Application to Admission

Understanding the Choices

Do you have 45 minutes for fun, intelligent dialogue about all things education and parenting? Welcome to the Application to Admission Podcast! College admission experts Timothy Fields and Shereem Herndon-Brown pull from their 50 years of college admission experience and feature guests who help students and families to navigate the college admissions process. This is a must-listen-to for parents and advocates who want college admission success for their children and students!

  1. Episode 65 - Howard Made, Philly Raised: Alicia Oglesby on Counseling, Calling, and Keeping It Real

    12/09/2025

    Episode 65 - Howard Made, Philly Raised: Alicia Oglesby on Counseling, Calling, and Keeping It Real

    In this unforgettable episode of Application to Admission, we sit down with Alicia Oglesby Associate Director of College Counseling at Winchester Thurston School, licensed counselor, equity advocate, Howard University alumna, and co-author of Interrupting Racism: Equity and Social Justice in School Counseling. Alicia brings experience, wisdom, and a sharp pen, all wrapped in Philly pride. This conversation dives deep into what it means to champion equity in education, mentor communities, and navigate college counseling with heart and honesty. Expect laughter, realness, and insights that will challenge and inspire. There are guests who bring experience. Some bring wisdom. And then there’s Alicia Oglesby—who brings all that plus a full heart and enough Philly pride to last three lifetimes. In this episode, Alicia shares: How her Howard University experience shapes her work in independent schools.Why she calls herself a legacy educator and what that means.Real strategies for building belonging and pushing past performative DEI.Why families—especially from historically excluded backgrounds—need to start early in the college process.And what it’s like being a mom preparing for her own child’s college journey.This episode is for counselors, parents, students, and educators who believe college access isn’t neutral—and want to make it just. 🎧 Tune in, take notes, and share this with your counselor group chat. 📚 Learn more about Alicia’s work in Interrupting Racism and connect with her at Winchester Thurston School. 🐐 Howard University raised her right. Go Bison!

    39 min
  2. Episode 64 - Transfer Savvy: Why Where You Start Isn’t Where You Have to Finish with Jaime Smith

    11/18/2025

    Episode 64 - Transfer Savvy: Why Where You Start Isn’t Where You Have to Finish with Jaime Smith

    Let’s Bust a Myth: College Isn’t a One-Way Ticket College is a journey and sometimes the smartest move you can make is to transfer. In this energizing episode, we sit down with Jaime Smith, founder of https://transfersavvy.com, Certified Educational Planner, longtime educator, and one of the nation’s leading voices on transfer admissions done right. With 25 years in education, two master’s degrees, and a Post-Master’s Certificate in Transfer Leadership, Jaime brings unmatched insight into using transfer as a strategy for growth, opportunity, and a better college fit. This isn’t about fixing a mistake. It’s about owning your journey, skipping the hyper-competitive first-year applicant pool, and leveling up on your terms. In this episode, we explore: Why starting at one school and finishing at another is becoming a power move—not a problemHow families can use transfer to bypass the most competitive first-year admissions cyclesWhat most people don’t understand about community college pathways and why they often lead to surprising successThe biggest missteps and misconceptions students have about transferringHow Jaime supports neurodiverse, homeschooled, and nontraditional students with personalized, practical adviceWhat families should start doing NOW even if their student is in 9th or 10th grade to keep the transfer option open Whether your teen feels stuck, undecided, or just wants smarter ways to approach college this episode is a must-listen. Jaime reminds us: It’s not where you start, it’s where you finish. Sometimes, your best college experience doesn’t come through the front door. 🎧 Listen now, share with your network, and stay Transfer Savvy.🔗 Learn more about Jaime’s work: https://transfersavvy.com🎙 Subscribe to Application to Admission for expert guidance with heart, humor, and the facts you really need.

