This Empty Nest Life

95. Your Kids, Their Debt: A Parent's Guide to College Funding Conversations


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What happens when a burnt-out attorney with $200,000 in student loan debt decides to completely transform her life as an empty nester? Join us as Jessica Medina candidly shares her experiences burdened with a staggering average student loan debt of $145,000. She discusses the emotional weight of student loans and why they require special consideration, alongside practical strategies for parents approaching college funding conversations with their children.

The conversation takes a personal turn as Jessica prepares for her own empty nest. After raising twins as a single mom while juggling her legal career, she found love and began plotting her “second chapter” with her husband, which included developing the financial skills necessary to leave law behind and pursue their dream of vineyard ownership in Asheville, North Carolina.

Highlights:

  • The emotional burdens associated with student debt and its impact on effective financial planning.
  • Strategies for open conversations about college funding expectations with children.

Key Takeaways:

  • Addressing student loan debt requires unique strategies and emotional awareness.
  • Early discussions about college funding can alleviate future stress and miscommunication.

Join us for this insightful episode as we explore Jessica's journey and her wisdom on navigating the challenges of student debt, redefining personal identity in mid-life, and building a vibrant community as an empty nester. 

Jessica Medina's Bio

Jessica Medina is a lawyer turned Accredited Financial Counselor on a mission to help attorneys create the financial freedom they need to do big things. She graduated from Columbia Law School in 2004 as a single mom of twins with over $200,000 in student loans and went straight to work at a Biglaw firm. After eight years she switched roles and became Senior Counsel at the Division of Enforcement at the United States Securities and Exchange Commission. She left the government to work in an area of the financial industry outside of the securities world and now teaches other lawyers how to use their money to finance their dream lives.

You can find Jessica online: LinkedIn, Instagram,

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This Empty Nest LifeBy Jay Ramsden

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