Introducing the New Waymaker: AI That Actually Remembers

Every morning, you open Claude or Cursor and spend the first 2-4 hours re-briefing AI on yesterday's decisions. You explain the architecture choices, the pattern violations to avoid, the dependencies between tasks. By lunchtime, you're finally productive. Then tomorrow, you do it all over again.

This is the AI amnesia crisis. And it's costing context engineers millions of hours every year.

Today, we're relaunching Waymaker to solve this problem once and for all.

The Problem We're Solving

If you're shipping 50%+ AI-generated code, you know these pain points intimately:

Context Loss Across Sessions

Claude doesn't remember yesterday's architectural decisions
Every new chat starts from zero context
You waste hours explaining what AI should already know

Zero Coordination Between Tools

Cursor doesn't know what you told Windsurf
Claude Code has no idea what decisions you made in Claude Projects
Your AI tools work in isolation, duplicating effort

Constant Pattern Violations

AI suggests approaches you explicitly rejected last week
Pattern enforcement is manual and exhausting
30% of AI suggestions violate your established patterns

The result? 2-4 hours per day lost to AI amnesia. That's 25-50% of your productive time just briefing AI on things it should remember.

The Solution: Waymaker Sync

Waymaker Sync gives AI persistent organizational memory through what we call the Trinity Architecture.

One markdown file. Three synchronized views. Perfect sync.

How It Works

Your IDE - You write in markdown files in your /docs folder (VS Code, Cursor, Windsurf)
Commander Document - Full content in rich text editor for reading and collaboration
Commander Taskboard - Metadata and progress tracking in Kanban view

Edit anywhere. Updates everywhere. AI remembers forever.

MCP-Native Integration

Waymaker Sync lives in your IDE through the Model Context Protocol (MCP). It's not a separate app you have to remember to update. It's part of your development workflow.

When you work with Claude Code, Cursor, or Windsurf, AI automatically reads your organizational memory:

Every session brief you've captured
Every pattern you've documented
Every decision you've made
Every architecture choice you've locked in

Zero manual briefing. Zero context loss. Zero wasted time.

Build in Your IDE. Scale in Your IME.

Waymaker Sync is the entry point to a bigger vision: Commander, your Integrated Management Experience (IME).

Just like you build in your IDE (Integrated Development Environment), you'll scale your business in your IME:

Waymaker Sync: AI organizational memory for your development work
Commander: Business intelligence and operations platform
OneAI: Strategic performance AI that builds your business brain

All powered by the Waymaker Context Compass - our memory framework that gives AI persistent knowledge across four quadrants:

North: Working Memory (what you're doing now)
East: Episodic Memory (what you completed)
South: Semantic Memory (patterns and knowledge)
West: Procedural Memory (how to do things)

For Linear and Jira Users

If you're already using Linear or Jira for task tracking, Waymaker Sync integrates with them - we don't compete against them.

Think of it this way:

Linear/Jira handles team coordination and task tracking
Waymaker Sync adds AI organizational memory
Commander provides business intelligence on top

We make your existing tools smarter by giving AI the memory it needs to work effectively.

Why We're Relaunching

The original Waymaker was built for business advisors and SME owners - helping them with strategic planning and business management using our proven frameworks (more on those in future posts).

But we discovered a more urgent problem: AI amnesia is costing context engineers 2-4 hours per day.

So we're relaunching with a new focus:

Start narrow: Solve AI amnesia for context engineers with Waymaker Sync
Scale up: Expand to full business operations with Commander
Long-term vision: Make AI organizational memory the foundation of every business

What Makes Waymaker Different

We're not OpenAI Company Knowledge (search across company data) We're not Linear or Jira (task tracking and team coordination) We're not Notion (documentation and knowledge base)

We're the AI organizational memory layer that makes all these tools smarter.

OpenAI searches your business. Waymaker IS your business.

Intelligent Outcomes

Our company tagline is "Intelligent Outcomes" - and that's what we deliver:

Intelligent: AI-powered with persistent memory and strategic guidance
Outcomes: Results that matter, not just features

Waymaker combines 30+ proven business frameworks with AI that actually remembers, delivering intelligent outcomes at every level:

For developers: Zero AI amnesia, maximum productivity
For teams: Coordinated AI across all tools
For businesses: Strategic intelligence that grows smarter over time

Join the Beta

We're launching Waymaker Commander beta in Q1 2025, and Waymaker Sync is included.

Early adopter pricing:

Starter: $29/month (50K tokens)
Professional: $79/month (200K tokens)
Business: $299/month (1M tokens)

Plus: Early adopter coupons available (EARLYBIRD: 50% off first 3 months)

Beta benefits:

100% free during beta period
Lifetime early adopter discount
Direct access to founders
Shape the product roadmap

Register for Beta Access →

What's Next

Over the coming weeks, we'll be publishing deep-dive content on:

The Waymaker Context Compass: How the four-quadrant memory framework works
The Waymaker Leadership Curve: Business management framework that powers Commander
OneAI Philosophy: How strategic performance AI builds your business brain
Trinity Architecture: Technical deep dive on the sync system
For Linear Users: How Waymaker Sync integrates with your existing workflow
For Jira Users: Adding AI memory to your Agile process

The Bottom Line

If you're spending 2-4 hours per day briefing AI on yesterday's context, that's 500-1000 hours per year wasted on AI amnesia.

Waymaker Sync solves this. Permanently.

Give AI persistent organizational memory. Stop wasting time on re-explanation. Start building with AI that actually remembers.

Get Early Access →

Stuart Leo is the founder of Waymaker and author of multiple books on business management and leadership frameworks. He built Waymaker to solve his own AI amnesia problem - and discovered thousands of context engineers had the same challenge.