Founder Pricing
Grade-specific Founder programs start at...
Grade 9
$
22,500
Grade 10
$
25,000
Grade 11
$
30,000
Grade 12
$
55,000
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Meet Our Founder
For over 25 years, Jen Kaifesh has dedicated her professional life to the art of educational mentorship and strategic college consulting.
Her journey began at Northwestern University, where she served as a key liaison for the Admissions office, guiding high school students through the requirements for admission and helping undergraduates navigate the complexities of graduate school applications. This early experience cemented her belief in providing high-touch, holistic guidance. After several years with a leading test prep company, Jen founded Great Expectations College Prep in 2006 with a singular mission: to merge her highly effective, personalized approach to test preparation with deep, expert insight into the entire application journey.
Beyond Counseling: An Inspiring, Hands-On Partnership
When Jen takes on a student, she is not just a counselor; she is a long-term strategic partner and mentor.
Jen’s philosophy is rooted in cultivating authentic excellence. Her approach is specifically designed to meet the student where they are: she is equally skilled at inspiring and motivating unengaged students to take ownership and buy into the process as she is at helping high-stress, high-achieving students manage their overwhelm and cross the finish line with calm and confidence. While the majority of Jen’s students over the last 25 years enroll in Top-25 colleges (including highly specialized programs from Penn’s Wharton School of Business to Stanford Engineering), she is fully aware that rankings only mean so much – what is “best” for one student is not necessarily “best” for another. She excels at helping students identify the right schools for their skills, interests, and aspirations – somewhere they will be challenged and thrive as they define their place in the world.
Jen emphasizes the importance of students identifying and pursuing academic and extracurricular passions that they both excel at and genuinely enjoy. Her guided questions and recommendations throughout the process ensure that each student has a positive, fulfilling high school experience while building that “authentic but unique” component that serves as the foundation of any compelling college application. Jen continuously monitors progress, anticipates setbacks, and provides expert, individualized direction to ensure continuous improvement and success.
While Great Expectations offers a robust network of specialized experts that can be looped in when needed (in areas like athletic recruitment, art portfolios, etc.), Jen will be the central, consistent point of contact for her students from start to finish, ensuring every piece of their journey is cohesive and aligned with a single, effective strategy.
Working with Jen means gaining a seasoned advocate who is committed to a successful outcome from the first meeting until the last acceptance letter—and oftentimes, for many years to follow. Jen takes pride in maintaining enduring relationships with many of her former students, providing ongoing, informal guidance and support that often extends well into their collegiate and professional years.
Her journey began at Northwestern University, where she served as a key liaison for the Admissions office, guiding high school students through the requirements for admission and helping undergraduates navigate the complexities of graduate school applications. This early experience cemented her belief in providing high-touch, holistic guidance. After several years with a leading test prep company, Jen founded Great Expectations College Prep in 2006 with a singular mission: to merge her highly effective, personalized approach to test preparation with deep, expert insight into the entire application journey.
Beyond Counseling: An Inspiring, Hands-On Partnership
When Jen takes on a student, she is not just a counselor; she is a long-term strategic partner and mentor.
Jen’s philosophy is rooted in cultivating authentic excellence. Her approach is specifically designed to meet the student where they are: she is equally skilled at inspiring and motivating unengaged students to take ownership and buy into the process as she is at helping high-stress, high-achieving students manage their overwhelm and cross the finish line with calm and confidence. While the majority of Jen’s students over the last 25 years enroll in Top-25 colleges (including highly specialized programs from Penn’s Wharton School of Business to Stanford Engineering), she is fully aware that rankings only mean so much – what is “best” for one student is not necessarily “best” for another. She excels at helping students identify the right schools for their skills, interests, and aspirations – somewhere they will be challenged and thrive as they define their place in the world.
Jen emphasizes the importance of students identifying and pursuing academic and extracurricular passions that they both excel at and genuinely enjoy. Her guided questions and recommendations throughout the process ensure that each student has a positive, fulfilling high school experience while building that “authentic but unique” component that serves as the foundation of any compelling college application. Jen continuously monitors progress, anticipates setbacks, and provides expert, individualized direction to ensure continuous improvement and success.
While Great Expectations offers a robust network of specialized experts that can be looped in when needed (in areas like athletic recruitment, art portfolios, etc.), Jen will be the central, consistent point of contact for her students from start to finish, ensuring every piece of their journey is cohesive and aligned with a single, effective strategy.
Working with Jen means gaining a seasoned advocate who is committed to a successful outcome from the first meeting until the last acceptance letter—and oftentimes, for many years to follow. Jen takes pride in maintaining enduring relationships with many of her former students, providing ongoing, informal guidance and support that often extends well into their collegiate and professional years.
It’s never too soon to start preparing!
The best way to tackle the college application process is to start soon and stay organized.
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