    32 min
  3. Episode 63 - Faith, Facts & First-Gen Futures: Charlain Bailey on College Planning That Works

    10/28/2025

    Episode 63 - Faith, Facts & First-Gen Futures: Charlain Bailey on College Planning That Works

    Some people support your work from afar. Charlain Bailey has supported us from the front row. As a veteran school counselor and founder of Going-To-College.com (https://www.going-to-college.com), Charlain has dedicated her life to helping students especially first-generation and underrepresented students understand how to navigate the often confusing and unequal college admissions process. She’s spent nearly two decades doing the work in schools. Now, through her business, she’s stepping beyond the counseling office to support families directly—withculturally informed, accessible, and personalized college planning guidance. And let’s be clear—Charlain doesn’t just talk about support. She lives it. She was one of the very first people to buy The Black Family’s Guide to College Admissions—owning both editions and the audiobook—and even invited us to present the book to her community. She understands that getting this information into more hands is a collective responsibility. 🎯 In this episode, we cover:     •    What most families don’t realize about the real workload of school counselors     •    Why college planning has to start before senior year     •    The inspiration behind Going-To-College.com, and how it’s helping families create action plans early     •    How Charlain infuses faith, structure, and cultural insight into her advising     •    Practical steps families can take to build a balanced college list     •    Why she continues to support our mission and align with our message: cost, location, major, and career — in that order   🔥 So… we have to ask:  What are YOU doing to get this good information? Because it’s out here. Charlain has it. We have it. Thequestion is—are you ready to use it to change the trajectory of your family’s future? 🎧 Listen, share, and take notes. This episode is packed with real talk and real tools. 🔗 Learn more about Charlain’s work at: https://www.going-to-college.com 📚 Get The Black Family’s Guide toCollege Admissions (print or audio): Strategic Admissions Advice (https://www.strategicadmissionsadvice.com/theblackfamilysguide) 🎙 Subscribe to Application to Admissionfor weekly insights and conversations with the people doing the work.

    30 min
  4. Episode 62- Scholarship, Sweat & Strategy: Winning at College Through At

    10/15/2025

    Episode 62- Scholarship, Sweat & Strategy: Winning at College Through At

    What if your student’s love of the game could lead tomore than just a win on the scoreboard? What if it could open the door to college, mentorship, mental wellness, and long-term success? In this episode of Application to Admission, we sit down with Dr. Enzley Mitchell IV, founder of PrepSearch(https://prepsearch.net), seasoned NAIA and NCAA coach, and lifelong educator, to break down what athletic recruitingreally looks like today, how families can leverage sports strategically, and why being a college athlete is about way more than a scholarship.  Dr. Mitchell’s experience spans nearly every level of college athletics—from Division I basketball to athletic director roles at HBCUs and small liberal arts colleges. He’s helped build championship teams and first-generation college success stories. Today, he’s on a mission to help families navigate theconfusing college athletics landscape through his groundbreaking PrepSearch College Success Seminar. 🏀 What You’ll Learn in This Episode:     •    The myths and mistakes families make during athletic recruitment     •    Why waiting until junior year is too late to build your college-athlete plan     •    How to prioritize cost, location, major, and career even in athleticdecision-making     •    Why NAIA and D3 schools are often overlooked gems for student-athletes     •    The mental health benefits of sports and why athletic identity helps studentsthrive     •    What makes a program “transfer-safe,” “coach-connected,” and worth your trust     •    And how faith, structure, and mentorship form the foundation of Dr. Mitchell’s advising philosophy 🎯 If your student is in grades 8–12 and loves their sport, this episode is a must-listen. Athletic recruiting is changing fast—and the families who win are the ones who plan with purpose. 🔗 Links + Resources:     •    Learn more about PrepSearch and Dr. Mitchell’s programs: https://prepsearch.net     •    Subscribe to the Application to Admission podcast for more insights on college admissions, storytelling, and access

    47 min

Ratings & Reviews

5
out of 5
11 Ratings

About

Do you have 45 minutes for fun, intelligent dialogue about all things education and parenting? Welcome to the Application to Admission Podcast! College admission experts Timothy Fields and Shereem Herndon-Brown pull from their 50 years of college admission experience and feature guests who help students and families to navigate the college admissions process. This is a must-listen-to for parents and advocates who want college admission success for their children and students!

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