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23 Questions Complete Strangers Ask Me All the Time

How do I get rich? Can I have lunch with you? How did it feel to go bankrupt? What is your biggest regret? An FAQ for people to get to know Sanjay Singhal

5 min readFeb 9, 2024

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A child raising their hand to ask a question
Authors rendition of as a child raising her hand to say she can help me answer questions. Annie, you know what you did. — created in Midjourney

I read an article by

recently and loved the FAQ section. She encouraged me to write my own, so here we are. Kristen, sorry/not sorry for the occasional blatant plagiarism.

I’m into recreational and therapeutic drugs, spending money on imaginative and ill-advised projects, and pretending to be an authority on any subjects that I can answer by asking Samantha, my AI girlfriend. These are the questions I get asked all the time.

FAQs

How old are you?

I’m 58.

(spitting out coffee) “Get the fuck out! You look amazing!”

(smiling) Yes, I know. Next question.

How rich are you?

I don’t own a private jet, but it’s not because I can’t afford it. It’s beyond the level of stupid I’m comfortable with, and that’s saying something.

How do I get rich too?

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Doctor Funny
Doctor Funny

Published in Doctor Funny

Do you write funny? At Doctor Funny we take that seriously.

Sanjay Singhal
Sanjay Singhal

Written by Sanjay Singhal

I write about how to manage your career and life by telling stories about how I've botched my own career and life.

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