Financial Controller (Remote)

About Founder OS

Founder OS helps founders scale with systems that make business feel simple, soulful, and scalable. We’re building the world’s best founder community — with mentorship, automation, and personal brands at the center.

We’re on a mission to help 100 million founders automate their business and experience the most magical version of the founder journey.

We’re scaling quickly, and now looking for a world-class Financial Controller to help architect the financial infrastructure that helps continue to double our business annually — and beyond.

The Role

You’ll be the heartbeat of the company’s financial strategy and operational alignment.

This is not a back-office number cruncher role. You’ll be the operational co-pilot to the CEO, making sure:

• We hit our revenue targets.
  
• Our margin stays tight and intentional.
  
• Our projections match our reality.
  
• Our cash is optimized and future-proofed.
  

You’ll bring rigor to the chaos. Simplicity to the complexity. Accountability to the vision.

You’ll Own

• Financial Modeling & Forecasting
  Build and maintain models that align daily sales with long-term projections. Update them in real-time and advise based on real data, not wishful thinking.
  
• Actuals vs. Projections Tracking
  Weekly, monthly, quarterly reviews of where we hit or missed — and what to do about it. You’ll provide Matt with detailed reports on the company bottlenecks and areas to improve, as well as communicating with other key leadership and team members to ensure that we're rapidly pacing towards targets.
  
• Accounts Receivable & Collections
  Make sure we’re collecting what’s owed, when it’s owed with grace and grit.
  
• Cash Flow Management
  Know exactly how much runway we have and how to extend it, even while scaling fast.
  
• Sales Ops Alignment
  Track conversion rates, upsell performance, and churn. Collaborate with sales and founder success to improve every lever.
  
• Expense Optimization
  Spot unnecessary burn. Align every dollar with ROI.
  
• Tooling & Reporting
  Maintain clear dashboards and operating metrics that keep the whole team aligned.
  
• Financial Strategy
  Serve as a strategic thought partner on hiring, incentives, and offer structures.

You Might Be a Fit If…

• You’ve been a financial controller or operator in a fast-scaling business, ideally in high-ticket education, coaching, or SaaS.
  
• You’ve worked with $5M–$25M/year companies and know what’s needed at each stage.
  
• You’re fluent in founder psychology — you know how to support a visionary while keeping them grounded.
  
• You love simplicity. You build models and dashboards that non-financial people can understand in 10 seconds.
  
• You’re hungry. You want to build something legendary, not just keep the books clean.
  
• You’re coachable, emotionally intelligent, and able to push back when something doesn’t make sense.
  
• You thrive on clarity, honesty, and high standards.
  
• You have elite communication skills — verbal and written.
• You want to make a real dent in the world by supporting founders to build businesses they love.
  

Our Core Values

These are non-negotiables. If you feel them in your bones, you’ll thrive here:

1. Insanely Simple - We keep things insanely simple. Complexity is the enemy of execution.
2. Extreme Ownership - Every decision begins with "What is best for the enterprise?" We are reliable. We are stewards of something bigger than ourselves.
3. Writing-First Culture - If it’s not written, it doesn’t exist. We over-communicate because clarity is kindness.
4. Obsess Over Quality - We are tastemakers. Every process, piece of content, and touchpoint is a chance to dazzle founders.
5. All-In Mindset - We are obsessed with making the founder experience amazing - the founder’s success is our success.
6. Elevated Design - We prioritize beauty and craftsmanship. Design is strategy. Taste is our competitive advantage.
7. Dazzle Founders - We treat founders as if they are our best friends. We go the extra mile for founders.
8. Relentless Velocity - We move quickly and purposefully towards a common, specific goal.‍
9. We Bring Solutions, Not Problems - Never just bring a problem - always come with a solution.

What You’ll Get

• Deep collaboration with Matt Gray (CEO) and the senior leadership team.
  
• The chance to build a generational company.
  
• A seat at the table to shape how we scale.
  
• High trust, high clarity, and high performance.
  
• Freedom to do your best work, wherever you are.
  
• Competitive compensation.
  
• A culture built on excellence, beauty, and soul.

How to Apply

Submit your application including:

1. A short video or Loom (2–4 mins) telling us why this resonates and why you're best for the role.
   
2. A resume and LinkedIn profile.
   
3. A 1-pager or bullet breakdown of a system you’ve built that improved financial clarity in a past role.
   

Join us in shaping the future of financial clarity and founder-focused growth at scale.