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Ol' College Try

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.

Podcast · By Matt and Peg's College Planning Podcast · English · Official site

Indexed episodes, last 90 days
11
Latest publication
Sep 17, 2026
Audience
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Earliest in this view
Jul 9, 2026

Latest episodes

  1. Episode · Sep 17, 2026

    FAFSA Deep Dive: Deadlines, FSA IDs & the Mistakes That Could Cost You Aid (opens the original)

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    FAFSA season is officially here—but when should you actually submit it? Do you need to rush to file on October 1? And which mistakes could potentially cost your family financial aid? In this episode of Old College Try , Matt Carpenter and Peg Keough dive into all things FAFSA, walking families through what they should be doing now, how to approach the application, and some of the most common mistakes they see year after year. Before getting into the FAFSA, Matt and Peg also discuss college ROI a

  2. Episode · Sep 10, 2026

    Homeschool to College: What Parents Should Know About Admissions, Transcripts & Scholarships (opens the original)

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    Can homeschooled students get into competitive colleges? Are they eligible for merit scholarships? And what exactly does a homeschool parent need to do when it comes time to apply? In this episode of Old College Try , Peg Keough sits down with Caitlyn Obolsky, a homeschooling mom of six who recently sent her two oldest daughters off to UC Berkeley and UC Davis. Caitlyn shares what she's learned from more than a decade of homeschooling—and what parents need to know if college is part of their stu

  3. Episode · Sep 3, 2026

    What Really Happens After You Submit Your College Application? An Insider’s Look at Admissions & Financial Aid (opens the original)

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    What actually happens after your student hits “submit” on their college application? And why can two equally qualified students receive completely different admissions—and financial aid—outcomes? In this episode of Old College Try , Peg Keough is joined by College Aid Pro expert Christina Lopez, former Dean of Enrollment Management at Barnard College with more than 20 years of experience in higher education, including NYU. Together, they take families behind the scenes of admissions and financia

  4. Episode · Aug 27, 2026

    Q&A: Student Loans, Credit Scores, College Budgets & SAI Strategies (opens the original)

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    What’s the difference between subsidized and unsubsidized student loans? What credit score do you actually need to borrow for college? And can those ads promising to slash your Student Aid Index by 50% really be trusted? In this month's Old College Try Q&A, Matt Carpenter and Peg Keough tackle some of the biggest questions families are asking about paying for college. From federal student loans and credit scores to building a realistic four-year budget, navigating financial aid after separation

  5. Episode · Aug 20, 2026

    FAFSA 2027–28: Why Every Family Should File & What to Do Before October 1 (opens the original)

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    FAFSA season is almost here—and even if you think your family won't qualify for financial aid, you should still file. In this episode of Old College Try , Matt Carpenter and Peg Keough kick off the 2027–28 FAFSA season by breaking down what the FAFSA actually does, why they recommend every family submit it, and what parents of Class of 2027 students should be doing now to prepare. They also cover new identity verification requirements, financial aid deadlines, FSA IDs, and some of the biggest FA

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