How Brad's AI Chief of Staff Thinks, Remembers, and Acts
200K words. Everything Sterling is actively thinking about. Temporary ... when it fills, older content compresses ("compaction"). Like a whiteboard that gets erased and summarized.
CLAUDE.md ... ~20K words of critical protocols, preferences, contacts, and rules. Auto-loaded at every session start. The bigger it is, the smarter Sterling starts ... but the less whiteboard space remains.
200+ markdown files on disk. Client intelligence, industry dossiers, expert knowledge, software files, competitor profiles. Permanent. Pulled on demand when relevant.
The Tension: A bigger cheat sheet means Sterling starts smarter ... but has less whiteboard space per session. Too small and Sterling forgets key rules. Too big and sessions run short. Finding the balance is an ongoing calibration.
The raw intelligence and power. Claude Opus 4 is the engine that processes information, reasons through problems, writes content, and makes decisions. Without it, nothing moves. But an engine alone doesn't go anywhere ... it needs a car.
The body, wheels, transmission, and dashboard. Cyndra takes Claude's intelligence and gives it arms and legs ... Telegram messaging, Google Workspace, Monday.com, HubSpot, scheduling, file storage. The car is what makes the engine useful in the real world.
Where the car lives and runs 24/7. Brad's Mac Mini in Atlanta is always on, always connected. It hosts the Docker container, stores the filing cabinet, holds the API keys in macOS Keychain, and keeps WhatsApp logged in. The car never leaves the garage ... it works from there.
Without keys, the car doesn't start. API keys stored in macOS Keychain unlock every connected platform ... Google, HubSpot, LinkedIn, Cloudflare, and more. Secure, encrypted, and never exposed in conversation.
Brad tells Sterling what to do via Telegram ... text or voice. Every message is a press of the gas pedal. A thumbs up means "floor it." Sterling also runs autonomously on scheduled scans (like cruise control), but Brad always has override.
Where Brad sees everything at a glance ... what's running, what's stuck, what's waiting for him. The Sterling for Brad Tasks board is the single source of truth for all open work, just like a car dashboard shows speed, fuel, and engine health.
The cheat sheet is loaded every time Sterling starts ... like a GPS that already knows your favorite routes, home address, and preferred gas stations. It tells Sterling who Brad is, how to communicate, what tools to use, and what never to do. Without it, Sterling would have to ask for directions every time.
200+ files stored on disk. Client intelligence, industry research, expert knowledge, competitor profiles. Too much to fit on the dashboard (whiteboard), so it stays in the trunk and gets pulled out when needed. Always there, never lost.
How the Brain, Body, Tools, Memory, and User All Connect
Everything Sterling is actively thinking about. Temporary ... fills up, then compresses.
Protocols, preferences, contacts, rules. Loaded at every session start automatically.
Client intel, industry dossiers, expert files, software knowledge. Pulled on demand.
Upgrade Claude models without changing anything else
Raw intelligence, reasoning, and decision-making
Body, wheels, and transmission that move the engine
Always on, always connected, 24/7 home base
Knows the routes, preferences, and rules on startup
Accessories added without changing the engine
Sets the destination, makes the calls
Primary control interface for directing Sterling
What happens when Brad sends a message (9 steps, ~3-10 seconds)