Honest, even when it costs us the engagement
We tell families what we believe, not what they want to hear. Sometimes that means telling a parent their dream school isn't the right one. We'd rather lose a client than mislead one.
A small, deliberately chosen team of practitioners — co-founders who just lived the cycle, senior partners with twenty years of reading experience between them, and a bench we expand slowly and on purpose.
Click any portrait to read the full bio, credentials, and what each person advises on.
Hao and Simon met at Penn — first-generation students, athletes, and survivors of an admissions cycle that had grown unrecognisable in the AI era. They watched friends with brilliant minds pay $40,000 to firms that gave them generic essays, outdated advice, and a junior consultant they'd never met.
In 2024 they founded Oak Collegiate around a simple wager: that families would pay for a boutique advisory run by current practitioners — small enough to know every student by name, and serious enough to compete with any firm in the country.
Two years later, Oak is a small private practice. We accept twenty families per cycle. The founders run every engagement. Senior partners — including a former Common App reader and a former MIT interviewer — handle essays and STEM strategy. Nobody works with us they don't know personally.
We tell families what we believe, not what they want to hear. Sometimes that means telling a parent their dream school isn't the right one. We'd rather lose a client than mislead one.
Parents pay us. Students work with us. Every plan is built around who the student is becoming — not what the family wants to brag about at dinner.
Everyone on the Oak bench has lived the work recently. We don't lecture from a 1998 playbook. We coach from this cycle.
Every consultation is run personally by Hao or Simon. Twenty minutes, no fee, no follow-up unless you ask.
No fee · No commitment · Same-week scheduling