Steffany Doolittle

Steffany Doolittle is an independent educational consultant in Weston, Massachusetts. She helps students and parents find and apply to private day and boarding schools. Her work covers students from Pre-K through high school, including students with dyslexia, ADHD and anxiety. She guides families through school selection, interviews and essays. She knows Boston area schools, New England day schools, boarding schools worldwide and small boarding schools that are less well known.

What Steffany helps with

Steffany helps families choose a school and get through the admissions process. She works with students who learn in different ways.

• Choosing between day and boarding schools
• Preparing for school interviews
• Writing admissions essays
• Finding small boarding schools that fit a student
• Planning school tours and interviews
• School search for students with dyslexia, ADHD or anxiety
• Looking at schools in New England and worldwide

Who Steffany works with

Steffany works with students from Pre-K through high school and with their parents. Her clients include neurotypical students and students with diverse learning profiles, such as dyslexia, ADHD and anxiety. Families come to her for day school and boarding school placement.

How Steffany works

Steffany meets with families by video, often every two to three weeks or as needed. She keeps every school interview and tour on her calendar. She helps students prepare for the whole process, from school selection to interviews and essays. She stays in touch with families throughout and adjusts the plan as their goals change.

Background and qualifications

Steffany runs Doolittle Educational Consulting, LLC from Weston, Massachusetts. She is an independent educational consultant and a Professional member of IECA. Her practice focuses on private school placement for students from Pre-K through high school. She knows day and boarding schools in the Boston area, across New England and worldwide, including small boarding schools that fewer families know about.

Steffany Doolittle pricing

Programs and services

• One-on-one school search consulting
• Video meetings every two to three weeks
• Interview and essay preparation
• School tour planning

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Last updated September 2026. Request a correction.