100 questions

For anyone writing along. Pick what you’d answer, and go write it.

How this works

These started as interview prompts from my ghostwriting days — questions I would ask someone to get them past the version of themselves they had already rehearsed. They work the same way when you turn them on yourself. If you are writing along with the microblogging thirty days challenge and the page is blank, this is a good way to get out of writer’s block.

01Open a category and read down it until one of them snags on something.
02Answer it honestly, in your head, before you decide whether the answer is any good.
03Write from there. Open the question for three sharper follow-ons whenever it stalls.

- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?
- What did it actually feel like, in your body, when it happened?
- Who was the first person you told, and what did you leave out?
- If it happened again tomorrow, what would you do differently?

- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?
- What is the smallest concrete example you can give of it?
- Who taught you, and what did they get wrong?
- What would you tell someone attempting it this week?

- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?
- Who benefits from the version everyone else believes?
- What would change tomorrow if you turned out to be right?
- What is the strongest argument against you?

- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?
- What exactly did you do, step by step, that you could repeat?
- What nearly stopped it, and who or what saved it?
- How much of it was you, and how much was luck?

- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?
- What is your evidence, and how solid is it really?
- Who disagrees with you, and are they worth listening to?
- What would actually change your mind?

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