Chief Operating Officer (COO) / General Manager - AI-Native Operator

Job Summary

This is a high-bar leadership role requiring operational system building, not traditional COO responsibilities like managing meetings and maintaining existing processes. The successful candidate will drive three outcomes simultaneously: operational rigor, financial discipline, and AI-native organizational transformation.

About the Role

Single Grain is a digital growth company operating at the intersection of services, software, and AI. The COO role involves building the operating system for an AI-native growth company, ensuring the company runs predictably, efficiently, and at high velocity.

Responsibilities

• Ensure elite operational discipline, strong financial accountability, and high AI fluency across teams.
• Install and maintain the company’s operational infrastructure, including company-wide operating rhythms, weekly operational reviews, quarterly planning processes, leadership accountability frameworks, and KPI tracking systems across teams.
• Drive AI-native organizational transformation, including AI training and adoption programs, AI-powered workflows across departments, and automation of repetitive operational work.
• Enforce financial awareness and accountability across the organization, such as budget discipline, contribution margin visibility, revenue forecasting accuracy, cost control systems, and clear financial scorecards.
• Ensure core processes are documented, operational standards are enforced, and accountability mechanisms are in place, with teams consistently following operating procedures.
• Act as the integrator across leadership teams, coordinating cross-department initiatives, resolving operational conflicts, removing execution bottlenecks, and ensuring alignment between leadership teams.

Requirements

• Helped scale a company with meaningful revenue or team growth.
• Installed operational systems that improved execution velocity.
• Demonstrated financial discipline and margin awareness.
• Used AI or automation to increase organizational productivity.
• Enforced operational standards across multiple teams.

Qualifications

• Strong analytical and operationally rigorous skills.
• A preference for building infrastructure over managing bureaucracy.
• A strong bias toward execution.

Skills

• System design.
• AI transformation thinking.
• Financial discipline frameworks.
• Organizational leadership approach.
• Strategic decision making.

Benefits

• Medical, dental, and vision insurance after the first month of employment.
• 401(k) with a 100% match up to 4% of your salary.
• $50K life insurance policy paid 100% by the company.
• 12 weeks of paid family leave after one year of employment.
• Flexible unlimited PTO.
• $100 utilities stipend ($50 per paycheck).
• $60 UberEats credit monthly.
• MacBook, keyboard, and mouse.
• $500 work-from-home office reimbursement.

Pay

$185,000 - $225,000 DOE

Schedule

Full-time position.