Ol' College Try

Matt and Peg's College Planning Podcast
  • 4.4 (10)
  • EDUCATION
  • UPDATED WEEKLY

Let’s give the college planning game an Ol’ College Try—together. New episodes every Thursday at 12PM ET. Ol’ College Try is your go-to podcast for students, families, and educators ready to tackle the college planning process with confidence. Hosted by Matt Carpenter, Co-Founder of College Aid Pro, and Peg Keough, Director of Education, each episode breaks down the ins and outs of financial aid, scholarships, student loans, and smart college planning—without the overwhelm. 💡 Get expert insights, insider strategies, and the latest updates to make college more affordable and less stressful.

  1. 1D AGO

    A Stanford Grad’s Advice on Elite Colleges, Admissions & College Fit

    What is it really like to attend one of the most selective colleges in the world? In this episode of Ol' College Try, host Peg Keough sits down with Mark Hernandez—a Stanford graduate, former high school English teacher of 25 years, and now a college essay consultant with a growing social media following. Mark shares his unexpected path to Stanford (including applying just four days before the deadline) and the difficult financial decision his family faced after he was admitted. Determined to reduce the burden on his dad, Mark created a plan to graduate from Stanford in just two years and two quarters—a strategy that even caught the attention of the university president. Peg and Mark also dive into: What Stanford’s campus culture is really like The surprising “work hard but pretend you’re not” academic mindset How students can strategically think about college costs Whether AP classes actually help students graduate early The type of student who truly thrives at selective universities Why finding the right college fit matters more than prestige Mark also reflects on how his own teachers shaped his career and how his experience in the classroom gives him a unique perspective on the college admissions process today. If your family is thinking about selective colleges—or just wants a clearer picture of what college success actually looks like—this conversation is packed with insight. 🎧 Plus, Mark shares the story behind his intro song: “Sweet Child O’ Mine” by Guns N’ Roses, a favorite across three generations of his family. Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸 Connect with Mark Hernandez! Instagram: https://www.instagram.com/englishwithmarkh/ TikTok: https://www.tiktok.com/@englishwithmarkh Website: https://englishwithmarkh.com/

    26 min
  2. The “Prior-Prior Year” Rule: The Financial Aid Secret Most Families Miss

    MAR 5

    The “Prior-Prior Year” Rule: The Financial Aid Secret Most Families Miss

    Most families assume colleges look at their current income when determining financial aid. They don’t. In this episode, Matt and Peg break down the “prior-prior year” rule—one of the most important (and misunderstood) concepts in college financial aid. Colleges actually use income from two years earlier, meaning the financial decisions you make today could determine how much aid your student receives in the future. They explain why the base income year is so important, how it can impact financial aid eligibility for all four years of college, and what families can still do depending on where their student is in high school. You’ll also learn practical strategies families often overlook—from retirement contributions to asset timing—and why planning early can open the door to thousands of dollars in potential aid. Plus, Matt and Peg discuss one of the biggest mistakes families make during the college search: falling in love with schools before understanding what they’ll actually cost. Whether your student is a freshman, sophomore, junior, or senior, this episode will help you understand what matters, what you can control, and how to start planning smarter.Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸

    32 min
  3. Your Monthly Financial Aid Grab Bag Q&A: Blizzards, Bruce & Big Questions

    FEB 26

    Your Monthly Financial Aid Grab Bag Q&A: Blizzards, Bruce & Big Questions

    It’s a true Tale of Two Cities episode—Matt’s digging out from the Blizzard of ’26 in the Northeast while Peggy’s bracing for 80-degree temps in Arizona. After a little Bruce Springsteen love (yes, 10th Avenue Freeze-Out makes an appearance 🎸), they dive into your biggest college planning questions in this month’s Open Grab Bag Q&A. In this episode, Matt and Peggy break down: Why your financial aid offer might be taking longer than your neighbor’s What the Student Aid Index (SAI) actually means for your family The real difference between subsidized vs. unsubsidized federal student loans Waitlisted vs. deferred—what’s the strategy and what should you expect? Whether your aid can change if your income changes Why colleges push enrollment deposits before you’ve seen your financial aid package How (and when) you can pay off student loans—with no prepayment penalties Whether students can take out private loans without a co-signer As always, this episode is packed with practical advice, straight talk about how colleges really operate, and the clarity families need to make confident financial decisions. Got a question for a future episode? Send it our way on social media or email support@collegeaidpro.com Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸

