Chief Operating Officer

Role Overview

We're looking for a proactive, decisive, and results-driven Chief Operating Officer (COO) to lead the charge in scaling Single Grain and Karrot.ai. You'll own operations, profitability, and team performance at Single Grain, expanding your scope to Karrot.ai as systems lock in.

What You Will Do

Clean up ops, expand margins, and install leadership cadences. Drive client success, own the revenue engine, and lead finance & FP&A.

Why It Might Be a Fit

You'll succeed here if you're energized by imperfect information, comfortable setting direction instead of waiting for consensus, and confident making fast, high-stakes decisions when others hesitate.

Requirements

• Track record scaling revenue to $20-50M+ with ≥15% EBITDA
• 2+ internal promotions at multiple companies
• Proven P&L and margin ownership experience
• Ruthless operator focus—turns strategy into execution fast
• High EQ: confronts reality, coaches decisively, leads through complexity
• Confident working alongside visionary founders: challenges, aligns, drives momentum
• Systems thinker: implements scalable, accountable workflows
• Resilient, learning-obsessed, willing to grind when others coast
• Extremely AI-forward

Benefits

• Base: $200,000 - $250,000
• Performance Bonus: up to 30% (based on EBITDA + demo targets)
• Medical, Dental, and Vision Insurance
• Flexible PTO
• Home Office Stipend
• MacBook Provided