Hey, I'm Dan! I'm the CEO of Plus and a venture partner at Madrona. I write the DL, a newsletter about tech in the Pacific Northwest

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How to Ask Questions Like a VC

A few weeks ago, one of the local accelerators asked me if I had a list of questions to help startups prep for investor meetings. I didn’t have one ready, but I thought it would be a great idea to write one, so here’s my list of questions that VCs ask startups, along with some color on what they are *really* asking when they pose certain questions.


This is all written from the perspective of an early stage startup investor (me 👋) meeting a new startup, but hopefully it’s a useful resource to anyone investing time or money in a startup — whether you are vetting a new idea, evaluating startup jobs, or discussing a partnership with a startup.


Generally, I try to get through most of these topics in a 45 minute “first meeting,” so that’s why it’s helpful for startups to have a well-structured narrative (often using a deck) that can guide the conversation and tell the story behind a company.


I’d love to make this a “live” list so if you have feedback, please send it my way! Here’s another link to the full article. Let me know what you think!


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