OSMS Leadership
Our Administration
Amy Andrews

Head Of School
Leah Caldwell

Primary Coordinator & Primary Lead Teacher
Elizabeth Tingle

Elementary Coordinator & Lower Elementary Lead Teacher
Erin Stephens

Director of Communications & Advancement
Montessori Faculty
Cristina Estevez

Wee Threes Lead Teacher
Cristina joined our faculty in 2025 and is excited to be part of the community. She discovered her love for Montessori education when her oldest son attended a Montessori school, inspiring her to complete her certification at the New England Montessori Teacher Education Center in 2009. A mother of four and proud grandmother of two, Cristina brings both experience and heart to her work with children. Her strong background in art began with many years of study at The Museum of Fine Arts as a child to young adult, which continues to shape her creative approach in the classroom. Cristina is also a native Spanish speaker who has developed an early childhood Spanish curriculum, helping young learners build language skills with joy and confidence.
Becky Sousa

Primary Lead Teacher
Becky was introduced to Montessori education by a local family and was immediately intrigued by the philosophy. Prior to her Montessori experience, her professional journey involved a variety of experiences that shaped who she is today. She began her professional career working with children and adults with severe to profound special needs for seven years, then studied phlebotomy working in a local hospital for two years followed by working as a manager for a local laboratory for eight years. She joined the OSMS staff as an assistant in 2022. After completing an intensive Montessori teacher education program, Becky became a lead teacher in 2026. In her spare time, she enjoys looking for sea glass.
Kailyn Medeiros

Primary Lead Teacher
Kailyn joined the OSMS community in 2024 as a guide in a Primary classroom, bringing with her a lifelong connection to Montessori education. As a former Montessori child herself, she grew up immersed in the philosophy through both her own education and her mother, who owned a Montessori school. Her love for Montessori is rooted in the freedom children are given to be themselves—to explore their interests, build independence, and discover a genuine love of learning. Her connection to Montessori became even more meaningful when she became a mother and chose a Montessori education for her own son. Through her studies with the Northeast Montessori Institute, Kailyn has continued to build upon the Montessori foundation that has shaped so much of her life. She has a genuine love for the philosophy and is passionate about creating a warm, nurturing environment where every child feels known, respected, supported, and excited to learn.
Tina Trimmer

Lower Elementary Lead Teacher
Emily Hubbard

Upper Elementary Lead Teacher
Emily Hubbard joined our staff in 2012 assisting in the Extended Day Program while she was still in high school. With a strong passion for education early on, Emily pursued her career as an educator at Rhode Island College, where she graduated with an Elementary Education Degree with a concentration in Multidisciplinary Studies in 2018. While in college, Emily remained a member of the OSMS community, supporting the school through various assistant roles in both the Primary and Elementary classrooms. Emily was also OSMS’s Camp Director for three years. Emily now integrates her love and knowledge of the Montessori philosophy with her experience and background in Elementary Education as our Upper Elementary Lead Teacher.
Extended Day Faculty
Julia Raneda-Sitzler

Extended Day and Enrichment Coordinator & Extended Day Lead Teacher
Julia Raneda-Sitzler comes to OSMS with an enthusiasm and passion for using teaching as a tool for connecting with children. Before joining OSMS in 2015, Julia worked with teenagers in an intensive outpatient program at Bradley Hospital, as a Special Education Aide for middle schoolers in Brookline, MA, and as an Art Specialist at a summer camp for kids with Autism and Aspergers. In addition to feeling passionate about working with growing minds, Julia loves being creative, and is always inspired by exploring where those two worlds collide. Julia's children also attend OSMS. Julia has a BA in Psychology with a Minor in Studio Art from Mount Holyoke College.
Special Studies Faculty
Jennifer Thaler

Health & Physical Education Lead TeacherReading Specialist
Jen has been a part of the Ocean State Montessori School since 1997 when she brought her Creative Movement/Gymnastics program to the school. In 1999, she became our Physical Education teacher when the elementary school opened. Jen later completed Orton-Gillingham literacy training and became our in-house Reading Specialist in 2025 in addition to teaching all of our Physical Education and Health classes to the Primary 3 and Elementary students. A proud parent of two former OSMS students, Jen has a BA in Health & Society from Brown University, as well as several certifications from USA Gymnastics.
Cristina Estevez

Art & Spanish Lead Teacher
Cristina joined our faculty in 2025 and is excited to be part of the community. She discovered her love for Montessori education when her oldest son attended a Montessori school, inspiring her to complete her certification at the New England Montessori Teacher Education Center in 2009. A mother of four and proud grandmother of two, Cristina brings both experience and heart to her work with children. Her strong background in art began with many years of study at The Museum of Fine Arts as a child to young adult, which continues to shape her creative approach in the classroom. Cristina is also a native Spanish speaker who has developed an early childhood Spanish curriculum, helping young learners build language skills with joy and confidence.
Emma Westlund

Music Lead Teacher
Emma joined the OSMS faculty in 2025 as the Lead Music Teacher, bringing with her a decade of experience as a private music instructor along with a versatile background as a performer. A skilled multi-instrumentalist, Emma plays piano, oboe, flute, and piccolo, giving her an understanding of music from many different angles. She holds a BA in Linguistics from Pitzer College, and both performed in and managed her high school and college concert bands, gaining hands-on experience with what it takes to help young musicians grow and succeed together. Emma is excited to share her passion for music with our students, and help them discover the joy of singing, playing instruments, and expressing themselves creatively! In addition to teaching music, Emma also serves as the Primary Guide in our Sea Turtles classroom.
Additional Staff
Our administration and lead teachers are supported by a wonderful team:
Sophia Mazzone
Primary Guide

Emma WestlundPrimary Guide

Dyonna Heard
Primary Guide

Nicole JohnsonExtended Day Guide

Cathy LearyLower Elementary and Extended Day Guide
Ian ShippeeFacilities Manager
Jared TrimmerAdministrative Assistant

Anne Delmarquette
Social Emotional Learning Guide