    33 min
  4. From TRIO to NASA: How Students Are Turning Lab Culture into a Launchpad for College

    FEB 19

    From TRIO to NASA: How Students Are Turning Lab Culture into a Launchpad for College

    What happens when federally funded college access programs, a cutting-edge STEM lab, and one determined high school student collide? 🚀In this special episode of Ol’ College Try, Matt sits down with Valeria Garcia-Lopez of the TRIO/GEAR UP programs at the University of Michigan–Dearborn, Keith Young, CEO of Ecotek Lab, and Carlos — a Class of 2027 student already presenting research at NASA’s Johnson Space Center.You’ll hear how:TRIO and GEAR UP programs are creating life-changing “firsts” for students across Metro DetroitEcotek Lab has spent nearly 20 years building STEM bridges — not just curriculumsHigh school students are tackling real-world challenges like space debris removal and water AI systemsCarlos earned his spot through grit, consistency, and showing up (even on freezing Sundays)Experiences like presenting at NASA can reshape a student’s entire college pathwayCarlos shares his dream of attending MIT and working at NASA — and how he’s navigating the college process with aerospace engineering and astronomy in his sights.This episode is about more than scholarships. It’s about expectation. It’s about exposure. It’s about giving students access to environments most don’t see until graduate school — if ever.If you’ve ever wondered what early STEM exposure can truly unlock, this conversation will inspire you.And if you’re moved by Carlos’s journey, check the show notes to learn how you can help sponsor students ready to launch. 🚀Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Sign Up for Our FREE College Success Bootcamp: https://hubs.li/Q042SVt10 Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸Connect with UM-Dearborn TRIO! Website & Giving Page: https://donate.umich.edu/xXDyK Facebook: https://www.facebook.com/UMDearbornTRIO Instagram: https://www.instagram.com/umdtrio

    36 min
  5. Private Scholarships Demystified: How to Find Them, Win Them, and Avoid Costly Mistakes

    FEB 12

    Private Scholarships Demystified: How to Find Them, Win Them, and Avoid Costly Mistakes

    Private scholarships can feel overwhelming, confusing, and sometimes too good to be true. So how do families actually use them to lower the cost of college? In this episode of The Ol’ College Try, Peg Keough sits down with Jocelyn Pearson, founder of The Scholarship System, to do a deep dive into the world of private (aka external) scholarships. Jocelyn shares how she personally earned six figures in scholarships—enough to graduate debt-free with overage checks—and how families today can create a repeatable strategy to do the same. You’ll learn: The difference between private scholarships, merit aid, and need-based grants Why your FAFSA Student Aid Index does not automatically disqualify you How to identify your student’s unique “scholarship superpower” Which scholarships are worth your time (and which are just sweepstakes in disguise) When to start applying—and why junior year is ideal How recurring scholarships work What scholarship displacement is and how to protect your award If your family falls into the “income gap” and you’re worried about taking on debt, this episode will give you practical, actionable steps to start closing that gap the smart way. Whether you have a high school junior, senior, or even a current college student, it’s not too late to build a strategy that works. Tune in and learn how to turn private scholarships from a buzzword into a real plan.Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Sign Up for Our FREE College Success Bootcamp: https://hubs.li/Q042SVt10 Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸 Connect with Jocelyn! Website: ⁠⁠https://thescholarshipsystem.com/ Sign Up for Her Free Master Class: https://thescholarshipsystem.com/mycap/

    40 min
  6. High School Counselor Insights: What Makes a College Application Stand Out

