What do you do when you’ve made it… but still feel the pull to do something that matters more?
Ashish Gupta spent 20 years in finance — investment banking, hedge funds, venture — before pivoting into social impact and edtech. Now, he’s helping millions of children learn to read in both English & Spanish through Amira Learning. But getting there meant letting go of a comfortable path, redefining success, and learning to trust something deeper than a spreadsheet.
In this episode, we dive into:
Why Ashish left Wall Street to follow purpose over profit
How to mentor your kids (and yourself) into discovering their true spark
Why timing, self-awareness, and risk tolerance matter more than "passion"
The one conversation every student and parent should have before college
How karaoke, captions, and cross-cultural storytelling relate to literacy If you're navigating career shifts, parenting through pressure, or simply trying to figure out your next move — Ashish brings rare perspective and hard-earned wisdom.
... 🎧 Available now on Spotify, Apple Podcasts, and wherever you listen! https://open.spotify.com/show/6z8gqti8Is2eQZmqzkReoU?si=bccc805c4cda4114&nd=1&dlsi=6ca8929f9c6849b4 💡 Want to be a guest? Visit foundingup.com/un-charted-podcast or email us at info@foundingup.com. 👀 Watch more episodes and subscribe to stay inspired: https://www.youtube.com/@FoundingUp
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📚Find out more about Amira Learning: https://amiralearning.com/
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