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Startups, Careers & Building Something That Matters

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Episode 2 Discussion Worksheet

A clean, printable worksheet to guide a class or a solo listen through the Episode 2 conversation.

Type
Worksheet
Difficulty
All levels
Length
Printable worksheet

This worksheet works for a classroom, a club, or a single curious listener. Print it, or answer as you go. It moves through three stages, before, during, and after the episode, and ends with room to think about your own decisions.

KEY CONCEPTS

  • Entrepreneurship
  • Career risk
  • Money
  • Investing
  • Failure
  • Technology ecosystems
  • Meaningful work

BEFORE YOU LISTEN

Answer these before pressing play.

  1. When you imagine a successful career, what does it look like, and where did that picture come from?

  2. How do you feel about risk in your own future decisions, and why?

  3. What would make work feel meaningful to you, beyond pay?

WHILE YOU LISTEN

Keep an ear out for each of these.

  1. What Shiv says about leaving a secure, well-paid career to build companies.

  2. Moments where he is honest about the lows of entrepreneurship, including burnout.

  3. How he describes the differences between building in India and the West.

  4. Anything he says about money, investing, or financial decisions for young people.

  5. What he suggests makes work, or a life, feel meaningful.

AFTER YOU LISTEN

Check your comprehension.

  1. In your own words, what does a founder actually spend their time doing?

  2. What is one real downside of entrepreneurship the conversation raised?

  3. What is the difference between investing and speculation?

  4. Name one way startup ecosystems can differ from place to place.

  5. What is survivorship bias, and why does it matter when you hear a success story?

THINK DEEPER

Open-ended. There is no single right answer.

  1. Is there a universally correct career path? Defend your answer.

  2. When, if ever, is it worth leaving something safe to build something uncertain?

  3. What would you want to be true about your work in ten years, and what would you have to decide now to make that possible?

ONE DECISION ABOUT MY FUTURE THAT I WANT TO THINK ABOUT MORE CAREFULLY

Write it here, and note what you would need to know to decide it well.

All Episode 2 resourcesListen to the episode →