Aaron Harris

Aaron is a Partner at YC. He was cofounder of Tutorspree, which was funded by Y Combinator in 2011. Before Tutorspree he worked at Bridgewater Associates, where he managed product and operations for an analytics group. He has an AB in History and Literature from Harvard.


Thoughts on Insurance

Two years ago, I printed up Chubb’s 10k and started reading. As I read Chubb’s financials, industry reports, Warren Buffet’s letters, and various blogs I came to realize that the insurance industry was both far more complex and rife with opportunity than I’d assumed. While I’ve always been attracted to fractured and regulated markets, nothing quite mimics insurance in its scope, nuance, and size. I wasn’t the only person thinking about this, as the number of recent insurance tech companies indicates.

What Founder Friendly Actually Means

Lots of VCs talk about being founder friendly. I’ve noticed that founders often misunderstand how that actually works. What “founder friendly” does and doesn’t mean is important to understand.

Fooled by Experts

Experts are generally right until they’re wrong. Unfortunately, it’s very easy to get fooled into thinking that experts are always right. This is especially true when it comes to trying new things in existing fields. We are biased into believing that knowing a lot about something confers an ability to predict the future.

Why VCs sometimes push companies to burn too fast

Despite praising frugality, VCs sometimes push companies to spend more money, faster. Sometimes this leads to faster growth. More often it leads to empty bank accounts.

Ignoring the Wiggles

With all the recent gyrations in the stock market, I started thinking about one of my favorite phrases in investing: “Don’t stare at the wiggles.”

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