I recently started a passion project with my friend to document the journey of successful Singapore entrepreneurs and get them to share their stories with us.

Having failed 2 businesses before, I thought it would be fun to interview entrepreneurs who’ve already been through the whole journey and learn how they did it from scratch.

Next week, we have the privilege of interviewing an entrepreneur who scaled his company from 0 to $100M/year in only 4 years, completely bootstrapped.

We have a few questions prepared, but we would love to get feedback from the r/Entrepreneur community as well so the interview can benefit as many people as possible.

Once this interview is done, we hope to transcribe it into an article that can become a valuable resource for other entrepreneurs to read too.

Looking forward to reading all of your responses!

  • devil_theory@alien.topB
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    11 months ago

    I wouldn’t ask them anything because most business owners I work with and have come across do things quite poorly, and in many cases their success is despite their bad management rather than because of it, and is facilitated by people under them. I’d rather ask successful people who are slightly under them hierarchically (i.e., second or third in command) and would probably get more practical value out of whatever question I even would ask.

    Second, one question does nothing. What’s more valuable in my view is having a person explain their thought process or methodology/approach rather than asking them a single linear one-question zinger.