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January 13, 2025

Questions for VCs

Hey there - we just published a new piece called Questions for VCs.

When a founder raises money from a venture capitalist, there is usually a moment near the end of a conversation when the VC asks:

“Do you have any questions for me?”

This piece is a list of the questions we’d like to ask in response. These are probably not questions you should ask. People may not react well. But, in a perfect world, we’d love to ask them.

Read the questions here.

Back next week with another essay.

- Carter and Jordan

P.S. As always, one way you can make our day is by sharing Quarter Mile with your friends. Another way might be by asking VCs the questions in the piece we just published, because it might be funny, but you probably shouldn’t do that (and we don’t recommend it).

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