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Position: 9-Month Teaching & Mentorship Residency (In-Person – Puerto Rico)
Start Date: August 2025
End Date: May 2026
Compensation: Competitive, with relocation assistance available
Overview
Join a mission-driven educational team for a 9-month residency in Puerto Rico that blends individualized teaching with youth mentorship and program leadership. We’re looking for an educator who can adapt on the fly while designing clear, consistent routines that help students stay organized and motivated. The fellow will provide academic instruction and executive-function support in a school-adjacent setting and will lead enrichment initiatives such as a Financial Literacy Club and the Stock Market Game.
Key Responsibilities
- Deliver in-person academic support across high school level humanities and STEM subjects
- Embed executive-function strategies and social-emotional learning in day-to-day instruction
- Serve as a steady mentor, setting goals and holding students accountable
- Lead extracurricular programming, including a Financial Literacy Club and the Stock Market Game
- Coordinate closely with caregivers and a wider team of educators to keep students on track
- Cultivate curiosity, independence, and an entrepreneurial mindset in the young people you serve
Ideal Candidate
- Holds a bachelor’s degree or equivalent experience in education, finance, entrepreneurship, humanities, social sciences, or a related field
- Demonstrated success teaching or mentoring adolescents
- Strong communication, organization, and leadership skills
- Calm, emotionally intelligent, and highly adaptable
- Comfortable creating curricula and guiding youth programs
- Genuine interest in business, finance, entrepreneurship, and mental-health-informed practices
- Proficient in Spanish
- Authorized to work in the U.S. and able to relocate to Puerto Rico for the residency period
What We Offer
- Competitive compensation
- Relocation assistance and help securing local housing
- A collaborative, education-focused environment that values integrity and growth
- Freedom to innovate and lead programs that make a lasting impact
- Ongoing support from experienced mentors and advisors
  
  Selected candidates will be invited to an interview and a short trial session to gauge chemistry and fit.
Oxford Tutors is hiring a full-time Director of Education based in San Juan, Puerto Rico.
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. We’re 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.
You’ll 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:
- Bachelor’s 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 driver’s 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
About Oxford Tutors:
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.
Apply at https://oxfordtutorsusa.com/careers to join our growing team.
Oxford Tutors is hiring a full-time Education Project Manager to support our team in San Juan, Puerto Rico.
We are seeking a highly organized, proactive, and people-oriented individual to help lead the daily operations of our tutor team and educational projects. This role involves close collaboration with the company’s founder and our Director of Operations.
The Education Project Manager will oversee scheduling, team communications, project execution, tutor coordination, and the implementation of nonprofit initiatives. This is a fast-paced, collaborative role that requires strong logistical skills, a mentorship mindset, and the ability to troubleshoot in real-time. It’s ideal for someone who thrives in a mission-driven environment and enjoys juggling multiple moving parts to keep programs running smoothly.
Key Responsibilities:
- Team Leadership & Scheduling
  - Hold weekly 1:1 meetings with tutors to track goals, share updates, and provide support (alongside the founder)
  - Allocate tutors to students and projects in collaboration with leadership
  - Maintain daily communication with team members to ensure alignment and clarity
  - Track team deliverables and project milestones on a weekly basis
  - Oversee the successful execution of education programs and client deliverables
  - Respond swiftly to urgent needs and “put out fires” as they arise
- Project & Operations Management
  - Manage scheduling logistics for tutors and clients
  - Prepare and organize internal documents, meeting agendas, and follow-ups
  - Send organized task lists and project updates to the founder and leadership team
  - Conduct educational and program-related research as needed
  - Maintain systems for tutor onboarding, offboarding, and internal training documentation
  - Coordinate with the billing team and help monitor the completion of key administrative tasks
- Executive Support & Communications
  - Assist the founder with high-priority projects and day-to-day operations
  - Draft internal communications, program materials, and occasional client emails
  - Liaise with the marketing team to support outreach, social media, and newsletter content
  - Help ensure consistent brand voice and alignment across public-facing materials
- Nonprofit Initiative Management
  - Oversee the planning and implementation of our nonprofit programs
  - Serve as a liaison between educational partners, families, and our internal team
  - Track progress on grant-funded initiatives and community engagement projects
  - Support fundraising, reporting, and strategic partnership development in coordination with the founder
Ideal Candidate Will Have:
- Experience in education, youth programs, operations, or team/project management
- Strong communication and interpersonal skills
- High attention to detail and ability to keep multiple workflows moving simultaneously
- Comfortable working in a fast-paced, evolving environment
- A problem-solving mindset and willingness to take initiative
- Bilingual in English and Spanish
- Familiarity with tools like Google Workspace, Calendly, and project tracking platforms
- U.S. work authorization required
Role Details:
- Full-time (40 hours per week)
- Mostly virtual, with occasional in-person meetings in San Juan, Puerto Rico
- Reports directly to and works closely with the Founder
- Structured training path toward promotion to Director of Education
- Competitive salary based on experience
- Health insurance and full-time employee benefits
- Collaborative, mission-driven team environment
About Oxford Tutors:
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 small, dedicated team is committed to helping students thrive through customized, high-touch educational support.
