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Your AI Doesn't
Know You

You get a far more useful AI by shaping its context, not by chasing a smarter model. Here are the levers.

Ashkaan Hassan · We Solve Problems · EO Los Angeles

The Status Quo

You open ChatGPT.

You explain your business from scratch.

You get a decent answer.

You close the tab.

Repeat tomorrow.

Sound familiar?

Why It Feels Underwhelming

AI without your context is a brilliant consultant with amnesia every morning.

You do all the work bringing it up to speed. Every single time.

The model is already smart enough. The problem is that it doesn't know you.

This Isn't Just a Chat Annoyance

The same limit caps your whole business. What you can do was always bounded by who you could hire. Now competent work is something you buy by the unit — but only if you can hand it your context.

The bottleneck moved.

“Can I afford to hire for this?”

“Have I written down what it needs to know?”

The Key Insight

The newest model with no context about your business will lose to an older one that knows everything about you.

Context beats raw intelligence.

So the real question is how you give AI your context. That's the rest of this talk.

What I Run My Company On

I run a small IT firm, and this system runs alongside me every day. Everything I'm about to show you is in production, wired into the real business.

Dozens

of automations in production

Every

tool I use, wired in

Daily

running unattended, on a schedule

Zero

vendor lock-in, all plain text

It runs my company and my house. None of this is a demo.

Part I

Building Your
AI's Brain

Six levers that shape its context. Each one makes the AI know you a little better.

Lever 1

Instructions & Rules

Your AI behaves the same way every time — your way. How you communicate, what tools to reach for, what's off limits.

Same file holds your voice and standards. Everything comes out sounding like you on the first draft, so you stop editing AI output to sound like yourself.

Write it once. Every conversation after that follows it.

# My AI Instructions
Be concise, not verbose
Technical depth is welcome
Never send emails without my approval
Use sub-agents for research
End every session with a journal entry
Commit and push all changes

What Goes in an Instruction File

Your Voice

Output matches your tone — direct, concise, technically deep. No more editing AI drafts to sound like you.

Your Team

The AI delegates research, bulk edits, and scheduled tasks to specialist agents. It manages them like you'd manage a team.

Your Workflow

Every session follows the same lifecycle: load context, do the work, log what happened, save everything. Automatically.

Your Safety Net

The AI never sends emails without approval, never exposes credentials, never takes an action you haven't authorized.

Different AI agents can get different instruction files — a research agent gets different rules than your primary agent.

Pro tip

The Context Router

The AI always has exactly the right information for what you're doing — without you asking for it.

Writing an email? It already loaded your email templates. Talking about a client? It already pulled their profile.

It never loads everything at once. It stays fast and focused by only pulling what the moment requires.

# When this happens → load this
Writing emails → email templates
Building apps → dev style guide
Project work → project index
Person mentioned → their profile
Using an API → API docs
Handling credentials → security rules
# Only loads what's needed, when needed
Lever 2

Your Domain Knowledge

The AI knows your world — your people, your numbers, your goals. It never asks "what do you do?"

👥
People
Team, clients, contacts, family
📈
Business
KPIs, processes, strategy
💰
Finance
Budget, tax, investments
🎯
Goals
Quarterly targets, milestones

Mention a person — the AI knows them. Discuss finances — it has your budget. Context shows up automatically.

Lever 3

Your Automations

Work happens while you sleep. Reports generate, systems get monitored, content gets drafted — all on a schedule.

The AI understands each automation and can modify, debug, and extend them on its own.

I have dozens of automations running right now — from news digests to financial reports to health tracking.

# Example automations
Morning news digest (daily 7 AM)
Weekly business scorecard (Mon midnight)
Security assessments (per client)
Goal tracking dashboard (every 15 min)
LinkedIn content publisher
System health monitoring (24/7)
Lever 4

Your Integrations

Your AI talks to all your tools — pulling data, pushing updates, and orchestrating across systems you already use.

Google Workspace
QuickBooks
1Password
Cloudflare
Todoist
Home Assistant
Autotask
NinjaOne
Hudu
Strety
Monarch
LinkedIn
TRMNL
Zoom
Notion

Your AI becomes the nervous system tying all your tools together.

Lever 5

Long-Term Memory

"What did we decide about the pricing model?" Six months later, the AI knows.

Every initiative is tracked as a project with status and next steps. Every session ends with a journal entry logging decisions and changes.

The AI's memory gets better over time — not worse.

Projects

Each initiative gets a folder with status, description, and next steps. The AI updates these as work progresses.

Journal

Daily session logs capture every decision, change, and lesson. Searchable forever. Every session compounds on the last.

Lever 6

The Feedback Loop

The one lever that keeps the other five current. A correction becomes a rule, so your context updates itself. Three parts — miss any one and it's dead.

01
Signal

Did it find out how it went?

