Weekend Director Baseball Operations Jobs (NOW HIRING)

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Chicago Cubs | Marquee 360 | Marquee Development | Marquee Ventures
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Our business is a team sport built on creating and delivering memorable experiences around Cubs baseball and other live events. In support of that effort, we expect associates to work primarily in our office, while also enabling some flexibility.
JOB TITLE: Manager, Education Programs (Baseball Operations)
DEPARTMENT: Baseball Operations
ORGANZIATION: Chicago Cubs
REPORTS TO: Director, Minor League Operations and Player Services
LOCATION: Dominican Republic or Mesa, AZ
FLSA STATUS: Exempt
COMPENSTATION: $60,000 - $115,000 USD
BEING PART OF THE TEAM
Our business is a team sport that began on a field with baseballs and bats and has evolved into one of the most recognizable brands in sports and entertainment through Cubs baseball and live events. Our success is driven by our people who work in an engaging, collaborative, and inclusive environment. As a team, we continue to build a culture on and off the field that delivers unforgettable experiences for one another, our fans and community. In support of that effort, we expect associates to work primarily in our office. Are you ready to be part of it?
OUR STORY
THE CHICAGO CUBS FRANCHISE is a charter member of Major League Baseball's National League. Since 1876, the team has won the National League pennant 17 times and was the first team to win back-to-back World Series titles in the 1907 and 1908 seasons. In 2016, the Chicago Cubs made history again when the team won its first World Series in 108 years, ending the longest championship drought in North American sports. Known for its ivy-covered outfield walls, hand-operated scoreboard and famous Marquee sign, iconic Wrigley Field has been the home of the Chicago Cubs since 1914, making it the second oldest ballpark in Major League Baseball.
HOW YOU'LL CONTRIBUTE:
The Manager, Education Programs plays a critical role in shaping the educational experience of our minor league players and strengthening the long-term success of our player development system. By establishing a consistent, high-quality education program across the Dominican Republic, Arizona, and our affiliates, this role helps ensure every player has the language skills, resources, and support needed to maximize their development both on and off the field.
This position will be based full-time either at the Dominican Republic Academy or at the Nike Performance Center in Mesa, Arizona, depending on the selected candidate. Regular travel between both locations is essential to foster alignment, continuity, and a unified player experience across baseball operations.
Through the design and stewardship of our English language education program, the Manager, Education Programs will help international players build the communication skills and confidence necessary to thrive throughout their professional baseball journey. By creating consistent learning standards, measuring player progress, and cultivating strong instructional partnerships, this role serves as a key driver of our holistic player development model-supporting players as athletes, teammates, and individuals while strengthening the overall health and sustainability of our farm system.
The ideal candidate is a self-starter who combines a passion for learning and development with strong emotional intelligence and a collaborative mindset. They build trust with players, coaches, and staff, proactively identify opportunities to enhance the player experience, and bring people together around a shared commitment to development. By pairing strategic thinking with authentic relationship-building, this individual maximizes their impact on our players and helps strengthen the culture and effectiveness of our player development system.
THE DAY-TO-DAY

• Education Program Strategy & Alignment: Lead one integrated education program across the Dominican Republic, Arizona, and affiliates, establishing consistent curriculum, instructional standards, and player learning experiences that support the Cubs' player development philosophy.
• Cross-Complex Leadership: Serve as the education leader both at your primary baseball complex while also maintaining regular partnership with the alternate location (Dominican or Arizona). Clear educational alignment across complexes is required to ensure continuity and collaboration in program implementation.
• Curriculum & Learning Design: Responsible for entirety of the Cubs' education curriculum, including English language development, baseball English, and formal education support. Continuously evaluate and evolve curriculum to meet the changing needs of players throughout the farm system.
• Program Operations & Instructional Excellence: Establish and uphold standards for classroom operations, instructional quality, scheduling, learning resources, assessments, and program logistics while ensuring a consistent, high-quality educational experience across all learning environments.
• Education Team Leadership: Lead and support internal and external Cubs education partners and team members by establishing clear expectations, providing coaching and feedback, and ensuring all programming aligns with Cubs curriculum and standards.
• Player Assessment: Develop systems to assess English proficiency and educational progress while maintaining individualized learning plans and providing leadership with meaningful insights into player growth and program effectiveness.
• Program Administration: Oversee education records, learning management systems, attendance, reporting, vendor documentation, and program data to ensure operational excellence, accountability, and informed decision-making.
• Cross-Functional Collaboration: Partner closely with Player Development, Minor League Operations, Life Skills, and other internal stakeholders to integrate education into the holistic player development model and create both a seamless and engaging player experience.
• Budget & Resource Management: Partner with the Director, Minor League Operations and Player Services to develop and steward the Education budget, ensuring strategic investment in staffing, technology, travel, curriculum, assessments, and learning resources.
• Travel & Organizational Support: Travel regularly between Cubs facilities to strengthen relationships, observe programming, support staff and players, ensure alignment, and share best practices across the organization. Additional travel may include league meetings and professional development opportunities. Travel as assigned by supervisor.

