College and Career Clarity

Authenticity Wins: How Intentionality Led Jack Goldstein to UPenn


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In this episode, Lisa and Jack discuss:

  • How authenticity influences a student’s journey through high school and college admissions
  • Making intentional academic and extracurricular choices instead of chasing prestige
  • Personal growth through adversity and how it can translate into advocacy and leadership
  • Using entrepreneurship to solve real-world problems in the college admissions process


Key Takeaways: 

  • Crafting a college application around a meaningful personal narrative—especially one rooted in overcoming adversity—can create a clear and compelling through-line that ties together academics, extracurriculars, and long-term interests.
  • Prioritizing activities that genuinely excite you, rather than selecting them to impress others, leads to more fulfilling experiences and naturally stronger, more authentic application materials.
  • Letting go of lower-impact commitments, even those you once valued, can open up time and energy to go deeper into areas where your skills, passions, and long-term potential align most powerfully.
  • Seeking out immersive experiences, such as internships or independent projects, helps translate personal interests into tangible accomplishments while also shaping a clearer vision for future academic and career decisions.

 

“If you love what you're doing, you won't get tired. If you love what you're doing, you're going to be excited to wake up every day the next morning.” – Jack Goldstein


About Jack Goldstein: Jack Goldstein is from Portland, Oregon, and is heading to the University of Pennsylvania in the fall to commence his pursuits down the pre-law track. He is also the co-founder of Quadzio, a startup that will change the way the college tour process takes place. Passionate about advocacy and student empowerment, Jack aims to bridge gaps in access and authenticity within higher education. His work is driven by a belief that meaningful connections and lived experience should shape how students choose where to learn.


Episode References:

  • Subscribe to the free College & Career Clarity newsletter at flourishcoachingco.com/newsletter for weekly tips, insights, and expert strategies straight to your inbox.


Get Lisa's Free on-demand video: How-to guide for your teen to choose the right major, college, & career...(without painting themselves into a corner, missing crucial deadlines, or risking choices you both regret). 

flourishcoachingco.com/video 


Connect with Jack:

Instagram: https://www.instagram.com/quadzioofficial/

Website: https://quadzio.com/

LinkedIn: https://www.linkedin.com/in/jack-goldstein-023661303/

Connect with Lisa:
Website: https://www.flourishcoachingco.com/
YouTube: https://www.youtube.com/@flourishcoachingco
Facebook: https://www.facebook.com/flourishcoachingco/
Instagram: https://www.instagram.com/flourishcoachingco/
LinkedIn: https://www.linkedin.com/company/flourish-coaching-co


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College and Career ClarityBy Lisa Marker Robbins

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