Rahil Shah
The Generalist's Dilemma
The Generalist’s Dilemma is for anyone who refuses to be just one thing. Hosted by Rahil, each episode spotlights modern-day generalists — people who embrace change and variety and have built (or are building) lives out of many passions. Through open and vulnerable conversations, we explore how they navigate ambition in many directions, challenge a world built for specialists, and redefine what fulfillment can look like. If you’ve ever felt pulled between your talents and struggled to “choose one lane,” this show is for you.
Author
Rahil Shah
Category
Podcast website
Latest episode
Feb 26, 2026
Where to listen?
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Episodes
George Hearn ON: How To Overcome The Region Beta Paradox And Adopt a “Live To Work” Mentality 26.02.2026 1:06:41
How does one strive for their ideal 10 out of 10 life when things in life are not horrible but “fine”? In this episode, Rahil sits down with George Hearn, a Sydney based life coach helping young professionals answer this very question. Having many different interests of his own, George and Rahil talk about the origins of the fixation on the question “So what do you do?”, his shift in mindset from...
Charlie Rogers ON: How The Undefinable Can Lead A Life Of Fulfilment And Alignment 12.02.2026 1:03:00
When there is so much to who you are, how do you fit in and connect deeply with others whilst also authentically present your full self? In this episode, Rahil sit down with Charlie Rogers - a speaker, coach, community founder and life design strategist. Most recently, he is also an author of the book "Undefinable Life Design - how to design a unique life that sustains your energy and income&...
Wendy Kriz Evans ON: Rediscovering Creativity Alongside Being An Actuary 25.12.2025 55:22
Where is the space for creativity when you have dedicated decades to a job focused on statistics, numbers and calculations? In this episode, Rahil sits down with Wendy Kriz Evans- an actuarial principal and emerging artist. They discuss how Wendy rediscovered her love for art and painting after decades of being in the actuarial space, how the skills built in forging her art business have helped he...
Kishan Shah ON: How Eastern Philosophy Helps Those Pursuing Their Purpose In Many Ways 11.12.2025 1:04:14
How does one make sense of wanting to pursue many different things? In this episode, Rahil sits down with Kishan Shah- co-founder of the educational organisation New Heights Academy as well as a speaker, spoken word artist and published author. They discuss how spirituality has helped Kishan identify his North Star, how said North Star has acted as a compass for all that he has pursued and the po...
Ace Blake ON: How Curiosity Can Help Find What Fulfils You 27.11.2025 49:03
In this episode, I sit down with Ace Blake - a PhD student at the University of Oxford working in AI Drug Discovery in the field of biological ageing and age-related diseases. From industry experience as a software engineer to obtaining an undergraduate degree and TWO Masters degrees (MSc Computing and Machine Learning at Imperial and MRes Biosciences and Biogerontology at UCL), the story that lea...
Sharvani Sivakumar ON: How To Pursue Your Passions Without Losing Yourself Along The Way 13.11.2025 1:00:30
Who are you - really - when there are so many things you are passionate about? In this episode, I sit down with Sharvani Sivakumar - once a natural sciences student and documentarian and now balancing her job as a sales representative at a climate technology company alongside being a qualified yoga instructor. We talk about the transferable skills that are build through different pursuits, the imp...
My Why: The Story Behind This Podcast 30.10.2025 22:08
Welcome to The Generalist's Dilemma podcast! For the very first episode, we start with a solo episode, where Rahil expresses his motivation for starting this podcast and what listeners can expect from what is to follow.
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