
The Knowledge Base That Thinks With You
There's a version of AI that just makes you faster at producing mediocre work.
And there's a version that actually makes you smarter.
The difference isn't the AI. It's what you feed it.
Most Knowledge Bases Are Graveyards
Here's the typical pattern:
A founder gets excited about AI. They dump a bunch of documents into some knowledge base. Blog posts, notes, random files that seemed relevant. They prompt the AI, expecting magic.
What they get is... a summary of their own stuff. Competent but lifeless. Accurate but generic. The AI knows the words but misses the music.
Within a month, the knowledge base is abandoned. Another failed experiment in AI productivity.
I've seen this happen dozens of times. And it's not because knowledge bases don't work. It's because most people build them wrong.
What Actually Matters
A knowledge base that thinks with you has three properties:
1. It's curated, not comprehensive.
More isn't better. Better is better. Your knowledge base should contain your best thinking, not all your thinking. The frameworks that actually work. The examples that genuinely resonate. The insights you'd share with your closest advisors.
When you dump everything in, you're training AI on your average. When you curate carefully, you're training it on your best.
2. It's structured, not dumped.
Raw documents aren't enough. The AI needs to understand relationships. This framework applies to this type of content. This example demonstrates this principle. This piece connects to these other pieces.
In Lenny, this means using groups, tags, and connections intentionally. Not just storing information, but organizing knowledge.
3. It evolves, not stagnates.
Your thinking changes. Your business changes. Your knowledge base should change too.
The founders who get the most value treat their knowledge base as a living system. They add new insights as they develop them. They remove outdated thinking. They refine based on what works.
The Surprising Benefit
Here's something unexpected: building a good knowledge base makes you smarter independent of AI.
The process of curating forces clarity. When you have to choose your best frameworks, you have to know what they are. When you have to articulate your voice, you have to understand it. When you have to organize your thinking, you have to actually think.
I've watched founders have breakthrough realizations just from the process of building their knowledge base. "Oh, this is the framework I actually use. I never realized I had a framework for this."
The knowledge base becomes a mirror for your expertise. And often, you see things in that mirror you didn't know were there.
Building It Right
If you're starting from scratch, here's the sequence that works:
Phase 1: Core Frameworks (Week 1)
What are the 3-5 mental models you use most in your work? These might be obvious to you—so obvious you've never written them down. Write them down. Add them to Lenny.
Phase 2: Best Examples (Week 2)
Find content you've created that performed well. But also find content that felt right—pieces where you thought "yes, this is exactly what I meant." These train AI on quality, not just popularity.
Phase 3: Voice Patterns (Week 3)
What words do you use that others don't? What phrases are distinctly you? What do you emphasize that others overlook? Document these patterns explicitly.
Phase 4: Audience Insights (Week 4)
What does your audience care about? What language do they use? What problems keep them up at night? What do they believe that you're trying to shift? Add this context.
Ongoing: Feed and Refine
Every month, review what you've added. Does this still represent your best thinking? What's missing? What's outdated? The knowledge base should grow smarter as you grow smarter.
The Multiplier Effect
When your knowledge base is built right, something shifts.
You stop thinking of AI as a tool you use. You start thinking of it as a thinking partner you've trained. The outputs don't just save time—they actually contribute ideas you hadn't considered.
That's when AI becomes genuinely valuable. Not as a productivity hack, but as a thought partner. Not as a shortcut, but as a multiplier.
The knowledge base is what makes that possible.
Blog