A Free AI Photo-Album Creator
I turned 30,000 scattered photos into a printed anniversary book for my wife: filtering, upscaling, tagging, layout, and a print-ready PDF, all with AI on my own machine. Then I made the whole tool free.
Writing
53 posts on GTM strategy, AI, leadership, and the trail.
What Hand-Grading Hundreds of CFA Exams Taught Me
Years ago I hand-graded hundreds of CFA Level 3 problem sets in a tiny NYC apartment. What I learned about teaching people the shape of a thing — not the content — turns out to be exactly what I keep relearning about AI, judgment, and feedback loops.
Does Collaboration Still Make Sense in the Age of AI?
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.
I Use a Slack Channel as My Second Brain
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.
The Latency Tax: How AI Terminal Work Rewires Your Brain
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.
Anti-Slop: 15 Patterns I Check Before Any AI Content Ships
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.
What Happens When Six Historical Prophets Write a Book Together
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.
Your Claude Code Repository Forgets What It Knows. Mine Doesn't.
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.
The Knowledge Pyramid That Unlocks Agentic Growth
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 AI×GTM Intangibility Paradox: Why the Most Powerful Systems Feel Abstract Until You Build Them
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 Blank Page Problem: What We Lose When AI Starts the Conversation
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.
The Hop Count: How I Got My Knowledge Base to Answer Questions in 2 Hops Instead of 11
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.
Will We Work Less with AI?
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.
The Hidden Effect of Tribes on Your Life
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...
The Myth of Average
There's no such thing as an average leader. Or employee. Neutral impact is a myth.
Great Sales People are Built not Born
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 ...
The Stupidest (Successful) Path to A Profitable Side Hustle
Would you like to build a business with your friend to $120,000+ in revenue while keeping your full time job?
On The Path To Achieving Mastery
Achieving mastery requires some uncommon things. That’s obvious enough, if it were simple and common, there would be many more masters.
11 Game-Changing Mental Models from Finance
11 powerful mental models from finance that apply to business and life.
What do you do after work?
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.
Jerry Seinfeld's Fake Visual Hack for Habits Actually Works
You're only reading this because this habit has helped me and I think its worth you trying it.
Thoughts on Being Effective
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
Losing someone great from your team is a hard blow.
The Humility of Injury
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 Ain't All Talk - Principles of Team Communication
It's a truism that communication is vital to a team's success.
Data Slogs: Creating Alignment for Ops Teams
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
Don't Sell Yourself Short - Lessons in not F*cking up your job interview
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 Wrote Wedding Thank Yous
Don’t study like I write wedding thank you cards. Study like my wife wrote hers.
Tactical Tips for New Managers
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...
The Kippah at (Not) My Jewish Wedding
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.
Firing my first person because of avoidable mistakes
The first time I fired someone was one of the hardest experiences of my life.
The Empty Parking Lot at the Synagogue
I walk into the Rosh Hashanah service. It’s the evening before, so admittedly not the high point of the High Holiday.
Using Cognitive Dissonance to Hustle
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
Don't let your tea get cold.
How to Create Leverage
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.
Look by not looking
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...
Religious Practices as a Private or Public Good
My girlfriend and I recently had a discussion with Rabbi Irwin Kula where he voiced his concern that many establishment ...
The Victor Method (for getting sh*t done)
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?
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...
Before the Startup - Lecture Notes 3
This is a continuation of my notes covering Sam Altman's startup class. You can also check out the intro notes ([p...
Cosmic Manifest Destiny
I read a very provocative interview of Elon Musk in Aeon Magazine in which he arg...
Building a Great Team & Executing Well - Startup Class Lecture 2 Notes
These are my notes for Lecture 2 of Sam Altman's Startup class. The course, organized by Sam Altman,...
Your Next Fridge will Spy on You
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...
Lesson 1 - No one Cares About Your Money More than You
Here's the deal. No one cares about the money you make more than you.
Startup Class Lecture 1 - The Five Components of a Great Startup
This post is a continuation of Lecture 1 of YCombinator's class at Stanford called '[Startup Class...
Startup Class - Intro Notes on the YCombinator Class at Stanford
What is this Startup Class?
Why a Start-up Job is Just Different
“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...
Understanding American Decline: Theories of Imperial Decay
The argument that the U.S. has entered a period of decline is a pretty popular one.
I Don't Love Money
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...
Even My Mom Uses Whatsapp
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...
McDonalds - Why I'm Loving Its Stock
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 ...
Through Semifinals, Dutch Class of the 2014 World Cup
A Sneak Peak before the Semi-finals
Taking Stock - Introduction
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...