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What AI-Powered EOS Execution Looks Like: Commander, OneAI, and Beyond

EOS is a brilliant methodology. What if your technology was equally brilliant? Discover AI-powered EOS execution.

Product10 min read
What AI-Powered EOS Execution Looks Like: Commander, OneAI, and Beyond

You've implemented EOS. You've got your V/TO, your Rocks, your Scorecard, your L10. The methodology is working.

Now you're tracking it all in spreadsheets. Or a mix of Google Docs, Sheets, and Slides. Maybe you're using Ninety.io or EOS One. The tools work well enough for capturing the artifacts.

But here's the question: EOS brought you world-class methodology. Is your technology equally world-class?

What if your V/TO could be queried with AI? What if your Scorecard predicted problems before they appeared? What if your Rocks automatically connected to tasks and tracked progress in real-time? What if you could ask "How are we doing on Q2 goals?" and get an instant, intelligent answer?

That's what AI-powered EOS execution looks like.

The Technology Gap

EOS is a methodology - a brilliant system for running a business. But methodology needs technology to scale.

Most EOS implementations use:

  • Spreadsheets: V/TO in Google Sheets, Rocks tracked in Excel
  • Documents: Meeting notes in Google Docs, processes in Word
  • Presentation software: V/TO presented as slides
  • Specialized EOS tools: Ninety.io, EOS One, Traction Tools

These work. They capture the artifacts. They support the meetings.

But they don't:

  • Connect your V/TO to your Rocks to your Scorecard to your tasks
  • Give you AI-powered insights into your data
  • Let you ask questions in natural language
  • Predict issues before they become problems
  • Automate the manual work of keeping everything updated

The methodology is 21st century. Much of the tooling is 20th century.

What Modern Technology Enables

Imagine EOS execution where:

Everything connects: Your 3-year picture connects to your 1-year plan connects to your quarterly Rocks connects to weekly tasks. Change a goal, and related elements update automatically.

AI answers questions: "Which Rocks are at risk?" "What's driving the revenue shortfall?" "How does this decision affect our 10-year target?" - instant, intelligent answers.

Patterns surface automatically: AI notices that every Q3, your sales metrics dip. Or that certain Rock owners consistently deliver late. Or that customer churn spikes after support ticket increases.

Automation handles updates: When a task completes, Rock progress updates. When a metric changes, Scorecard recalculates. When someone's assigned, they're notified.

Custom apps extend functionality: Need a specific dashboard for your quarterly planning? A customer-facing portal built on your data? Build it without starting from scratch.

This is what EOS deserves: technology that matches the sophistication of the methodology.

The Waymaker Technology Stack

Waymaker provides a complete technology platform designed for strategic execution. It works beautifully with EOS - bringing the methodology to life with modern capabilities.

Commander: The Integrated Management Experience

Waymaker Commander is the workspace where your EOS implementation lives and breathes.

The Essential 6 Tools:

  1. Taskboards: Kanban-style boards for Rocks and tasks, with layers for organization
  2. Documents: Rich text documents for V/TO, meeting notes, process documentation
  3. Sheets: Spreadsheet functionality for Scorecards and data analysis
  4. Tables: Structured data for tracking any information
  5. Forms: Input collection for surveys, assessments, data gathering
  6. Presentations: Visual presentations for quarterly planning and reviews

All connected: Your V/TO document links to your Rocks taskboard links to your Scorecard sheet. Everything in one workspace, everything connected.

Real-time collaboration: Multiple people can work in the same document simultaneously. Changes sync in real-time. No more version confusion.

VS Code-inspired interface: Multi-tab workspace that feels modern and productive. Open your Scorecard, your Rocks board, and your L10 notes side by side.

OneAI: Strategic Performance Intelligence

OneAI is the AI layer that makes your EOS data intelligent.

Ask questions in natural language:

  • "Which Rocks are at risk this quarter?"
  • "What's causing the decline in our NPS score?"
  • "How does our current pipeline compare to this time last year?"
  • "What should we discuss in tomorrow's L10?"

OneAI understands your business context - your V/TO, your goals, your history - and provides intelligent, relevant answers.

Pattern recognition: OneAI spots patterns you might miss:

  • "Revenue dips 15% every August - consider this in your Q3 planning"
  • "Rock completion correlates strongly with weekly check-in frequency"
  • "Customer churn increases 60 days after support ticket spikes"

Strategic recommendations: Based on your data and the Resolute frameworks:

  • "Your customer acquisition cost has increased 40% - consider reviewing your marketing strategy"
  • "Three of five leadership team Rocks are behind - this week's L10 should prioritize resource reallocation"

The key difference: OneAI doesn't just report data. It interprets data in the context of your business and provides actionable insight.

Waymaker Host: Build Custom Apps

Waymaker Host lets you extend Commander with custom applications.

Internal apps (inherit your organization's authentication - free):

  • Custom dashboards for specific roles or departments
  • Onboarding wizards for new employees
  • Process guides that walk through procedures step by step
  • Data collection apps for field teams

Public apps (for customer-facing needs):

  • Client portals showing project progress
  • Customer dashboards displaying relevant metrics
  • Partner tools sharing appropriate data

Why it matters for EOS: Your EOS implementation has specific needs. Maybe your sales team needs a custom Rock tracker. Maybe your Integrator wants a dashboard showing all department metrics. Host lets you build exactly what you need.

Waymaker Ambassadors: Contextual Automation

Waymaker Ambassadors provides serverless functions that understand your business context.

