Angel Diaz

Angel Diaz, in addition to leading our fitness programs, Angel teaches music and performing arts and leads a math team. As a powerful community member, Angel has worked effectively with local youth through the Trustees of Reservation, YouthBuild New Bedford, Citizen Schools, and Dream Out Loud. He applies his experience as a professional DJ, music producer, and songwriter to the classroom where he often refers to himself as an Edutainer. He enjoys making learning fun and is a proud graduate of Leadership SouthCoast.

Tobey Eugenio

Tobey Eugenio, the visual arts teacher and STEAM lab instructor, works alongside our middle school learners to help them tap into their brilliant creative potential. She holds a B.A. from Emmanuel College with a double major in arts and elementary education, as well as a M.Ed. from Lesley University with a concentration in curriculum instruction. With over 20 years of experience as an educator spanning pre-school to collegiate levels in public and independent school settings, Tobey currently works as a visual arts teacher, curriculum specialist, educational consultant and outdoor classroom designer. Passionate about learning, volunteering, nature, and most especially her family, Tobey strives to spend every moment making meaningful memories and to empower her students to be “self-thinkers” and celebrators of life! It is not uncommon to find Mrs. Eugenio traveling around OSS carrying large and weird objects that she hopes her students can design into a future invention or art. You might even find her talking intensely with students about how their brains learn! She gets fabulously excited about creating “cognitive superhighways,” and she believes that “everyone is an artist!”

Georgiana Goulding

Georgiana Goulding joined OSS as Director of Advancement in 2014. She attended Pace University and the Fashion Institute of Technology (FIT) in New York City. After spending 20 years in the fashion and publishing industries as a producer, a magazine editor at Condé Nast, and as Vice President of Creative Services at Calvin Klein, Georgie opted for a lifestyle change to pursue non-profit work. She and her husband Mark moved from Westport, CT to rural Litchfield County, CT where she was the development director for a social services agency, and then a fundraising officer at The Hotchkiss School. They became full-time residents at their South Dartmouth summer home in 2013. As a firm believer in the power of education, Georgie happily devotes her efforts to OSS and its mission. After a hectic NYC career, she now strives to live a balanced life and enjoys reading, gardening, food, interior design, her moyen poodle Tully, and the outdoors.

Sarah Herman

Sarah Herman began serving as the OSS Head of School in 2013. Her experiences growing up at Interlocken International summer camp inform her belief that a powerful education must inspire curiosity, a desire to explore and an appreciation for failure and reflection. She joined Teach for America, worked in the New York City public school system for four years, and completed her M.Ed. in elementary education at Bank Street College. She then returned to her summer camp roots and served as Director of Windsor Mountain International for eight years before continuing her studies at Harvard University and earning a M.Ed. in school leadership.

With more than 20 years of experience in private and public settings, her commitment to education and social justice has never wavered. Sarah eagerly continues her work at OSS, a school with a clear mission, a commitment to diversity, and a student-centered approach to education. On the rare occasion that she is not at OSS, she would most likely be home crafting at her jewelry-making table or out and about practicing Spanish, and indulging her passion for achieving an advanced-beginner status as a surfer, salsa dancer or cook.

Sammi Kay

Sammi Kay is a Second Year AmeriCorps volunteer teacher who co-teaches Creative Visual Arts and STEAM Lab with Tobey Eugenio. Along with her B.F.A. from Massachusetts College of Art and Design with a concentration in animation, Sammi also has a TKT YL Certificate for ESL instruction. Sammi has lived and worked as a Stop Motion Animator in California, a Pre-K Assistant Teacher, ESL Teacher in China, a Barista, Librarian, a Painting Instructor at a ‘paint night’ studio, and as a licensed nail technician. She loves learning languages, sketching, traveling, and sharing her passion for artmaking. Sammi is excited at the opportunity to continue to make meaningful connections and contributions to the OSS and New Bedford communities.

