Investing

This page relates to my work on investing in venture backed companies. I don’t publicly discuss my work relating to other asset classes (like hedge funds or stocks), and there’s much better places to find information on that than me.

Mentorsip

I’m very lucky to serve as an advisor to some startups:

Philosophy

I personally focus on early stage technical startups with Principium Ventures. My background is in software engineering, self driving cars, operating system design, and scalable service architecture, so those companies somehow find their way to my inbox.

I like companies that solve problems that are real, and technically interesting. Anything that’s 10 times better than anything else out there for that specific problem is a company I tend to reach out to.

I come from a more technical background, perhaps this skews how I look at the venture problem itself. As I’m able to tell, there are three aspects to any company; team, product, and market. It seems straightforward to me that the priority of each of these is market, product and finally team. Each is crucial, but have different priorities. I’ll start with some basic arguments for this paradigm.

Market

If the market for a product doesn’t exist, the company cannot succeed. No matter how amazing a product is or who makes it, unless there’s a market for a product the company will never succeed.

Determining whether this market actually exists, and sizing it appropriately is a fascinating and wonderful challenge.

Product

The product, as always is crucial insofar as it solves a problem, that there’s a market for solving it. A good way to think about it for me tends to be a ‘hair on fire’ kind of problem.

I think Michael Siebel from YC put it most effectively :

If your friend was standing next to you and their hair was on fire, that fire would be the only thing they really cared about in this world. It wouldn’t matter if they were hungry, just suffered a bad breakup, or were running late to a meeting—they’d prioritize putting the fire out. If you handed them a hose—the perfect product/solution—they would put the fire out immediately and go on their way. If you handed them a brick they would still grab it and try to hit themselves on the head to put out the fire. You need to find problems so dire that users are willing try half-baked, v1, imperfect solutions.

Ideally the product should have a very clear and obvious way in which it fits to solve my problem. The founders should be doing nothing but talking to customers to improve their product and add features for their users.

It’s better to make a product that a few people love than something a lot of people kinda like.

Team

I tend to look for founders who have courage and brilliance, in that order.

You absolutely need a great team, but the team doesn’t have to be objectively great, they just need to be the team that can build the product itself.

I’ve found that the market tends to produce the product that needs to exist, so when it comes to founders, we just need to know that the founders can build the product and iterate on it for the market.

Investments

Below are some examples of really exciting early stage companies I’ve fought for.

Bilt

December, 2019

ShipSwyft

January, 2019

Play Systems

February, 2019

Founders

If you’re a founder and want some more information on me, by all means feel free to just reach me directly.

It’s a very hard road talking to investors and convincing them that your team is really the right group to solve a problem with a large enough market that you can satisfy with a great product. There’s a lot of questions an investor needs to have answered before they even consider writing a check.

A lot of those questions might require being honest that the database is constantly on fire or that you’re running production out of your house. Investors, especially early stage investors are used to that, it’s fine. If we’re going to go into business together, we need to be able to be brutally honest with each other about what the problems are.

General Advice for talking to investors; don’t be cool. Just be clear.

When it comes to companies I’ve talked to I have a few somewhat straightforward things I’ll ask.

Even if you’re not talking to me, you should have answers to these questions, I’m giving away the questions before the test ;)

The questions I want to have answered about a company*

I hope this was informative to how I generally think about investing, as always best of luck with your company and feel free to reach out to me if you need help. You have the questions so go find the answers.
  • There are some other issues I tend to think about, such as whether you’re trying to solve a political problem that might attract negative press to my fund, or if you’re doing something highly unusual like publishing CAD files to produce 3D printed weapons and claiming it’s first amendment protected speech. (See Defense Distributed v. U.S. Dep’t of State, 838 F.3d 451 (5th Cir. 2016)) However, my questions above are mostly what I care about.

A. D. A.