Automation that knows your business:

  • Functions automatically have access to your goals, projects, team structure
  • No need to pass context - it's inherited
  • Build automations that understand what's happening

Example automations:

  • When a Rock is marked complete, update related metrics and notify stakeholders
  • When a Scorecard metric goes red two weeks in a row, escalate to leadership
  • When quarterly planning starts, generate draft Rocks based on previous patterns
  • When an L10 is scheduled, prepare a summary of outstanding issues and Rock status

Why it matters for EOS: The manual work of keeping EOS running - updating spreadsheets, sending reminders, preparing reports - can be automated. Your team focuses on thinking and deciding, not administrating.

Waymaker Sync: Connected Everything

Waymaker Sync ensures your knowledge stays connected across tools.

Trinity Architecture: One piece of information, three views:

  • IDE view: Work in your preferred tools
  • Document view: Rich, collaborative documents
  • Task view: Actionable items tracked to completion

Bidirectional sync: Change something in one place, it updates everywhere. No more "which version is current?"

AI organizational memory: Sync maintains the context that makes OneAI intelligent. Your decisions, your history, your patterns - all preserved and accessible.

How It All Works Together: An EOS Example

Let's walk through how the Waymaker stack powers an EOS implementation:

Annual Planning

  1. V/TO in Documents: Create your V/TO as a connected document in Commander
  2. AI-assisted strategy: Ask OneAI "Based on last year's performance, what should our 3-year picture focus on?"
  3. Connected goals: 1-year plan goals link to the V/TO, creating traceable relationships

Quarterly Rock Setting

  1. Rocks in Taskboards: Create quarterly Rocks as cards in a Kanban board
  2. Outcome metrics: Each Rock connects to Scorecard metrics that define success
  3. AI analysis: OneAI suggests Rocks based on V/TO gaps and previous quarter learnings
  4. Task breakdown: Rocks break down into weekly tasks that track progress

Weekly L10

  1. Scorecard in Sheets: Metrics update in real-time (via integrations or manual entry)
  2. AI-prepared summary: Before L10, OneAI summarizes Rock status, metric trends, and suggested issues
  3. Issues in Tables: Track issues with IDS workflow built in
  4. Meeting notes in Documents: Capture decisions and to-dos, linked to Rocks and people
  5. Automatic follow-up: Ambassadors creates tasks from to-dos and sends reminders

Daily Execution

  1. Tasks surface in personal views: Each person sees their tasks across all Rocks
  2. Progress updates automatically: Task completion updates Rock progress
  3. Ask OneAI: "What should I focus on today?" gets a prioritized answer based on Rock deadlines and goals

Quarterly Review

  1. AI-generated summary: OneAI compiles Rock completion, metric trends, and key learnings
  2. Pattern analysis: "What worked? What didn't? What patterns should inform next quarter?"
  3. Presentation ready: Export to Presentations for quarterly meeting

The Technology-Methodology Match

Here's how Waymaker technology maps to EOS artifacts:

EOS ArtifactWaymaker ToolAI Enhancement
V/TODocumentsQuery with OneAI, connect to goals
Accountability ChartTables + RolesConnected to tasks and metrics
RocksTaskboardsProgress tracking, risk prediction
ScorecardSheetsLeading indicators, trend analysis
L10 MeetingDocuments + TasksAI preparation, automatic follow-up
Issues ListTablesPattern recognition, root cause analysis
Core ProcessesDocuments + SyncLiving playbooks, AI-accessible

The methodology stays the same. The technology makes it powerful.

Why This Matters for EOS Companies

EOS gave you a world-class methodology. Now match it with world-class technology.

What you get with AI-powered EOS execution:

  • Time savings: Less manual updating, more strategic thinking
  • Better insights: AI surfaces patterns and risks you'd miss
  • Faster answers: Ask questions, get instant intelligence
  • Connected systems: Everything linked, nothing siloed
  • Scalable automation: Build once, benefit continuously

What you keep:

  • Your EOS methodology and rhythm
  • Your V/TO, Rocks, Scorecard, L10 structure
  • Your Visionary/Integrator dynamics
  • Your Core Values and Core Focus

What you add:

  • AI-powered strategic intelligence
  • Connected, real-time collaboration
  • Custom apps for specific needs
  • Automation that understands context

We're not replacing EOS. We're giving it the technology it deserves.

Experience AI-Powered EOS with Waymaker

Ready to see what your EOS implementation could become? Waymaker provides the complete technology stack for strategic execution.

Start with Commander

Waymaker Commander is your home base. Bring your V/TO, Rocks, and Scorecard into a connected workspace. Experience real-time collaboration and the Essential 6 Tools.

Add OneAI Intelligence

Unlock AI-powered insights with OneAI. Ask questions about your business. Get pattern recognition and strategic recommendations. Turn data into intelligence.

Build What You Need with Host

Create custom dashboards, specialized tools, or client portals. Your EOS implementation, extended exactly how you need it.

Automate with Ambassadors

Set up intelligent automations that understand your business context. Less manual work, more strategic thinking.

EOS gave you the methodology. Waymaker gives you the technology. Together, that's how you execute at the highest level.


Brilliant methodology deserves brilliant technology. Learn more about Role Architecture, Outcome-Based Goals, and Performance Intelligence.


EOS® and Entrepreneurial Operating System® are registered trademarks of EOS Worldwide, LLC. Waymaker is not affiliated with, endorsed by, or sponsored by EOS Worldwide.

About the Author

Stuart Leo

Stuart Leo

Stuart Leo founded Waymaker to solve a problem he kept seeing: businesses losing critical knowledge as they grow. He wrote Resolute to help leaders navigate change, lead with purpose, and build indestructible organizations. When he's not building software, he's enjoying the sand, surf, and open spaces of Australia.