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AI College Prep Academy

College readiness coaching · Winnetka, IL

80+ placements at top-20 universities · 11 yrs in private education · 8 yrs of production software at Amazon · UC Berkeley 2018

College Consultant for New Trier Township High School Families — Engineer-Led, One Student at a Time

Private college readiness coaching for New Trier students and families across Winnetka, Wilmette, Kenilworth, Glencoe, and Northfield. Every session is remote, by video call, and with the same person — a UC Berkeley engineer who spent eight years building production software at Amazon and has placed 80+ students at top-20 universities.

New Trier already gives families genuinely strong college guidance. For most families here the missing piece is not advice — it is what happens between the advising meetings.

Serving
Winnetka and 4 nearby communities
District
New Trier Township High School District 203
Best starting point
Sophomore spring to junior fall

What is actually true at New Trier

New Trier Township High School District 203 serves Winnetka, Wilmette, Kenilworth, Glencoe and Northfield, enrolling roughly 3,656 students as of the 2024-25 school year, with about 30 Advanced Placement courses in the catalog.

New Trier's adviser system is long-established and well-resourced, and it is one of the reasons families move into the township. Any outside consultant who opens by suggesting otherwise is selling against a school your family chose deliberately, and is wrong on the facts.

The gap we actually see in New Trier households is more mundane. The October advising meeting produces good direction. Then eight weeks pass. The essay is opened twice. The recommendation request is never sent. The test date slips a sitting, then another.

By late November the family is compressing four months of work into three weeks — not for lack of guidance, but for lack of a weekly system carrying it.

Strong advice, thin follow-through — the pattern we see most in New Trier households

Our role here is complementary. The adviser sets direction; we hold the week — a standing checkpoint, a written plan with dates against each item, and someone who notices in week two that a draft has not moved rather than in week ten. If your family already has that discipline, you may not need us.

What the coaching covers

One founder-led engagement across the application arc. Not a marketplace tutor, and not a rotating team.

  • A college list built for this student

    Not a tier chart. A list reasoned from what your student actually wants, what the record supports, and what the cohort they are read within looks like — written down so the family can push back on it.

  • The application arc, held weekly

    Testing decisions, course selection, the summer plan, recommendation requests, essay drafts, and deadlines — each with a date against it and a weekly check on whether it moved.

  • Essays the student can defend

    Brainstorming and structural feedback on work the student wrote. Every draft traces to their own notes, which is both the honest way and the version that survives an admissions reader.

  • A study system the student keeps

    A mistake log, session-prep routine, and verification checklist the student builds and owns as files — usable after the engagement ends, and portable to whatever tools come next.

How AI is used here — and where the line is

Students build a study system they own and can read: a log of their own mistakes, the instructions they wrote for how they want to be helped, and a checklist for verifying an answer before trusting it. The system is a set of files the student keeps and can take anywhere. It does not know your child, and it does not remember them between sessions — what persists is what the student wrote down.

The limit belongs next to the benefit: a model can be confident and wrong, which is exactly why verification is taught as part of the method rather than mentioned at the end of it.

Questions New Trier families ask