Episode 2 · Shiv Mohan Dutt
Startups, Careers & Building Something That Matters
An exploration of entrepreneurship, Wall Street, investing, technology, career decisions, failure, and what it means to build a meaningful life.
Course designed by Akshat Bhaskar.
This classroom page expands on ideas from the Episode 2 conversation with Shiv Mohan Dutt, who studied mathematics at Princeton, worked at Goldman Sachs, then left high finance to build technology companies across the United States and India.
The episode is candid about both sides of that path: the pull of building something of your own, and the real cost, including uncertainty, failure, and burnout. The resources below take those threads and turn each into something you can learn from, think with, explore, or teach. Nothing here romanticises entrepreneurship or offers financial advice. The aim is to help you make your own decisions with clearer eyes.
START HERE · ACTIVITY
Would You Take the Leap?
A scenario with no right answer. Weigh a job offer against a startup idea and see the trade-offs each path carries.
Start the activityLEARN
Student-friendly explainers.
- LEARNExplainer
Startup 101: What Actually Happens When You Build a Company?
A beginner-friendly guide to what founders actually do, from identifying a problem to finding customers and building a sustainable company.
Beginner11 min read
- LEARNExplainer
Money 101 for Gen Z
A practical introduction to investing, risk, compounding, and making financial decisions. Educational, not financial advice.
Beginner11 min read
THINK
Questions, thought experiments, and challenges.
- THINKEssay
Should You Leave a Safe Career to Build Something?
A framework for thinking about high-risk career decisions without romanticising entrepreneurship.
Intermediate12 min read
- THINKActivity
The Startup Failure Lab
Learn to analyse a startup decision before you know whether it succeeds. An interactive case study in deciding under uncertainty.
Intermediate15 min activity
- THINKEssay
Careers Are Not Ladders
A framework for thinking about careers when there is no single correct path.
Intermediate9 min read
EXPLORE
Reading lists and further resources.
- EXPLOREExplainer
India vs Silicon Valley: How Do Startup Ecosystems Differ?
An accessible introduction to how geography, capital, talent, customers, and culture shape technology ecosystems.
Intermediate9 min read
- EXPLOREReading list
Startup & Career Reading List
A curated path through entrepreneurship, decision-making, money, and careers, from accessible starts to serious challenges.
All levelsCurated list
TEACH
Worksheets and classroom-friendly materials.
- TEACHWorksheet
Build Your Own Startup
A step-by-step workshop that takes a hypothetical startup from a problem worth solving to a one-week experiment. Printable.
BeginnerPrintable workshop
- TEACHWorksheet
Episode 2 Discussion Worksheet
A clean, printable worksheet to guide a class or a solo listen through the Episode 2 conversation.
All levelsPrintable worksheet
