A good personal philosophy to help you be both happy and driven.
Hi, I'm Tyler.
I'm the co-founder of Unsupervised, which helps companies find new opportunities using their complex data.
I'm most well-known as the co-founder and COO of Unsupervised, which helps companies discover opportunities in their data (over $60M found so far in 2021). We have raised over $50M from top VCs and have worked with 30% of Fortune 10 companies.
I think of myself as someone who believes very strongly in the ability to intentionally develop skills and tools that make us happier and help improve the world. I call this Skill-and-Tool Optimism and I do a lot of things that help me practice and evangelize it.
Currently, that includes building Unsupervised, investing $2-4M/yr in promising startups, and talking about skill and tool optimism via this blog and my podcast.
Get essays and podcast episodes via email
Going deep on skills and tools.
This podcast covers whatever I find interesting, and often gets wonky about skills and tools. I try to show how people accomplish impressive things by intentionally learning new things.
Every recording is shared first with a small, trusted audience. In a process that loosely resembles peer review, people react to episodes. When both they and the guest agree, we publish the episode publicly.
Because of these facts, Operator Angels have become an increasingly large part of the early-stage funding that goes into new companies. And because it keeps getting easier to become one, a larger and more diverse group of people become Operator Angels every year. I expect this trend will continue for the foreseeable future.
You should approach fundraising the same way a salesperson would approach challenger selling. Your job is not to find a VC that understands the problems your company is facing, but to educate them on a better way to do something that they hadn’t considered before. Founders that are good at fundraising know something compelling about where the future is going and teach that to investors so they can come along the journey with you.
We need to know that something is bad before we can address the issues causing it, but we are hard-wired to internalize bad news preferentially. That means that the faster we learn about bad things, the faster we fix them and make the world better, but the more convinced we become that the world is a bad place. That’s “The Sunlight Fallacy.”