Deliver rare experiences to every founder, and teach them to do the same.
01
Why this role exists
Our mission is to help 100,000 entrepreneurs scale their businesses and reclaim freedom in their lives.
We help founders build systemized businesses across content, personal brand, offers, monetization, audience growth, sales, systems, operations, AI and team.
This seat is one part operator, one part founder advisor. You solve real problems inside Founder OS, then take what works to our founders.
02
What you own
Operator work inside Founder OS
Founder OS is your first client.
- Find the highest-ROI problems and opportunities inside the business.
- Take internal projects from problem to solution to implementation.
- Improve systems, SOPs, workflows, automations and delivery.
- Turn patterns in founder feedback into solutions we can repeat.
Your founder portfolio
You own a portfolio of founders and their overall success.
- Lead 1:1 strategy sessions and community calls.
- Diagnose the biggest problem in each founder's business and turn it into a clear plan.
- Follow up and hold founders to execution.
- Spot risk before it becomes churn.
- Surface renewal, extension and expansion opportunities.
- Capture founder wins, testimonials and case studies.
03
Who you work with
- Head of Customer Success. Sets the portfolio, the delivery standard and your scorecard.
- Founders. Your portfolio.
- Head of Sales. Renewal and expansion conversations.
04
The scorecard
You're measured on the impact you create for Founder OS and the founders you serve. Final numbers get set with the Head of Customer Success in your first 30 days.
- Portfolio retention. 80% or more.
- Founder progress. Measurable progress against each founder's goals.
- Renewal and expansion. Opportunities surfaced every month.
- Proof. Founder wins captured as testimonials and case studies.
- Internal projects. Problems taken from idea through implementation.
05
Your first 90 days
Days 1-30: Understand
Learn the programs, the curriculum and your portfolio. Meet every founder you'll advise. Find the first internal problem worth solving.
Days 31-60: Install
Run your portfolio on the delivery standard. Ship your first internal project.
Days 61-90: Run
Hold 80%+ portfolio retention, and feed what you learn from founders back into what we build.
06
Who you are
You're an operator who can coach. You've spent 3+ years inside high-growth, founder-led, agency, consulting or entrepreneurial businesses, building, solving and improving. You can look at a messy business, find the problem that matters most, fix it and teach it.
You'll do well here if:
- You move from diagnosis to solution to execution, fast.
- You facilitate, coach and teach well.
- You can lead a renewal conversation.
- You use AI and automation every day.
07
How we operate
Founder OS is built on freedom, community, creativity, and simplicity. Our values are how we operate, make decisions, give feedback, and hold each other accountable.
- Insanely Simple. Complexity is the enemy of execution.
- Extreme Ownership. Every decision starts with “What is best for the enterprise?”
- Writing-First Culture. If it's not written, it doesn't exist. Clarity is kindness.
- Obsess Over Quality. We are tastemakers. Every touchpoint is a chance to dazzle.
- All-In Mindset. The founder's success is our success.
- Elevated Design. Design is strategy. Taste is our competitive advantage.
- Dazzle Founders. We treat founders like best friends and go the extra mile.
- Relentless Velocity. We move quickly toward a common, specific goal.
- Solutions, Not Problems. Never just bring a problem. Always bring a solution.
Above all, we are one team building one company.
08
The engagement
- Type. Independent contractor, under a services agreement. You handle your own taxes and benefits.
- Pay. $3,800 to $9,500 a month, plus performance bonuses.
- Where and when. Fully remote. You set your own hours and methods. You book founder sessions with your founders, at times you agree on.
- Your setup. Your own equipment and tools. You invoice monthly, and you're free to work with other clients.
09
How to apply
Apply below with a short Loom on a business problem you diagnosed, fixed and taught someone else to fix.
- Application screen.
- Deep-dive interview on what you've built and who you've helped.
- Scope and 90-day plan, written together before you sign.
Founder OS runs on a simple belief: fear is the enemy of service, and systems are the path to freedom.
Founder OS is an equal opportunity company. We're building a diverse team of exceptional humans who dazzle founders every single day.
