Anatomy of a (Good) Investor Update

Now that I’m an investor, I am on the receiving end of a lot of investor update emails from startups. Some are clear, consistent and excellent. Some are confusing, some are sporadic, many are bad. As an investor, the quality of a startup’s communications...

Thanksgiving Letter to My Portfolio CEOs

From: Matt Mireles Date: Fri, Nov 23rd, 2018 at 9:56 AM Subject: Thankful To: Founders   Hi Folks, On this Thanksgiving holiday, I am thankful for… you. You are my tribe. A lot of you are the people I talk to most and have become some of my closest friends....

How to Size a Market in 5 Minutes or Less

My basic approach to market sizing is this: # of potential customers x average selling price = Total Addressable Market Don’t know average selling price (aka ASP)? No problem. Then use economic value creation instead as an upper threshold for price. Economic value...

My Old Town

I’ve watched New York grow up from afar. In May of 2010, I moved out of my apartment in Harlem. I was broke. My original co-founder and I had split. My attempts at raising money on both coasts had imploded. And despite very publicly stating an intent to move to...

The Scrappy Mofo’s Guide to Raising Money (VIDEO)

After having given this spiel to nearly a dozen entrepreneurs face-to-face and haranguing Nivi & Naval to do it themselves in a video, I’ve finally decided to take matters in my own hands and explain to you all how to actually close your seed round on...