Laurie Knight

Laurie Knight joined the OSS team in 2012 as the Secondary School & Alumnae Director. She also teaches a weekly career planning class to the 7th and 8th grades. A graduate of the Noble and Greenough School, she has a M.A. in education from the State University of New York and a B.A. in English from Union College, where she studied in Athens, Greece and played lacrosse. Her education career includes many years teaching English in both independent and public schools. She helps OSS girls find the secondary school that is the best match for them, prepares them for high school success, and connects with OSS alumnae and their families as they seek support during their secondary school and college years. Laurie is an avid sailor and enjoys competing in Buzzards Bay.

Carlene LeBlanc

Carlene LeBlanc, a lifelong resident of New Bedford, is the Finance & Operations Manager. She attended local private schools and in adulthood returned to Bristol Community College, graduating summa cum laude in business management. Carlene joined OSS in 2012 bringing with her 20 years of knowledge and experience in private industry accounting management, along with her human resource background. An active member of the SouthCoast Human Resource Council, she continues to remain current with policies and procedures. Carlene enjoys the outdoors and New England’s four seasons. Working at OSS gives Carlene the opportunity to be engaged in an organization in her own backyard and to give back to the greater New Bedford community.

Margaret McSweeny

Margaret McSweeny  serves as the Advancement Associate and Volunteer Coordinator. Margaret first worked at OSS as one of the founding AmeriCorps teachers from 2008 to 2010. Then, from 2012 to 2014, she was the 7th and 8th grade Humanities teacher and the head of the humanities department. Margaret has a M.A. in education from the University of Massachusetts and a B.A. in religion from the University of Puget Sound. She is incredibly happy to return to OSS in these new roles where she will be working directly with the Director of Advancement on all fundraising efforts for OSS and running the volunteer program for the school.

Jocelyn Mitchell

Jocelyn Mitchell is the Head of the Science Department and teaches science to all grades. After spending her formative years ruling the high seas on her father’s tugboat, Jocelyn decided to relinquish her command for the noble pursuit of teaching after receiving a B.S. in biology and philosophy from Northeastern University. Unable to ignore the siren song of the ocean while at college, Jocelyn taught scuba diving to middle and high school students. Upon graduation, she worked in the education department at the Ocean Explorium where she taught the 2013-14 OSS/OE program. Jocelyn loves to garden, hike, camp, and has a deep connection to the earth. She is excited to foster a community garden and an agricultural movement at OSS.

Kris Motta

Kris Motta is a first year Americorps teacher who instructs a variety of classes including Nautical and Animal Sciences, Geography, Tech, and Music. Kris enjoys pulling from his past experience as an instructor and music coordinator at Dream Out Loud Center of the Arts to foster a creative and fun environment where his students can learn. When not at OSS, Kris spends his time playing in three different bands, producing music, and practicing one of the ten instruments that he has learned over the years. Currently, Kris is attending Bristol Community College to pursue a degree in education, and he is a member of the Army National Guard.

Jamie Pickup

Jamie Pickup teaches Health this year and helps with the visual arts program. A graduate of Massachusetts College of Pharmacy, she holds a B.S. in radiation therapy and health sciences. This is her second year at OSS. When Jamie is not at OSS, she can be found exploring the outdoors, painting, and volunteer-costume-designing for nonprofits. Jamie is thrilled and proud to be a part of the heart-filled OSS community.


Katelyn Rapozas is in her fifth year at Our Sisters’ School; her first two years were spent as an AmeriCorps volunteer. She teaches math to grades 5 and 8, and is a co-student council advisor, as well as OSS’ Student Services Coordinator. Katelyn graduated from Bridgewater State University with a B.S. in psychology and a minor in special education. During her time at BSU, she was actively involved with her sorority, Gamma Phi Beta, supporting philanthropic organizations and promoting personal resiliency and confidence in girls; she also worked as an orientation leader welcoming new students into the community through diversity training and team building. Katelyn was drawn to the OSS mission due to her college experiences and her love of helping to build strong leaders. A Westport resident, Katelyn enjoys baking, finding new crafts on Pinterest, attending concerts, and warm weather. Her favorite quote is “Be silly, be honest, be kind.”

