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Wisdom of Systems

David Jorj

Lessons for building lasting businesses and systems: On technology (AI and software), people (high-performing teams), and growth (accelerated learning) - developed at 7 startups and 4 exits.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues34Founded2 years agoLast Issuea month ago
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Artwork for Wisdom of Systems

Latest Issues

On managers, careers, and life

I’ve been managing people for over a decade and have been coaching managers and leaders for several years. Recent conversations with managers I’m coaching made me think about the kinds of managers we have and I put it on a “ladder” scale. T...

a month ago
1

Are agents and automation REALLY the answer?

What do you do when your biggest customer asks for a new feature?

A customer asks for a dashboard. Default behavior is to build so you keep the customer happy. After fifteen years of designing B2B systems, I’ve learned to ask two questions...

2 months ago
1

From Task Manager to Agent Director

The list keeps growing

More emails. More messages. More meeting follow-ups. Product decisions. Engineering work. Testing. Reviews.

Some of these are simple and clear enough that can be delegated with little explanation. Some aren’t....

3 months ago
1

The Five Stages Between Idea and Series A

This past week, I talked to probably the tenth founder building an AI tutoring application. Because I work at the intersection of education and technology and mentor in a few startup programs, I see many founders in this space. And I see a...

4 months ago
2

Why Agents Get More Expensive And Less Accurate When You Build More

Like most other developers, when I first pointed AI at my codebase, I gave it the whole repo. Every file. Maximum context. Figure it out.

It hallucinated field names that didn’t exist. It confidently edited a salary field without knowing t...

5 months ago
2

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  • David Jorj

    Building AI platform for founders with Harvard Business School Foundry and teaching Applied AI and software engineering at the Department of CS at the U of Toronto. (Opinions are mine). Formerly founding/Leadership/Tech in 7 startups (4 acquired).

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