WHAT YOU'LL BRING:

• Bachelor's degree in Education, Curriculum & Instruction, TESOL, Educational Leadership, Student Development, Psychology, Organizational Development, or a related field.
• Professional fluency in both English and Spanish, with the ability to communicate effectively across diverse cultural and educational settings.
• Minimum of five (5) years of progressive experience in education, curriculum development, instructional leadership, student development, or educational program management.
• Demonstrated experience designing curriculum, establishing instructional standards, and evaluating program effectiveness to drive continuous improvement.
• Experience leading education programs, coaching educators, managing vendors, or overseeing cross-functional initiatives in a dynamic environment.
• Experience supporting multilingual learners, English language development, or culturally diverse populations.
• Strong emotional intelligence and relationship-building skills, with the ability to establish trust and collaborate effectively with players, coaches, educators, staff, and external partners.
• Self-starter with an ownership mindset who proactively identifies opportunities, solves problems, and drives initiatives from concept through execution.
• Strong organizational, analytical, and project management skills, with the ability to manage multiple priorities, maintain accurate records, and leverage data to inform decision-making.
• Excellent written and verbal communication skills, with the ability to present information clearly to a variety of audiences.
• Ability and willingness to be based full-time in either the Dominican Republic or Mesa, Arizona, with regular domestic and international travel between baseball complexes. Must be eligible to obtain and maintain all required travel documentation and work authorization necessary to fulfill the responsibilities of the role.
• Comfortable working in a collaborative, fast-paced, high-performance environment with a passion for supporting the holistic development of professional athletes.
• Preferred: Experience in professional sports, player development, or another high-performance environment.

WHAT SETS YOU APART:

• Master's degree in Education, TESOL, Curriculum & Instruction, Educational Leadership, Applied Linguistics, Student Development, Organizational Development, Business Administration, or a related field.
• Experience supporting international or multilingual populations within professional sports, athletics, residential academies, workforce development, or other high-performance environments.
• Experience leading multi-site education programs, managing instructional teams, or coordinating external educators, vendors, and learning partners.
• Knowledge of English language acquisition frameworks and assessment tools such as CEFR, ACTFL, WIDA, CASAS, BEST Plus, or similar methodologies.
• Experience with formal education pathways, learning management systems, and educational technology platforms such as Dawere, Google Classroom, Burlington English, Babbel, or comparable tools.
• Experience developing and implementing curriculum, assessment strategies, and individualized learning or development plans.
• Understanding of professional baseball, player development, or elite athlete development environments.
• A passion for creating innovative learning experiences that positively impact athletes on and off the field.

TOTAL REWARDS:
Eligible associates may participate in a competitive and comprehensive Total Rewards program, including market-competitive compensation and benefits, health and wellness programs, retirement, paid time off, and other resources designed to support associates' well-being. Specific benefits and eligibility may vary based on location and employment status.
* This job posting includes the anticipated compensation, which reflects the hourly rate or salary range the Chicago Cubs and its related parties are considering for this role in the specified location(s) as of the posting date. Where anticipated compensation is a salary range, the actual base salary offered within that range will be reflective of the candidate's skills and experience.
The Chicago Cubs and its related parties embrace diversity and are committed to building a team that represents all communities. We hold ourselves accountable to include new and different voices in our organization. Everyone is welcome here, and we celebrate what makes each of us unique.
Response Expectations:
Due to the overwhelming number of applications we receive, we unfortunately may not be able to respond in person to each applicant. However, we can assure you that you will receive an email confirmation when you apply as well as additional email notifications whether you are selected to move forward for the position or not. Please note, we keep all resumes on file and will contact you should we wish to schedule an interview with you.
The Chicago Cubs and its affiliates are an Equal Opportunity Employer committed to inclusion and employing a diverse workforce. All applicants will receive consideration without regard to race, color, religion, sex, national origin, age, sexual orientation, gender identity, gender expression, veteran status, disability, or other legally protected characteristics.