Pavel Sokolovsky

Essays

Original writing by Pavel Sokolovsky.

23 posts

Sep 13, 2026

AI doom follows the money

I notice a lot of fear-mongering online about AI leading to human doom is making people nervous. It’s clear why: predictions come from people who are held in high esteem by the media, with brand affiliations to today’s hottest tech companies, or from academics or other luminaries. And…

Feb 11, 2024

My best thinking

I was contemplating a minor business problem with a colleague. He sat quietly while a stream of words came out of my mouth. Eventually he commented that we were both thinking, but he was doing so in his head while I was doing so out loud. I think…

Jan 14, 2024

Munger’s Psychology of Human Misjudgment

On January 1st, I woke up hangover-free and mostly recovered from a brief illness. I had a nagging thought. For several weeks since Charlie Munger died, I had a desire to find my copy of Poor Charlie’s Almanack. It had been packed away in a box some years…

Oct 22, 2023

Don’t call it a tip

I met an entrepreneur who is in the early stages of building a business. They asked whether I had any tips for them. I had to decline, as I’ve learned to avoid tips since my Entrepreneurs Organization initiation a decade ago. I learned that business advice can cause…

Oct 8, 2023

Teach the horse to talk

They say time kills all deals. Salespeople know this saying well, as they probably use it more than anyone else. They design sales processes with it in mind. But I notice it even when nobody’s driving a sales process. Somewhat regularly, I get in a long line to…

Sep 3, 2023

Don’t forget the support costs

When we moved in to our new home in Austin a few years ago, I was gung-ho on installing smart home devices everywhere. I never fully realized my vision, but I did manage to change the exterior locks. I discovered one was failing when I couldn’t remotely unlock…

Jun 4, 2023

Reference calls are fun!

This week, I had a chance to call references for a candidate who is on track to join our team. I really enjoy these calls because I get to learn on a few different levels. I get to learn about the candidate from people who have worked with…

Feb 19, 2023

Humans are generalizing machines

About a week ago our daughter confidently declared that people named Ian always copy—that’s just what they do! We’ve been reading the children’s book Olivia to her for years. Early in the book, we’re introduced to Olivia’s family. “Olivia has a little brother named Ian. He's always copying.”…

May 15, 2022

My first recession

My first recession. After the last big crisis in '08, it took me many years to recover a positive outlook. I was years too late. I like to think of myself as an opportunistic buyer who knows when he's looking at a good deal. But I guess I…

Mar 27, 2022

Can conviction and humility coexist?

To invest money in a business during its infancy means taking a fair amount of risk — there's a good chance you'll never see that money again. Often early-stage investors will talk about developing conviction. It's (almost) a prerequisite to really believe in the company and the team…

Sep 26, 2021

Deals I passed on (and one I didn’t)

September 2021: the 35x I passed on I passed on a startup investment in 2016. They were building something a bit esoteric, but I understood its value. The market needed what they had, and I expected that market to grow. I passed because I thought their product was…

Jul 18, 2021

Personal networks are like infrastructure

A decade ago, I spent a meaningful part of my work time writing code. In part because doing it myself saved money, and in part because I really love the work. If you've ever done a sort of creative work that requires tooling, you know that the environment…

May 2, 2021

Work in process is waste

Work in process. In manufacturing, there are three types of inventory: raw materials, work in process and finished goods. Even though I've never worked in manufacturing, I think a lot about work in process. I like to apply the concept to work more broadly. The excel file I…

Apr 25, 2021

How large are the error bars?

"Error bars are graphical representations of the variability of data and used on graphs to indicate the error or uncertainty in a reported measurement." (Source: Wikipedia) When we make predictions or estimates, it's helpful to recognize that there's an error rate. Some predictions are more prone to error…

Feb 14, 2021

Making it different or making it better?

Am I making it different or making it better? I didn't always wonder this, but nowadays I do. When I'm holding the editor's red pen, my tendency is to use it liberally. At first, each idea that flows from my mind feels like a gem I've found laying…

Jan 10, 2021

Remind me to teach you about focus

George has been a mentor since early in my career. During a call long ago, I outlined my ongoing initiatives. He said, "You know, Pavel, one of these days remind me to teach you about focus." We had a neat opportunity for a marketing initiative this week. It's…

Jan 3, 2021

Two lessons from my professor

I had a professor in college who taught me two valuable lessons. Lesson one began when I bolted up to him after class to argue about a grade. I had been arguing in my head since he handed out the results so proceeded to escalate the argument now…

Dec 27, 2020

Luck isn’t relative

As the end of 2020 approaches, I find myself in an optimistic mood. There are so many reasons to be optimistic. One that I have thought about a few times this year is global connectedness. I'm not talking about Facebook walls or kumbaya spirituality, though both might have…

Nov 22, 2020

Confidence is a poor cue to accuracy

One evening this week, Kim brought up a topic that I spent about a minute confidently opining on until I finished my thought with, "actually, I have no idea what I'm talking about." It felt good to both recognize and acknowledge that fact so promptly. How often am…

Nov 8, 2020

Zoom in, zoom out

I'm thinking about habits because I've been off course for a few weeks in my work and I finally managed to get back on track. Ruts persist because feedback loops are powerful Habits are a feedback loop consisting of cue, routine, and reward (credit: Charles Duhigg, The Power…

Oct 11, 2020

Feature or bug?

In software, we tend to label unwanted or unexpected behavior as bugs. Funny programmers will, however, proclaim their bugs are actually "undocumented features." Sometimes the line between feature and bug is blurry. I read of an old video game that would crash unexpectedly when the player pressed the…

Aug 23, 2020

Is that actually true?

My daughter Petra prefers to wash her hands with cold water. I encouraged her to use warmer water, telling her it gets her hands cleaner. Kim overheard me and asked, "Is that actually true?" It's something we had learned as conventional wisdom, but she wondered if either of…

May 27, 2019

Never trust a programmer who uses the word impossible

When I was a youngster, I would labor at the keyboard of our family computer trying to make it do as I said. You might say I “taught myself” how to program. What does that really mean? It means I learned by borrowing others’ code and asking the…