The correction you gave. The deal that closed. The alert that fired.

02
Capture

Did the lesson get written down?

A rule in a file. Not a chat message that scrolls away and is gone by morning.

03
Recall

Does the next run read it?

The rule loads before the work starts. So the mistake can't happen twice.

Signal without capture is a lesson you forget. Capture without recall is a file nobody reads. You need all three.

One I Got Wrong Once

Not a diagram. This is a real loop from my system, running right now.

SIGNAL

The AI asked to deploy something. I told it: a bug report is not permission to ship. Fix the tree, don't push until I say so.

CAPTURE

That correction became a rule in a file, stamped with the date I gave it.

never-deploy-without-explicit-authorization — a bug report is NOT permission to push; a stated hold stands until I personally lift it.
RECALL

That rule now loads at the start of every session, before any work happens. I have never had to give that correction again.

Every rule in my system is a mistake that can't happen twice. The list only grows in one direction.

The Complete Picture

Instructions & Rules

Consistent behavior, your voice

Domain Knowledge

It knows your world

Automations

Work happens while you sleep

Integrations

All your tools, connected

Long-Term Memory

It remembers everything

Feedback Loop

It gets better on its own

All plain text. All in one folder. All version-controlled.

No database. No proprietary format. No vendor lock-in.

Part II

Your AI Team

One orchestrator, multiple specialists

The Delegation Chain

Your primary AI doesn't do everything itself. It delegates to specialists — just like you manage a team.

Primary Agent (Claude)
Plans, coordinates, writes, journals — the "manager"
Research Agent
Web research, video summaries, fact-checking
Code Agent
Bulk edits, file changes, code generation
Workflow Engine
Scheduled jobs, monitoring, alerts

Each specialist has its own instruction file. The primary agent only receives a summary back — keeping it fast.

A Typical AI Session

01
You start a conversation — AI loads your preferences and rules automatically
02
You describe the task — AI loads only the context it needs (router)
03
AI does the work — delegates to specialists, calls your integrations
04
You review and approve — human in the loop for anything that matters
05
AI journals the session — logs decisions, changes, and what's next
06
Everything is saved — version-controlled, searchable, permanent

Every session builds on every session before it. That's the compounding effect.

Part III

“Show Me the Money

What this system produces in practice

Weekly Scorecard — Zero Data Entry

BEFORE

Every Monday, 45 minutes pulling ticket data, calculating KPIs, typing numbers into a spreadsheet.

AFTER

Ticket system → AI computes KPIs → pushes to scorecard. Every Monday at midnight. Zero human effort.

0
minutes per week
was 45 min

Morning Briefing

Every day at 7:00 AM, an email lands in my inbox:

Curated news digest (filtered for relevance)
Today's calendar at a glance
Task priorities for the day
Weather and commute info
7:00
Every. Single. Day.

I didn't ask for it. It just shows up.

Self-Healing Automation

Dozens of automations running 24/7. When something fails:

01

A monitoring system catches it immediately

02

AI diagnoses the root cause

03

Applies the fix automatically

04

Notifies me only if it can't self-resolve

Most failures are fixed before I even notice.

The Real ROI

Weekly scorecard
45 min/week0 min
Security assessments
hours/clientminutes
Morning briefing
15 min/day0 min
Content production
hours/piecereview only

This isn't incremental improvement. This is a step change.

And it compounds — every automation you build frees time to build the next one.

Part IV

Your Turn

How to start shaping context this week

Start This Week

You don't build all six levers at once. You pull the first two, and add the third so it keeps improving.

1
Write your instructions & rules (30 minutes)

Who you are, how you communicate, what's off limits, what your voice sounds like. Save it where your AI reads it. Lever one, done.

2
Add your business context

Your team, your key clients, your quarterly goals. A few files is enough to feel the difference. That's lever two.

3
Start a corrections file

Every time you fix the AI, add the lesson as one line. That's the feedback loop — your context now updates itself instead of drifting.

Where Are You Today?

01
Starting

You re-explain yourself every session. The AI knows nothing about you.

02
Shaping

It knows your business, your voice, your world. The output already sounds like you.

03
Compounding

It corrects itself. Your context updates every time you use it, and gets better without you.

Getting to Shaping takes an afternoon. Compounding is the habit after that.

Want a Head Start?

I open-sourced the framework behind everything in this talk. It's called Contextium.

Pre-built folder structure
Integration connectors for popular tools
Sample automations to learn from
Works with Claude, Gemini, Cursor, Copilot

Apache 2.0. Free forever. You own everything.

terminal
$ curl -sSL contextium.ai/install | bash

One command. Five minutes. The floor is already built.

Q & A

Open floor

Thank You

Ashkaan Hassan

We Solve Problems · wesolve.tech · EO Los Angeles

contextium.ai — open source, free forever