Here’s How to Impress Investors with a Perfect Fundraising Pitch

Hint: investors are never impressed by entrepreneurs who are “crushing it”

Aaron Dinin, PhD
The Startup
Published in
8 min readMar 4, 2021

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Photo by Austin Distel on Unsplash

When I was first learning to fundraise, I believed I needed to convince investors of two things: 1) that my startup was awesome; and, 2) that I was an exceptional entrepreneur. In my mind, the best way to accomplish those two things was by learning how to give a perfect fundraising pitch.

I read countless articles about how to pitch investors. I spent hours practicing my pitches in front of trusted mentors. I even recorded myself giving my pitch, then I would dissect the videos like a golfer who records his swing then analyzes it for flaws.

Thanks to all this practice, I entered every fundraising pitch prepared to “wow” investors. I had a polished pitch deck. I had a killer demo. I knew exactly what I was going to say and how I was going to say it. I even had perfect “entrepreneur-casual” outfits (i.e. faded jeans, t-shirt, and a blazer). I thought if I looked like an entrepreneur who was “crushing it” and talked like an entrepreneur who was “crushing it,” investors would believe I was “crushing it” and they’d want to invest.

But I was wrong. Even worse, it took me years to figure out how wrong I was because, aside from not raising any…

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Aaron Dinin, PhD
The Startup

I teach entrepreneurship at Duke. Software Engineer. PhD in English. I write about the mistakes entrepreneurs make since I’ve made plenty. More @ aarondinin.com