Blanca Santiago

Blanca Santiago is often the first person one meets when entering OSS. She coordinates applications for admission and has been with the school since 2011. Blanca graduated from New Bedford High School in 1998 with honors and studied medical administrative assistant roles and responsibilities at Burdett College. She was born in Puerto Rico and raised in New Bedford where she has spent most of her life. Blanca previously worked at Children’s Hospital in Boston and Hawthorn Medical Associates in New Bedford. OSS provides her the opportunity to give back to the community, and she is very happy and proud to be part of such a great school.

Tom Short

Tom Short is the music department head and wind instrument instructor. A professional musician, he conducts several wind ensembles including the Acushnet Classical Ensemble Youth Orchestra in Fairhaven during the summer. He earned a B.A. in flute performance from the University of Michigan. A private music instructor with the Symphony Music Shop in Dartmouth, he also plays in two local bands, Pumpkin Head Ted and The Dancing Dogs. He has released several CDs and continues to teach and perform in the area.

Juliette Terry

Juliette Terry begins at OSS teaching 6th grade Humanities and 5th and 8th grade Public Speaking. Originally from Cambridge, MA, Juliette attended Guilford College in Greensboro, NC, where she studied community and justice studies and education. While in North Carolina, Juliette tutored at an after school center for immigrant and refugee youth. This experience along with many years as a camp counselor in Pennsylvania and a strong passion for social justice led Juliette to teaching. She received certification in elementary education from the Shady Hill School Teacher Training Program in Cambridge. Juliette strongly values fostering creativity and imagination in every child as well as helping them find the power in their voices to become young change-makers. When not at OSS, Juliette can be found cooking dinner with her housemates, playing with her niece and nephew in Boston, or teaching herself the ukulele.

Sara Winnick

Sara Winnick is a graduate from Brown University, holding a B.As in Modern American History and Education Studies. She returns to OSS for her third year as the 7th and 8th grade Humanities teacher. Before OSS, Sara taught and tutored with Breakthrough Collaborative, Generation Citizen, and Brown Refugee Youth Tutoring and Enrichment while an undergrad at Brown. During her time at OSS, Sara has also directed BRYTE Summer Camp--a summer learning program for over 100 new arrival refugee youth in Providence. Passionate about racial justice, storytelling, and youth power, when Sara is not at OSS she can be found practicing Spanish, reading young adult fiction, and tutoring refugee families in Providence. Sara strongly believes she has the best job in the world!

Ariana Wohl

Ariana Wohl begins her third year as the curriculum coach, 5th grade humanities teacher and head of the humanities department. She brings more than a decade of experience as a teacher-leader in Rhode Island public charter schools, most recently in Central Falls and Providence. She has also served as a professional development coach in the Dominican Republic and as a student-travel educator. Ariana was a 2010-2011 Fulbright Distinguished Teaching Fellow in Argentina and has lived in Chile, Panama, and Italy. She believes in joyful learning that promotes social justice and nurtures the whole child. Ariana earned her M.A.T. from Brown University and a B.A. in international relations from Tufts University. She loves travel, theater, reading, writing, photography, food, and the outdoors.

Victoria Wood

Victoria Wood is celebrating her fourth year at OSS and is teaching 6th and 7th grade math. Born and raised in Acushnet, Vicky has great knowledge, love and appreciation for the greater New Bedford area. She graduated New Bedford High School and attended UMass Dartmouth with an Endeavor Scholarship. Living the mission as an Endeavor Scholar, Vicky volunteered over 600 hours at OSS as an office volunteer and as a tutor. She graduated in 2014 with a B.S. in sociology with minors in political science and leadership & civic engagement. Vicky is especially interested in education policy and the politics of education. She is currently applying to UMass Law as a part-time student, and she plans to begin taking classes in Fall 2018. In her free time, she loves running, especially at Horseneck beach, following politics, and cooking delicious food.


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