    FEB 5

    High School Counselor Insights: What Makes a College Application Stand Out

    In this episode, Peg Keough sits down with fellow Jersey girl and longtime College Aid Pro advocate Lisa Burfeindt, Director of School Counseling for the Cranford Public Schools—and an application reader for UC Berkeley. With decades of experience guiding students and families through the college process, Lisa brings a rare dual perspective: what high school counselors see and what really happens once an application lands on an admissions desk. Together, Peg and Lisa dive into what makes a strong college application, common mistakes students make, and why authenticity matters far more than perfection. They discuss: How colleges (yes, even large public universities) actually read applications Why depth matters more than a long activity list What admissions readers look for beyond grades and test scores How essays can make or break an application—and why they don’t need to be dramatic The role of AI in application writing and how inconsistency can hurt students Why finances should be part of the college conversation from day one How parents can best support their students without steering the ship for them Whether you’re a parent, student, or counselor, this episode is a must-listen reminder to take a deep breath, stay authentic, and remember: there is no such thing as only one “right” college. Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸

    38 min
  7. Monthly Grab Bag: FAFSA vs. CSS, AI Anxiety, and Other Questions Keeping Parents Up at Night

    JAN 29

    Monthly Grab Bag: FAFSA vs. CSS, AI Anxiety, and Other Questions Keeping Parents Up at Night

    College costs feel overwhelming—and this week on Old College Try, Matt Carpenter and Peg Keough open up the grab bag to tackle the real questions families are asking right now. From understanding the difference between FAFSA (federal methodology) and CSS Profile (institutional methodology), to how rental properties, LLCs, trusts, inheritances, and child support impact financial aid, this episode goes a level deeper for families who want to understand how the system actually works. They also zoom out to talk about the bigger picture: Is college still worth it with AI reshaping careers and majors? Why sticker price is misleading—and how families can still get strong outcomes Why relationships, networking, and adaptability may matter more than ever If you’re trying to plan smart, avoid unnecessary costs, and feel less in the dark about the college funding process, this episode is packed with clarity, context, and practical insight. Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸

    36 min
  8. Appealing Need-Based Financial Aid: A Step-by-Step Guide for Parents

    JAN 22

    Appealing Need-Based Financial Aid: A Step-by-Step Guide for Parents

    If your child was accepted to college but the financial aid offer doesn’t reflect your real financial situation, you may be able to appeal — and win. In this episode, Matt Carpenter and Peg Keough explain how need-based financial aid appeals work, who should lead the process, and how colleges evaluate income, assets, businesses, and home equity. You’ll hear practical advice, insider insight from former financial aid professionals, and examples of appeals that resulted in tens of thousands of dollars in additional aid. Connect with Us! Website: ⁠⁠https://collegeaidpro.com/⁠⁠Create a FREE MyCAP Account: https://hubs.li/Q03PTJ_x0Instagram: ⁠⁠https://www.instagram.com/collegeaidpro/ ⁠⁠LinkedIn: ⁠⁠https://www.linkedin.com/company/college-aid-pro/ ⁠⁠Email: ⁠⁠support@collegeaidpro.com⁠⁠ PLUS Get 15% OFF site wide with coupon code COLLEGETRY15 💸

    34 min
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4.4
out of 5
10 Ratings

About

Let’s give the college planning game an Ol’ College Try—together. New episodes every Thursday at 12PM ET. Ol’ College Try is your go-to podcast for students, families, and educators ready to tackle the college planning process with confidence. Hosted by Matt Carpenter, Co-Founder of College Aid Pro, and Peg Keough, Director of Education, each episode breaks down the ins and outs of financial aid, scholarships, student loans, and smart college planning—without the overwhelm. 💡 Get expert insights, insider strategies, and the latest updates to make college more affordable and less stressful.

Information

  • Creator
    Matt and Peg's College Planning Podcast
  • Years Active
    2025 - 2026
  • Episodes
    57
  • Rating
    Clean
  • Copyright
    © Matt and Peg's College Planning Podcast
  • Show Website
    Ol' College Try

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