9-Month Teaching & Mentorship Residency

Oxford Tutors is hiring a full-time 9-Month Teaching & Mentorship Residency based in San Juan, Puerto Rico.

9-Month Teaching & Mentorship Residency (In-Person Puerto Rico)

Start Date : August 2025

End Date : May 2026

Compensation : Competitive, with relocation assistance available

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 all while encouraging students to think critically through Socratic dialogue and reflective questioning.

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

• Use inquiry-based and Socratic dialogue to foster critical thinking and meaningful student engagement
• 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 bachelors 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

• 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.