Chief Operating Officer

Role: Full-Time, Executive
Location: Global (US/EU/Bali compatible)
Reports to: CEO (Matt Gray)
Mission: Remove Matt from operations by July 1, 2026, scale Founder OS into a calm, systemized empire, and run the EOS/Clockwork engine with excellence.

The Opportunity

Founder OS is one of the fastest-scaling media-first founder companies on earth.

We’ve built:

• 180+ systems
  
• A best-in-class C-suite
  
• A world-class brand
  
• Elite fulfillment
  
• Massive organic attention
  
• A movement of millions
  

What we need next is a COO who can run the company.

Not “help run.”

Run.

A world-class operator who blends:

• McKinsey-level systems thinking
  
• Startup scrappiness
  
• Media-company intuition
  
• Taste
  
• Extreme Ownership
  
• Operational precision
  

This role is for the top 1% of operators.

What You Will Own

You will:

• Run the business day-to-day
  
• Drive the 10,000 applications/month machine
  
• Hold the leadership team accountable
  
• Install world-class systems
  
• Protect the Critical Function: Exceptional Content
  
• Build operational simplicity across every function
  
• Create dashboards, cadence, hiring plans, incentives, and systems that scale
  
• Remove chaos, friction, and execution gaps
  
• Ensure Matt only focuses on:
  
  • YouTube
    
  • Book
    
  • Thought leadership
    
  • Strategy
    
  • Offers

You will be the force multiplier of the entire company.

Responsibilities

1. Systems & Execution

• Own EOS / Clockwork cadence across the org
  
• Ensure every system has:
  
  • A documented SOP
    
  • An owner
    
  • A dashboard metric
    
  • A weekly execution rhythm

2. Team Performance

• Manage C-suite: CTO, CPO, CDO
  
• Run weekly executive L10
  
• Ensure KPIs are met across:
  
  • Applications
    
  • Sales
    
  • Delivery
    
  • Renewals
    
  • Content
    
  • Finance

3. Operational Excellence

• Remove bottlenecks
  
• Increase velocity
  
• Maintain insanely simple operations
  
• Eliminate noise, slack, and confusion
  
• Ensure Matt is protected from operational drag
  

4. Finance & Forecasting

• Work with CFO to run:
  
  • Cashflow
    
  • P&L
    
  • Forecasting
    
  • Profit modeling
    
• Drive profit from $500K/month → $2M/month
  

5. Culture

You must embody our values:

• Insanely Simple
  
• Extreme Ownership
  
• Dazzle Founders
  
• Obsess Over Quality
  
• Relentless Velocity
  
• Elevated Design
  
• Writing-First Culture

KPIs

• Matt removed from operations by July 1, 2026
  
• Business runs 30 days without Matt (Q2 2026)
  
• 10,000 applications/month
  
• $XM monthly profit
  
• Reduction of operational complexity across org
  
• Each department hitting their single metric

You Are a Fit If…

You:

• Have run a 20–100 person org or equivalent operational complexity
  
• Have scaled a content or education company (ideal)
  
• Think in systems, not tasks
  
• Can hold high-performers to high standards
  
• Are calm under pressure
  
• Are obsessed with quality and simplicity
  
• Can write with clarity (writing-first culture is non-negotiable)
  
• Operate with integrity, kindness, and operational excellence
  
• Want to build a company that will last 100 years
  
• Are excited to work directly with Matt
  

What Makes This Role Special

• You’ll help build the most iconic founder brand of our generation
  
• You’ll architect the operating system that scales to $100M+/year
  
• You’ll work with elite talent across product, content, brand, and tech
  
• You’ll create generational impact for millions of founders
• You’ll free Matt’s creativity and help shape the future of Founder OS