Kilian (RHP), Alexander Vizcaíno (RHP), and Patrick Wisdom (1B).

Strategic Considerations

Balancing the Farm System and Immediate Needs

Jed Hoyer faces the challenging task of balancing long-term organizational health with immediate success. The Cubs’ farm system is rich, but not overly deep. Overtrading prospects can jeopardize future competitiveness, so a measured approach is necessary.

Financial Flexibility

Financial considerations play a significant role in trade decisions. The Cubs have the resources to take on significant contracts if the right player becomes available. Utilizing financial flexibility to absorb a contract could provide an edge over competitors who may be more constrained.

Clubhouse Chemistry

Adding new players mid-season can disrupt team chemistry. Hoyer must consider the personalities and leadership qualities of potential trade targets to ensure they integrate well into the clubhouse. Team morale and cohesion are crucial during the playoff push.

Competitor Analysis

Understanding the landscape of the National League is essential. Teams like the Los Angeles Dodgers, Atlanta Braves, and San Diego Padres are also likely to be active at the deadline. Anticipating their moves and countering effectively will be key to gaining an edge.

Potential Risks and Mitigation

Overpaying for Talent

The risk of overpaying, either in terms of prospects or taking on too much salary, is significant. Hoyer must set clear limits on what the Cubs are willing to part with.

Establishing a tiered prospect valuation system and strictly adhering to it requires being prepared to walk away if asking prices exceed these valuations.

Team Disruption

New additions can disrupt existing team dynamics. Ensuring new players fit well into the current roster is essential.

It is important to prioritize players known for good clubhouse presence and team-first mentality. Conduct thorough background checks and consult with current team leaders.

Competitive Responses

Other contenders will also be active, and their moves could impact the Cubs’ plans.

Staying agile and ready to pivot to secondary targets if primary ones are acquired by competitors. Maintain open lines of communication with multiple teams to have backup options.

Here’s the thing folks: The moves made during this years trading season will determine whether the Cubs can avoid the heartbreak of another narrow miss in the playoff race. By strategically targeting key areas of need—bolstering offensive consistency, solidifying the bullpen, and adding defensive stability—Hoyer can navigate the trade deadline successfully.

Executing these moves requires a delicate balance of short-term ambition and long-term prudence. Financial flexibility, a deep understanding of the competitive landscape, and maintaining clubhouse harmony are essential components of the strategy. With careful planning and decisive action, Jed Hoyer can steer the Cubs toward a successful playoff push and, potentially, a deep postseason run. The Cubs’ faithful are counting on it, and the clock is ticking.

With that… after scoring only two runs and having Neris blow yet another save last night in Tampa Bay it is time for Hoyer to step up and bolster this roster. Only time will tell if he does or not.

If you cannot play with them, then root for them.

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