Sydney Montgomery
Law school and college admissions consultant in Gaithersburg, Maryland
| Hourly rate range | $150 to $225 an hour |
|---|---|
| Focus areas | College admissionsLaw school admissionsGrad school and PhDMedical school admissionsFinancial aid and scholarshipsCareer clarity and purposeNew grads and students |
| Works with | Students and Parents |
| Also coaches | Career coach |
| Based in | Gaithersburg, Maryland, United States |
| Credentials | IECA Professional member |
| Practice | Barrier Breakers, Inc. |
Sydney Montgomery is an independent educational consultant who helps students and parents with college, law school and other graduate school admissions. Sydney works through Barrier Breakers, a program that follows students from 10th grade through college, graduate school and career entry. Students meet with counselors every two weeks. The program has supported over 7,000 students and reports a 95% law school acceptance rate. Families of any background can pay for advising, and that pays for free support for first-generation and low-income students.
What Sydney helps with
Sydney helps students plan and complete applications for college, law school and other graduate programs. Support continues through college and into early careers.
- College application guidance
- Law school applications
- Medical, business and other graduate school applications
- Finding scholarships
- Staying on track to graduate college
- Career exploration and mentorship
- Support for first-generation students
Who Sydney works with
Sydney works with students and parents from all backgrounds. Many clients are first-generation or low-income students, and they receive the same advising at no cost. Families who pay full tuition get individualized advising. Students can start as early as 10th grade and continue through graduate school.
How Sydney works
Students meet with admissions counselors every two weeks during the application process. The team includes current and former admissions professionals. After admission, students can get academic advising, wellness support and community. A mentorship program pairs students with a professional mentor for 1 hour per month for 12 months. Mentors work in law, healthcare, business, STEM, public service and sustainability.
Background and qualifications
Sydney is an independent educational consultant and a Professional member of IECA. Sydney leads Barrier Breakers, Inc., based in Gaithersburg, Maryland. The organization has supported over 7,000 students on their higher education path. Its advising team includes current and former admissions professionals. One client, a first-generation law student now at Notre Dame Law School, credits Sydney with guiding this student through the process.
Sydney Montgomery pricing
Programs and services
- College admissions advising
- Law school admissions advising
- Other graduate school admissions advising
- Mentorship program, 1 hour per month for 12 months
- Support during college and graduate school
- Career pathway support
Sydney Montgomery reviews
The CoachVouch take
Sydney runs a hybrid model where paying families fund free, long-term advising for first-generation and low-income students.
Best for students and parents who want admissions help from 10th grade through graduate school and career entry.
Common questions
How much does Sydney Montgomery charge?
Coaching with Sydney runs $150 to $225 an hour. Message Sydney from this page for an exact quote.
What does Sydney Montgomery help with?
Sydney Montgomery helps with college application guidance, law school applications, medical, business and other graduate school applications and finding scholarships.
Is Sydney Montgomery certified?
Sydney Montgomery lists: IECA Professional member.
Does Sydney work with students who are not first-generation or low-income?
Yes. Barrier Breakers works with students and families from all backgrounds. Paying families receive individualized advising.
How often do students meet with their counselors?
Students meet with counselors every two weeks during the admissions process.
How do I contact Sydney Montgomery?
Send Sydney a message from this page. It's free and takes a minute.
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Last updated September 2026. Request a correction.