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Jacob Sydney

Independent English Educator · Greater Boston, MA

A Fulbright-Hays Fellow, NEH Fellow, and career English educator with 30+ years of experience across public schools, elite prep schools, and homeschool families — now working exclusively one-on-one and in small groups.

Credentials & background

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Fulbright-Hays Fellow

Morocco, 2010. One of the most competitive federal educator fellowships. Study of intercultural relations and cross-cultural curriculum development.

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NEH Fellow

National Endowment for the Humanities, South Africa, 2009. Selected for intensive study of intercultural relations and diversity curriculum design.

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Milton Academy Faculty

Taught 9th and 10th grade English at one of Massachusetts’ most selective prep schools. A name Boston-area parents recognize.

Boston Writing Project Fellow

Selected fellow for the National Writing Project intensive. Writing instruction from children’s books to Hemingway.

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Master of Education

Lesley University, Cambridge, MA. Middle School English specialization. BA in English, Cum Laude, Colgate University.

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ELA Coordinator, Triton Regional

Led curriculum and coaching for grades 6–8. MCAS proficiency rose 76%→86% — in a district well below average per-pupil spending.


Results that speak

#1

Statewide writing competition

A student won first place in the Massachusetts Letters About Literature contest — selected from approximately 1,450 entries. Multiple students earned honors awards across 2003–2010.

76→86%

MCAS proficiency improvement

As ELA Coordinator at Triton Regional, improved 8th-grade MCAS proficiency from 76% to 86% — in a district that consistently ranked well below the state average in per-pupil spending.

30+

Years teaching English

From public middle schools to Milton Academy, from international families at Star Academy to summer programs at Cushing Academy. Across every level, ability range, and learning background.

2x

Federal fellowships

Fulbright-Hays (Morocco) and NEH (South Africa) — awarded to fewer than 1% of applicants. International experience informs cross-cultural curriculum and a genuinely broad perspective.


In Jacob’s own words

“I’ve spent 30 years watching students discover that they have something worth saying — and learning how to say it clearly, powerfully, and in their own voice. That’s the whole job. Whether it’s a 6th grader writing their first real essay, a senior trying to capture who they are in 650 words, or a homeschool family that wants their child to love language the way I do, the work is always the same: find the story, find the voice, and get out of the way.”

— Jacob Sydney
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