◢ /writing · 107 essays · weekly

Field notes on building, AI, and the next decade of software.

Weekly essays on building companies, product judgment, AI, commerce, and the operating systems behind durable software businesses.

2025 · 4 essays · year-to-date
◢ ESSAY · 1663
Investing · · 4 min

Thoughts on the Market: October 2022

September was a rough month for the equity markets, with the S&P 500 (-9.34%) and Nasdaq (-10.61%), marking the worst monthly decline since March of 2020. In our April letter, we called for a 3250 downside target on the S&P 500.  In our June letter, w...

4 min · ♡ 123
◢ ESSAY · 1659
Investing · · 5 min

Thoughts on the Market: September 2022

August was a very interesting month for the markets, marked with meaningful volatility with a ~9% range from the high and low of the month.  The ultimate question that the market was (and maybe still is) trying to answer: Was the recent rally a bear market ra...

5 min · ♡ 119
◢ ESSAY · 1654
Investing · · 4 min

Thoughts on the Market: August 2022

July was a very positive month for the markets, meaningfully reversing the trend we saw in the first half of the year.  The primary causal factors seemed to be:  A 75bps rate increase from the Fed that was accompanied by what many perceived as a dovish pivot...

4 min · ♡ 114
◢ ESSAY · 1656
Investing · · 5 min

Thoughts on the Market: July 2022

The market has moved down somewhat quickly in the first half of the year, and while many of the downside catalysts remain unchanged, it’s important to remember that the market doesn’t go up or down in a straight line.  Bear market rallies can be equally as vi...

5 min · ♡ 116
◢ ESSAY · 1650
Investing · · 3 min

Thoughts on the Market: June 2022

Our views have remained consistent throughout the year, and we reiterate them today. We started our January 2022 letter saying: It’s been a rocky start to the year, and while some believe we’ve hit the bottom already, we feel the potential for a downside move...

3 min · ♡ 110
◢ ESSAY · 1643
Investing · · 10 min

How to Make a Market Pullback Work for You

It’s been a rough few weeks in the market, and I don’t believe it’s getting better for a while longer. I hate to join many others in sharing my pessimism about the near-term, but all the indicators I follow point toward a meaningful pullback. But while the ti...

10 min · ♡ 103
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