Break Into Law School® Podcast
Available on Apple Podcasts, Spotify, Google, and Audible
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Break into Law School® is the podcast for students who are ready to break down generational barriers to law school and walk confidently into their future.
This podcast provides transparent, quality, and ethical law school advice in a way that is uplifting and relatable.
Sydney Montgomery, Esq, is a law school admissions consultant specializing in working with first-generation and minority applicants. She herself is a first-generation graduate of Princeton and Harvard Law School. Through Barrier Breakers®, she and our team have helped over 7,000 students gain admission to law school.
Are you struggling with information overload? Are you getting lost in Reddit and Google? Are you feeling stuck, not sure what to write about, not sure how to even begin the application process? Join a community of students who are choosing to stop the cycle of confusion and missed opportunities and find quality and ethical answers to their application questions.
No scare tactics here. No tearing people down. No shaming anyone. This show is all about leading with love, uplifting you, and encouraging you as you step confidently into your career as an attorney.
Meet Your Hosts

Ep 32: Should You Still Apply This Cycle?
In this episode of Break Into Law School, I want to discuss how one should make the decision to defer their law school application. When is it too late?

Ep 31: How to Approach the Georgetown Supplements
In this episode of Break Into Law School, I want to discuss the various Georgetown supplements, how to approach them, and which to choose to best highlight your personality and strengths. These supplements are a chance for you to show off your creativity, introspection, intelligence, and suitability to Georgetown culture.

Ep 30: How to Approach the Yale 250 Essay
In this episode of Break Into Law School, I want to talk to you about the Yale 250 supplemental essay.

Ep 29: All About Law School Financial Aid
It's not a secret that law school is expensive. Many students wonder how they can afford to go to law school and how the financial aid process differs than that of college. In this episode of Break Into Law school, I want to cover:
1. What factors contribute to financial aid eligibility
2. How to apply to law school financial aid
3. The different types of loans for law school

Ep 28: Don't Rush Your Essay Process
In this episode of Break Into Law School, I am going to discuss why submitting a great application a little later is better than submitting a mediocre application earlier in the cycle.

Ep 27: You Don't Need To Apply Early Decision
I've noticed so many of my students and so many students who contact us to work with them are starting to really stress out about applying early decisions. In this episode of Break Into Law School, I'm going to discuss whether you really need to apply early decision.

Ep 26: How Optional Are Optional Essays?
In this episode of Break Into Law School, I am going to discuss about optional essays.

Ep 25: Preparing for Your Law School Interviews
In this episode of Break Into Law School, I am going to discuss how you can best prepare for your law school interviews.

Ep 24: Things to Avoid in Your Personal Statement
In this episode of Break Into Law School, I am going to cover the most common mistakes students make in writing their diversity statement.

Ep 23: Should You Apply Early Decision and Can You Afford It?
In this episode of Break Into Law School, we're going to be covering whether you should apply early decision to law school.

Ep 22: Your Personal Statement is Not a Narrative Resume
In this episode of Break Into Law School, I'm going to discuss why your personal statement should not be written as a narrative regurgitation of your resume. I am also going to share tips on how to weave in non-resume stories and personal experiences into your writing, as well as examples of showing instead of telling.

Ep 21: Should You Register For The November LSAT?
In this episode of Break Into Law School, I'm going to discuss the circumstances in which it makes sense to register for the November LSAT, and what your game plan should be before taking the exam.

Ep 20: 3 Things To Avoid In Your Personal Statement
In this episode of Break Into Law School, I am going to discuss the top 3 things you should never include in your law school personal statement.

Ep 19: Don't Overestimate Your LSAT
In this episode of Break Into Law School, I'm going to discuss how to truly contextualize your LSAT score and find your sense of confidence in the application process outside of your LSAT. I am also going to talk about ways you can feel secure and calm about testing, as well as testing timelines that will work best for you.

Ep 18: Applying to a JD/MBA Program
In today's episode of Break Into Law School, I am joined by Judy Young, CEO of College Excellence and MBA consultant. We discuss how the application process differs for JD and MBA programs, and what the preparation process actually looks like when planning for joint degrees.

Ep 17: Is October Too Late to Take the LSAT?
In this episode of Break Into Law School, I'm going to discuss whether October is too late to take the LSAT exam. I will talk about timelines, application priorities, and the difference in benefits between the August, October, and November LSATs.

Ep 16: Equity in Law School Admissions with Kellye Testy, LSAC President, Vincent Rougeau and Kyle McEntee
Listen to a timely conversation about equity in law admissions; recruitment, rankings and debt. I had the privilege of moderating this panel of experts: Kellye Testy (President of the Law School Admissions Council) Dean Vincent Rougeau (Dean of Boston College Law School; President of the American Association for Law Schools; incoming president of the College of the Holy Cross) and Kyle McEntee (Executive director of Law School Transparency)

Ep 15: What to Do Before Your LSAT Exam (2021)
In today's episode of Break Into Law School, I'm going to talk about what to do the night (or the week) before your LSAT exam. Specifically, I'm going to cover: How to be in the right mindset the week leading up to your test. What to make sure you do to ensure success leading up to the test. What to do the night before your test. Mindset on test day.

Ep 14: Carving Out Time for Applications
In today's episode of Break Into Law School, I'm going to be discussing realistic expectations for how much time should be allocated for your application materials. I'm also going to share tips and techniques for making sure you complete your application materials on time while juggling your work schedule and personal life.

Ep. 13 Which Law Schools Should You Apply To?
In this episode of Break Into Law School, I am going to be talking about what factors you should take into consideration when building your law school list. How important are rankings? How do you weigh scholarship options and geography? I am going to bust some myths and share what is truly crucial during this step of the process.