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About Life Choices and Potholes

When Plans Fail: Life’s Detours, Dreams, and Letting Go

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About Life Choices and Potholes

By: Kay Jay
Narrated by: Maya
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About this listen

About Life Choices and Potholes is a rollercoaster ride through the misadventures of reinvention, career pivots, family chaos, and the existential crises that come with it all. One moment, I was a software engineer navigating corporate rejection emails, the next, I was plotting how to sell holistic herbs on Amazon. My father—an old-school engineer who believed real engineers built bridges, not wrote lines of code—couldn’t understand what I actually "did" for a living. Society wasn’t much better, constantly throwing me the dreaded “So you lived abroad? Now what?”

From a surprise phone call that sent me scrambling across India for a U.S. tourist visa to getting roped into my cousin’s wedding drama (while battling a migraine and a missing groom’s outfit), life kept throwing potholes my way—both metaphorical and very, very real. Add in rickshaw rides through pollution, bureaucratic nightmares, and a cab driver who saved me from a shady hotel booking, and you get the perfect recipe for chaos.

Somewhere between the lure of big companies, the absurdity of resumes, and family members trying to set me up with my ex (again), I found myself writing—turning all the madness into stories. Because in a world that demands certainty, I was learning to make peace with uncertainty, one pothole at a time.

This book is for anyone who has ever questioned their life choices, career decisions, or the societal script they were handed. If you've ever found yourself Googling "how to start over without losing your mind," welcome—this is your kind of book.

©2025 Kshitija Gupte (P)2026 Kshitija Gupte
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