Phil Black
PrepWell Podcast with Phil Black
The PrepWell Podcast helps parents prepare their children for the admissions process for highly-selective college programs like the Ivy League, military service academies (e.g. USNA and West Point), ROTC and athletic scholarships.
Author
Phil Black
Category
Podcast website
Latest episode
Jul 5, 2026
Where to listen?
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Episodes
Ep. 236 Revisited | The Death of Reading 05.07.2026 17:56
In this week's podcast, I urge parents to do whatever they can to help their children become avid readers. In my opinion, a student's academic upside (e.g. GPA, SAT, AP, college acceptances) is highly correlated to their relationship with reading. This relationship comes in three stages: Stage 1: avid reader Stage 2: non-reader Stage 3: anti-reader My four sons have fallen into all three...
Ep. 325 | TED Talk Roulette 28.06.2026 8:31
In this week’s episode, I review the origin story of “TED Talk Roulette” and how it can be implemented in your child’s life. This activity is designed to help students who claim that “they just aren’t interested in anything”. If your child finds it difficult to articulate what they are interested in, what college major might be a good fit, or a possible career path, it’s time to play TED Talk Ro...
Ep. 324 | Your Major Is Not Your Destiny 21.06.2026 9:12
In today's episode, I dispel a myth circulating around the internet suggesting that your college major is the most important factor in determining your future earning potential. I beg to differ. Yes, your college major is important, but it is not the deciding factor, especially with AI disrupting the job market in such profound ways. Please give this episode a listen if your child is wond...
Ep. 323 | Don’t Be Fooled By The Numbers 13.06.2026 9:58
In today’s episode, I reveal a sneaky accounting trick that some colleges use to avoid entering the $100K/yr club. Please give this episode a listen if your child is considering a private, liberal arts college, or a flagship state college/university in a different state. Also, I offer 5 reasons why it still might be a reasonable idea to consider a college that charges $100K+ per year. Follow us:...
Ep. 322 | The New Rules of College Admissions 07.06.2026 11:38
In today's episode, I lay out the latest developments in the college admissions process. how to define "best" 160,000+ applications all applications look the same no more DEI curation institutional priorities survive variable pricing models As we move into the important summer months, make sure you know what to prioritize, what has fallen out of favor, and how to stay ahead of the g...
Ep. 321 | The New PrepWell Academy Year Kicks-off Tomorrow 31.05.2026 9:59
In today's episode, I welcome all PrepWellers into their new cohorts. As of tomorrow ( June 1st ), all members will be migrated to the next year. 8th-graders (2030) will become new freshman PrepWellers Freshman (2029) will become sophomore PrepWellers Sophomores (2028) will become junior PrepWellers Juniors (2027) will become senior PrepWellers In this week's podcast, I review why it'...
Ep. 320 | Cheating at Princeton? 24.05.2026 10:10
In today's episode, I comment on Princeton's recent policy change when it comes to test administration. Princeton students will no longer be allowed to take exams without proctors walking the aisles. For 133 years, the "honor system" was sufficient to keep students from cheating on exams. Not anymore. Smartphones and AI have made cheating so easy, even the students at Princeton...
Ep. 319 | How To Break Your Child’s Phone Addiction 17.05.2026 13:23
In today's episode, I offer some suggestions on how to curb (or break) your child's phone addiction. If you have a 12-16 year old child who is using their phone more than you think is reasonable, please give this episode a listen. Follow us: Enroll in PrepWell Academy Follow on Instagram Follow on Facebook Follow me on Instagram or ...
Ep. 318 | How The NCAA New Eligibility Proposal May Impact Youth Sports 10.05.2026 9:39
In today's episode, I review the new model proposed by the NCAA for college athlete eligibility (Division I). If you have a child who may want to play sports in college, this is a worthwhile listen. What is proposed? Who are the winners and losers? What should I prepare for? Follow us: Enroll in PrepWell Academy Follow on Instagram Follow on Facebook Follow...
Ep. 317 | What Is Your Child’s #1 Priority? 30.04.2026 16:26
In today's episode, I redefine what your child's #1 priority should be when planning for college. Years ago, the priorities were: How do I get into an Ivy League, Top 15, or Top 20 college? What should I major in? Those days are over. Today, given the changing job outlook, technological breakthroughs (i.e. AI, automation), and cost of college, your child should be solving for one thing an...
Ep. 316 | How College Dictates Your Child’s Launch Plans 23.04.2026 9:01
In today's episode, I discuss 3 broad college/career/adulting pathways: Ivy League school Non-Ivy League school Service academy or ROTC Which way is your child leaning? Follow us: Enroll in PrepWell Academy Follow on Instagram Follow on Facebook Follow me on Instagram or Facebook Give us a review Share this episode with a friend J...
Ep. 315 | Don't Get Stuck In The Middle 19.04.2026 5:54
In today's episode, I discuss how the future seems to favor those who take one of two extreme positions. And they disfavor people who hedge their bets and play it down the middle. Which way is your child leaning? Follow us: Enroll in PrepWell Academy Follow on Instagram Follow on Facebook Follow me on Instagram or Facebook Gi...
