51 posts on GTM strategy, AI, leadership, and the trail.
A friend argues AI made solo fast enough that a collaborator is mostly overhead now. He's right that the beginning got easy. He's wrong that the beginning is the work — the part that decides whether anything matters still lives below the waterline, and that part still takes other people.
Our best ideas arrive at the worst times — on a walk, in the shower, half-asleep at 2 AM — and most of them die before we act on them. Here's the hacky system I built with Slack, a webhook, and Claude Code to shorten the distance from having an idea to doing something with it.
In order to juice your productivity in a high latency environment, you must multitask and context switch. We know how damaging that is. But we're just at the beginning of understanding the longer-term cost — AI fog, ADHD wiring, and a graveyard of 80%-shipped side hustles.
Over a year of shipping AI-assisted content, I've identified 15 patterns across 4 categories — banned phrases, structural tells, voice violations, and content sins — that make content read as obviously AI-generated. Here's the full checklist.
I gave Jesus, Buddha, Muhammad, Confucius, Laozi, and Zoroaster each a corpus of 23,000 verified utterances and asked them to collaborate on a handbook for living. What they wrote was astoundingly beautiful, somewhat disappointing, and surprising as hell.
I have a personal repository with thousands of documents, 50+ skills, and over 800 knowledge graph edges. But it doesn't know what it knows. So I built a system to fix that.
Without a robust context graph for your LLMs or agents to build on, your results will be inconsistent at best. Here's the three-tier knowledge pyramid that changed everything.
The value is real and measurable, but it's completely intangible until you actually build the system and watch it compound—both for individual humans and for the organization as a whole.
The act of starting from scratch, the possibility and peril of the blank page, has been a uniquely human act of creation. And yet writing these words is quickly becoming rare.
I measure and optimize for 'Hop Count' - the number of steps required to get an accurate answer. Most repos: 11 files, 35k tokens, 45 seconds. My repo: 1 synthesis doc, 4k tokens, 8 seconds.
I'm running 4-5 parallel Claude Code sessions for 12-14 hours a day. It's exhilarating. It's exhausting. And the human in the loop? Absolutely non-negotiable if you want to avoid producing AI slop at scale.
I’m watching people come and go on the dusty streets of Kuta, Lombok, an island in Indonesia. The foreigners I see through the coffee shop window come f...
There's no such thing as an average leader. Or employee. Neutral impact is a myth.
Over the last 4 years I’ve been part of promoting 24+ folks from the sales (business) development rep (SDR/BDR) role. Most of these SDRs have gone from ...
Would you like to build a business with your friend to $120,000+ in revenue while keeping your full time job?
Achieving mastery requires some uncommon things. That’s obvious enough, if it were simple and common, there would be many more masters.
11 powerful mental models from finance that apply to business and life.
A few days ago, one of the most junior people on my team: a bad-ass, intelligent, driven woman asked the team what we do when we’re not working.
You're only reading this because this habit has helped me and I think its worth you trying it.
I recently read Peter Drucker’s The Effective Executive. Like so many others before me the book had a large impact. There was much for me to learn, ev...
Losing someone great from your team is a hard blow.
Right before Labor Day I fractured my ankle in two places and partially tore three ligaments. It was obviously painful as hell, but it could have been a...
It's a truism that communication is vital to a team's success.
Data slog: The often grueling and mind-numbing process of cleaning and standardizing your data to ensure it is reliable enough to use for analysis
I interview a lot of people for a lot of different roles at a range of seniority levels (many more senior than me). No matter who it is or what job it’s...
Don’t study like I write wedding thank you cards. Study like my wife wrote hers.
When you become a manager what you do, how you spend your time, and how you are measured all changes. You rely on people more than ever. And they rely o...
I’ve written a bit about the interfaith journey my wife and I are on, but mostly this has centered on the conversations around what it would mean to marry.
The first time I fired someone was one of the hardest experiences of my life.
I walk into the Rosh Hashanah service. It’s the evening before, so admittedly not the high point of the High Holiday.
If you're in the startup world you're probably familiar with the concept that ideas aren't worth very much. Instead it's all about execution.
Don't let your tea get cold.
In life (and business) we're often dealing with finite resources. Scarcity exists and that means we have to get creative to achieve what we want.
Have you ever misplaced your keys and not been able to find them? Does it always seem like it always happens when you can least afford the time and inco...
My girlfriend and I recently had a discussion with Rabbi Irwin Kula where he voiced his concern that many establishment ...
The Victor method, for lack of a more creative description, is what I call my process for getting shit done. It’s a system that I’ve built to both try a...
Is privacy dead? Do we still maintain the desire to safeguard our habits and thoughts? Or does our recent disregard for privacy show that we have really...
This is a continuation of my notes covering Sam Altman's startup class. You can also check out the intro notes ([p...
I read a very provocative interview of Elon Musk in Aeon Magazine in which he arg...
These are my notes for Lecture 2 of Sam Altman's Startup class. The course, organized by Sam Altman,...
With the proliferation of the connected world, privacy (or the lack thereof) should be a major concern for us as citizens. But it isn't yet. So let me p...
Here's the deal. No one cares about the money you make more than you.
This post is a continuation of Lecture 1 of YCombinator's class at Stanford called '[Startup Class...
What is this Startup Class?
“In a startup you have lots of worries, but you don’t have that feeling that your life is flying by like you do in a big company. Plus in a startup yo...
The argument that the U.S. has entered a period of decline is a pretty popular one.
You know those movies where the bad-guy caresses a giant suitcase of money like it's his favorite lover? How many times have you thought to yourself, ma...
Just about five months since Facebook bought Whatsapp for an unprecedented $19 billion (representing 1/10th of Facebook's total market cap). Some of the...
Last month I bought MCD with the intention of holding the stock for an extended period of time in my retirement portfolio. In this post I'm sharing the ...
A Sneak Peak before the Semi-finals
I am constantly amazed that close to 100% of my close friends know next to nothing about finance and investing. When I say that, I'm not talking about s...