Oakwood School is an independent, non-sectarian, college-preparatory school for students in preschool through twelfth grade. Students come to Oakwood for an outstanding, balanced academic program led by expert, passionate teachers who foster confident self-expression and self-discovery. Our diverse community, thriving on an expansive campus, provides a home for an extended family of learners. Here, we share our unwavering commitment to a more intentional education.

Oakwood School fosters a learning environment where meaningful peer relationships and strong teacher interactions create a foundation for student growth. We believe that students thrive when they feel supported and encouraged to take risks, embracing a growth mindset as a key pillar of learning. Our educators cultivate a safe and engaging classroom atmosphere that nurtures curiosity, confidence, and a lifelong love of learning.

Located in beautiful suburban Morgan Hill, CA, Oakwood offers its faculty convenient access to many amenities, such as shops, restaurants, and a variety of outdoor recreational activities. The world-class resources of Silicon Valley, Stanford University, the University of California-Berkeley, San Francisco, and the entire Bay Area are only a short drive away. 

SUMMARY

Under the direction of the Athletic Director, the Boys Varsity Baseball Head Coach is responsible for creating, leading, and managing the High School Boys Baseball program, focusing on player development, team strategy, and overall program success. 

This brand new program offers the Head Coach the exceptional opportunity to help shape the boys baseball program from the ground up. Establishing its traditions, fostering a positive and respectful culture rooted in discipline, sportsmanship, and teamwork, and developing a competitive identity within the league.

This position requires travel and work in the evenings and weekends.

ESSENTIAL DUTIES AND RESPONSIBILITIES:

• Lead with passion and love for the game of baseball
• Foster a positive, disciplined, and respectful team culture that emphasizes sportsmanship and teamwork, building great team chemistry
• Design and execute organized, efficient, and purposeful practices that address individual and team needs
• Develop and implement effective game plans while making in-game adjustments to support player growth and team performance.
• Supervise player behavior and conduct, ensuring a safe environment during practices, games, and travel
• Coordinate with the Athletic Director(s) and assistant coach(es) to align systems, terminology, and expectations across the baseball program
• Maintain clear and respectful communication with players, parents, coaching staff, school administration, and Athletic Director(s)
• Player evaluation and development
• Assess players consistently and fairly to determine playing time, roles, and readiness
• Focus on developing, improving, and refining fundamental and advanced baseball skills and game understanding
• Prepare players for varsity level competition
• Student athlete support and mentorship
• Serve as a positive role model, encouraging personal growth, accountability, and a strong work ethic both on and off the court
• Monitor academic progress and encourage student-athletes to maintain eligibility and prioritize their education
• Operational and logistical support
• Set up practice and game areas and fields and clean up after ensuring everything is secure and the area is returned to its original condition.
• Keep the practice areas clean and safe
• Attend all team practices, contests, and activities
• Send weekly updates through the school’s sports management platform
• Facilitate uniform and other baseball gear distribution and collection back from players
• Compose and submit post game and post season write ups
• Transport players using a school vehicle to all road contests

Other Duties and Responsibilities 

• Attend various coaches meetings, trainings, Senior Nights, awards nights, and other events as scheduled
• Embody Oakwood School’s mission and values
• Support and follow school policies and procedures

REQUIREMENTS

• Passion for coaching student athletes
• Possess and maintain a valid driver’s license and clean driving record
• Successfully pass a mandatory background check
• CPR & First Aid Certification required or ability to be certified
• Ability to motivate, teach, and recruit qualified student-athletes to reach their full potential
• Excellent communication skills, both oral and written
• Strong organizational skills with the ability to prioritize
• Experience working and communicating with diverse groups of people.
• Ability to act professionally, use discretion, and maintain the highest level of confidentiality 
• Ability to make decisions and handle conflicts 
• Problem-solving skills and creativity

EDUCATION AND EXPERIENCE

Required

• Deep understanding of baseball fundamentals, rules, and regulations
• Ability to develop game plans and adjust strategies during games
• Experience with player development and skill progression
• 1-2 years of coaching experience at the high school, competitive club, or collegiate level

Useful/Preferred

• Familiarity with CIF rules and regulations
• Commercial Drivers License with passenger (“P”) endorsement or school (“S”) endorsement

PHYSICAL REQUIREMENTS & ENVIRONMENTAL CONDITIONS

• Heavy work, exerting up to 100 pounds of force occasionally, and/or up to 50 pounds of force frequently, and/or up to 20 pounds of force constantly to move objects
• Specific vision abilities include close vision, distance vision, peripheral vision, depth perception, and ability to adjust focus.
• Ability to assist with athletes of various weights and heights
• Ability to stand for long periods of time, have good mobility skills and be able to walk long distances
• Ability to carry training kits and coolers for long distances
• Use strength to lift items, raising objects from lower to a higher position or moving objects horizontally from position-to-position
• Ability to bend at hips and knees
• Ability to  work in noisy, crowded, and outdoor environments in cold and warm weather

COMPENSATION & TERM

• This position has an expected stipend of $5,000
• Seasonal employment approximately February 5, 2027 through May 10, 2027 

About Oakwood School

Oakwood School is an independent, non-sectarian, college-preparatory school for students in preschool through twelfth grade. Students come to Oakwood for an outstanding, balanced academic program led by expert, passionate teachers who foster confident self-expression and self-discovery. Our diverse community, thriving on an expansive campus, provides a home for an extended family of learners. Here, we share our unwavering commitment to a more intentional education. Located in beautiful suburban Morgan Hill, CA, Oakwood offers its faculty and staff convenient access to many amenities, such as shops, restaurants, and a variety of outdoor recreational activities. The world-class resources of Silicon Valley, Stanford University, the University of California-Berkeley, San Francisco, and the entire Bay Area are only a short drive away.

Connections working at Oakwood School