VP of Operations or COO

The VP Operations will build the systems, processes, and organizational capacity to execute our growth plan. This role owns Sales, Client Services, Operations, and the enterprise account management team that serves our external partners. This is not a pure internal ops role. You will directly manage teams that interface with external clients—specifically the client services organization that supports our partners, as well as the events team that hosts events of all sizes and types for our members. You must have built and led customer-facing service operations, not just partnered with them. Growth trajectory The right candidate will earn the opportunity to grow from VP Ops into COO as the business scales. What You'll Do • Strategic Execution • Translate strategic vision into executable plans with clear milestones and accountability • Own operational readiness for market expansion initiatives • Manage the shift to subscription model while protecting existing revenue • Drive operational planning, KPIs, and performance metrics across functions • Operations & Scale • Run day-to-day operations across Sales, Client Services, and Operations with full P&L accountability • Build systems and infrastructure to support rapid scale (> 1M+ users) • Implement AI, automation, and analytics to reduce cost-to-serve • Architect processes that eliminate operational debt and enable growth • Client Services & Partnerships • Lead the team managing relationships with external partners • Understand ‘partner health’ and design scalable solutions to improve it • Manage the team designing and delivering in-person and online events to activate the membership • Ensure client-facing operations deliver results retention, satisfaction, expansion • Drive partnership growth and optimize recurring revenue streams • Build scalable client service operations that maintain quality at 3-5x current volume • Team & Culture • Develop high-performing operational leaders with clear KPIs • Foster accountability, transparency, and metrics-driven decision-making • Guide teams through organizational change while maintaining execution • Technology Integration • Integrate AI (agentic and gen ai) and digital platforms into operations and program delivery • Ensure systems scale with growth objectives • Drive data-informed decisions and continuous improvement What You Bring • Required • 10+ years in operations leadership; 5+ years managing $25M+ P&L • Direct experience building and leading externally-facing client services/support teams (not just internal ops or partnering with CS teams) • Experience scaling companies through 50-250+ employees, maintaining 2+ year tenure • Track record with subscription/recurring revenue business models • Experience implementing automation, AI, or analytics to improve operations • Comfort in ambiguous, fast-moving environments where you build systems while the business evolves • Preferred • EdTech or education sector experience • Experience with digital platform or SaaS transitions • Event planning and management experience • We need someone who has • Built client-facing service operations from scratch or through major scale • Managed teams that directly serve external customers/partners/institutions • Led both internal operations AND revenue-generating service delivery • Experience in the "murky middle"—building structure without waiting for perfect clarity • We don't need • Pure internal operations leaders who only optimized back-office functions • Rev ops consultants who advised sales teams but didn't manage external clients • Leaders who need clear 3-year roadmaps before taking action

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

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4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

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Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...