***Positions posted by El Comeback are done on behalf of companies that we support in their search for candidates.***

Oxford Tutors is hiring a full-time Director of Education based in San Juan, Puerto Rico.

Oxford Tutors USA is a bespoke education consultancy founded in 2005 with offices in New York City, Los Angeles, Hong Kong, and Puerto Rico. We specialize in academic mentorship, admissions strategy, and neurodivergence support. Our team works closely with students and families to create tailored plans that help each student thrive, both in and out of the classroom.

The Director of Education will lead a small, mission-driven team supporting a unique cohort of students and families across Puerto Rico and beyond. The role blends strategic thinking with day-to-day team oversight and offers the chance to shape an emerging model for educational mentorship and executive functioning support.

This is a rare opportunity to live and work on a culturally rich, naturally stunning island while making a direct impact on students academic and personal development. Were looking for someone who thrives in dynamic environments, communicates clearly and warmly, and brings thoughtful leadership to our growing team.

No formal teaching qualification is required, though experience working with young people, managing teams, or mentoring educators is preferred. This position would suit highly adaptable, curious, and reflective individuals with strong organizational instincts and a desire to contribute meaningfully to both individual student success and broader educational systems.

Youll be based in San Juan and collaborate closely with a virtual network of tutors, families, and nonprofit partners. The Director of Education will be expected to relocate to Puerto Rico and commit for at least one academic year. This is a long-term role offering the opportunity to grow within the organization, build deep relationships with families and educators, and shape a lasting impact on the educational landscape of the island.

Key Responsibilities:

• Tutor Team Oversight & Professional Development
  
  

  • Lead tutor recruitment and conduct first-round interviews

  • Provide ongoing professional development and coaching for tutors

  • Create and maintain tutor training materials and internal best practices

  • Offer 1:1 feedback and support to tutors, including relaying parent input

  • Track team progress and ensure timely delivery of educational services

  • Support Puerto Rico-based tutors with language or logistical needs
    
    

• Educational Design & Program Execution
  
  

  • Design educational resources tailored to diverse learning profiles

  • Allocate tutor teams to student needs and oversee the quality of deliverables

  • Draft and send feedback emails and make check-in calls to parents

  • Serve as the primary point of contact for client communications and academic updates

  • Help troubleshoot and solve urgent challenges in real time
    
    

• Nonprofit Leadership & Community Engagement
  
  

  • Oversee the design and execution of nonprofit educational initiatives

  • Represent Oxford Tutors at community, school, and nonprofit events

  • Build and maintain relationships with nonprofit partners and stakeholders

  • Support outreach and tracking of grant-funded or subsidized programming
    
    

• Cross-Team Collaboration & Marketing Liaison
  
  

  • Collaborate with the leadership and operations teams to ensure strategic alignment

  • Liaise with the marketing team to ensure educational messaging is consistent and aligned with public-facing materials

  • Contribute content ideas for newsletters, campaigns, and educational communications

Requirements:

• Bachelors degree from a top-tier college or university

• Strong interpersonal and written communication skills

• Proven organizational and leadership ability

• Ability to work in a fast-paced environment and solve problems in real time

• Strong critical thinker and confident decision-maker

• A strong leader who communicates clearly and motivates others

• Bilingual in English and Spanish, or a willingness to become bilingual

• Flexible, collaborative, and comfortable, adapting to changing priorities

• Valid U.S. work authorization required

• A drivers license is preferred

Benefits:

• Competitive salary based on experience

• Health insurance and full-time employee benefits

• Relocation support for move to Puerto Rico

• Professional development opportunities and mentorship

• Close-knit and collaborative team culture

**El Comeback is a non-profit program from ConPRmetidos that attracts and retains professional talent for Puerto Rico-based jobs. Register at elcomebackpr.org/registration-form to get matched with professional opportunities on the island.***