Oxford Tutors is hiring a part-time Administrative & Operations Associate to support our growing team. (preferably based in San Juan, PR)
We’re seeking a detail-oriented, proactive team member to help manage key operations across billing, client communication, scheduling, and internal systems. This is a behind-the-scenes but high-impact role ideal for someone who thrives on keeping things organized, clear, and running smoothly. You'll be working closely with our leadership and educational team to support students and families across the U.S. and Puerto Rico.
The ideal candidate is a strong communicator, naturally organized, tech-savvy, and comfortable juggling multiple tasks. You’ll need to move confidently between client communication, billing workflows, and spreadsheet tracking—sometimes all in a day. This is a remote-friendly, part-time role with flexible hours, though availability for quick check-ins during business hours is essential.
Key Responsibilities:
- Offboard tutors and oversee tutor onboarding logistics
- Track revenue and expenses monthly
- Monitor unpaid invoices, send reminders, and make collection calls/emails
- Communicate with clients regarding rates, discounts, credits, and billing issues
- Process monthly payments (rent, bills, credit cards)
- Coordinate with accountants (U.S. & Puerto Rico) and financial contacts (e.g. Chase Bank)
- Support flat-rate service sales and manage discounts (in collaboration with the billing team)
- Draft and send personalized tutor bios to clients
- Assist with client onboarding
- Manage scheduling tools (Calendly), liaising with the internal team to simplify processes
- Draft and send admissions documents (college lists, summer program spreadsheets)
- Send deliverables and client communications on behalf of leadership
- Handle low-priority IT and website updates, Google Workspace cleanup, and alias management
- Maintain and update internal tracking systems
Requirements:
- Proven administrative or operational experience
- Excellent written and verbal communication skills
- Strong organizational and time management skills
- High attention to detail and accuracy
- Tech fluency (Google Workspace, Excel/Sheets, billing and scheduling tools)
- Fluency in English and proficiency in Spanish are highly preferred
- Discretion and professionalism when handling sensitive client and financial information
- U.S. work authorization required
- A driver’s license is preferred
Role Details:
- Part-time (flexible hours; 10–20 hours per week)
- Hybrid (remote and San Juan, PR) with occasional meetings or communication during U.S. Eastern Time hours
- Hourly rate commensurate with experience
About Oxford Tutors:
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 operations team is small, collaborative, and mission-aligned, focused on supporting families and students through thoughtful, highly personalized education solutions.
Oxford Tutors USA seeking applicants for an exciting long-term tutor position in New York City.
As a tutor at Oxford Tutors, you will play a pivotal role in shaping the educational journey of K-12 students. You will have the unique opportunity to ignite their academic interests, prepare them for the SAT/ACT, and guide them through the college admissions process.
We are looking for individuals who are not only knowledgeable but also creative, open-minded, adaptable, curious, and flexible thinkers. A good sense of humor and the ability to think on your feet are essential. This is a chance to join a small, supportive team of educators who are committed to helping students excel both inside and outside the classroom.
Requirements:
- Bachelor’s Degree from a top-tier college or university.
- Strong communication and writing skills.
- Ability to adapt to a wide range of student abilities and interests.
- Familiarity with SAT/ACT preferred.
- Equal strength and aptitude for left and right brain pursuits.
- Authorized to work in the United States without sponsorship.
- Experience working with young people (tutoring, volunteering, etc.) or an interest in a future career in teaching.
Possible Add-ons:
- Exceptional Flexibility: Enjoy a schedule that allows you to balance your professional and personal life.
- Competitive Salary: Earn a salary that reflects your experience and dedication.
- Professional Growth: Be part of a dynamic team with opportunities for personal and professional development.
Oxford Tutors USA seeking applicants for an exciting long-term, fully-remote tutor position.
The tutor role will be to enhance the educational experiences and the academic interests of students, prepare them for the SAT/ACT, and assist in their college admissions process.
No formal teaching qualification required, but experience working with young people (tutoring, volunteering etc.) or an interest in a future career in teaching is preferable.
You will be working with a small team of educators. The role will primarily consist of tutoring one-on-one outside of school hours.
Fully remote, but proximity to educational hubs (e.g. New York, Los Angeles) preferred.
Would suit creative, open-minded, adaptable, curious, and flexible thinkers with a sense of humor, ability to think on your feet.
Requirements:
- Bachelor’s Degree from top-tier college or university
- Strong communication and writing skills
- Ability to adapt to wide range of student abilities and interests
- Familiarity with SAT/ACT preferred
- Equal strength and aptitude for left and right brain pursuits
- Authorized to work in the United States without sponsorship
Possible Add-ons:
- Excellent flexibility
- Salary based on experience