Ep. 314 | How To Secure Extraordinary Letters Of Recommendation 12.04.2026 12:44
In today's episode, I review how your child can secure extraordinary letters of recommendation from their teachers. Unfortunately, some students take this part of the application lightly, because it seems like the teacher is the one who has to do all the work. Not true. The student has to do plenty to set the teacher up for success. As usual, this process needs to start early. Give this ep...
Ep. 313 | There Are Bigger Fish To Fry 31.03.2026 10:31
In today's episode, I propose that the stress your child may be feeling about: (1) not getting into his/her dream school, or (2) the agonizing decision as to whether to attend Wesleyan or Swarthmore, is the least of their problems. There are much bigger fish to fry. In the big scheme of things, which college your son or daughter decides to attend means very little compared to the answers to...
Ep. 312 | How Will AI Impact These 4 Cohorts? 22.03.2026 16:42
In today's episode, I discuss the impact of AI across 4 cohorts: recent college graduates college students high school students middle school students Some students will love the change and embrace it. Others will run screaming. Others will bury their heads in the sand. Others will freeze in their tracks. What will your child do? Follow us: Enroll in PrepWell Academy Follo...
Ep. 311 | What To Expect From Your Child's Guidance Counselor 15.03.2026 15:52
In today's episode, I discuss what you should expect from your school's guidance counselor. Extracurricular activity audits? Summer strategy and planning? Course selection? College essay brainstorming and editing? The level of support may vary based on what type school your child attends (e.g. private, public), but there are many similarities as well. Listen to this week's episode t...
Ep. 310 | What Impact Will AI Have On College Graduates? 08.03.2026 20:21
In today's episode, I wrestle with the tension between sticking to the old playbook (e.g. traditional college track) and throwing caution to the wind. How will AI impact opportunities for college graduates? College prepares students for the following job responsibilities: administrative and organizational tasks research and information gathering data analysis and reporting communication and...
Ep. 309 | What To Do If Your Child Lacks a "Passion" 01.03.2026 12:38
In today's episode, I dive into one of the most frustrating parts of parenting a teenager. What to do if they are... bright hardworking dedicated motivated but they lack a "passion" for any one topic. If your son or daughter falls into this category, give this episode a listen for some ideas. Follow us: Enroll in PrepWell Academy Follow on Instagram Fo...
Ep. 308 | When Is It Okay To Spend $400K On College? 22.02.2026 12:39
In today's episode, I propose the only 5 cases which justify spending $400K on college. you're rich you're poor your child has a $400K trust fund your child was born to be an investment banker your child won an ROTC scholarship If your family doesn't fall into one of these categories, your child should not consider colleges that charge $100K/year. Follow us: Enroll in PrepW...
Ep. 307 | Case Study: Northwestern vs. UIUC? 15.02.2026 13:57
In today's episode, I walk through a thought experiment that considers the following choice: attend Northwestern University @ $100K/year or attend UIUC @ $50K/year Budget: $300K in a college fund How does this family think about the pros and cons of this consequential decision for their daughter? Follow us: Enroll in PrepWell Academy Follow on Instagram Follow...
Ep. 306 | The Hidden Challenge Of Early College Life 08.02.2026 14:33
In today's episode, I discuss an issue that doesn't get a lot of air-time. Loneliness Of the many challenges that face new college students, loneliness is one that can fly under the radar. It's not often talked about, but it can wreak havoc. Before your child heads out the door, please give this episode a listen. Follow us: Enroll in PrepWell Academy Follow on Ins...
Ep. 305 | Have DI Scholarships Lost Their Luster? 01.02.2026 18:47
In today's episode, I review some inconvenient truths about the state of DI athletic scholarships. What has changed? Did the recent NCAA ruling help or hurt? What are the risks associated with pursuing a DI scholarship? crowding-out risk injury risk talent risk financial risk integrity risk development risk coaching risk team culture risk transfer portal risk education risk career risk and m...
Ep. 304 | How Do College Campus Cultures Shape Your Child 25.01.2026 19:05
In today's episode, I discuss the how much (or how little) a "campus culture" can influence your child's world view. I look at three different students: street-smart student middle-of-the-road student clueless student And 3 different campus environments: political (conservative or progressive) religious (faith-friendly or secular) social permissiveness (strict or anything goes)...
Ep. 303 | Necessary Skills In An AI World 18.01.2026 12:44
In today's episode, I review a list of skills that college graduates should develop to become competitive in an AI world. Being a "problem-solver" is no longer one of them. Instead, job-seekers should focus on things that AI models are incapable of, such as: long-term vision leadership persuasion asking the right questions Find out how to learn these skills and what other conventiona...
Ep. 302 | ChatGPT = No More Excuses 11.01.2026 23:51
In today's episode, I assume the role of a typical 17-yr old who claims he's interested in majoring in "business". Until today, it would be commonplace for that student to have a very superficial understanding of what it takes to become a business major, what types of jobs are available in the "business world", how much money he stands to make, etc. That student has of...
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