Director of Revenue Operations
About The Position
Flip has scaled quickly by being scrappy, pragmatic, and execution-focused. Our GTM and revenue systems were built to help us move fast and get to where we are today. Now, we’re ready for the next chapter. We’re looking for a Director of Revenue Operations who enjoys rolling up their sleeves, operating autonomously, and taking something that works and making it truly scalable. This role is for someone who doesn’t wait for a roadmap. You’ll proactively design, evolve, and operate the systems that power our GTM engine—often before the organization realizes a change is needed. Your job is to make revenue mechanics feel invisible to the rest of the company by anticipating issues, eliminating friction, and turning GTM data and analytics into a tailwind rather than a headwind. Our current stack reflects a scrappy, build-what-we-need approach and is used end-to-end — from lead intake through billing and revenue reporting: HubSpot (current CRM / GTM system of record) Matillion Omni SQL-based analytics and transformations This stack is not sacred, and you’ll have full latitude to evolve or rethink it over time. That said, you should be comfortable operating in this type of environment on day one. If working close to systems like this — understanding how data flows from lead to deal to billing — isn’t something you enjoy or feel confident doing, this is probably not the right role.
Requirements
- 3–6 years experience in Revenue Operations, GTM Operations, or similar roles, with meaningful ownership of systems and processes
- Experience helping scale revenue systems in a fast-growing B2B SaaS environment
- Strong understanding of CRM systems, billing mechanics, and forecasting
- Comfort working close to the data using SQL and modern analytics tooling
- Ability to partner deeply with Finance and Data without needing translation
- Low-ego, high-ownership collaboration style
- Comfort balancing hands-on execution with long-term system design
Responsibilities
- Own the end-to-end revenue operating system: Lead → Deal → Contract → Billing → Reporting
- Act as the autonomous owner of GTM mechanics across Sales and Customer Success
- Own the GTM system of record (currently HubSpot), with permission and expectation to challenge, evolve, or replace tools as needed
- Ensure contracts and sold line items translate cleanly into billable revenue
- Partner with Finance to deliver clean, system-driven invoicing and revenue visibility
- Own forecasting inputs, pipeline hygiene, and GTM data integrity
- Partner with Data to turn GTM analytics into a tailwind for day-to-day decision-making
- Identify friction before it becomes a blocker—and fix it decisively
- Take what’s been built to date and level it up for the next phase of growth
Benefits
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- equity
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What This Job Offers
Job Type
Full-time
Career Level
Director
Education Level
No Education Listed
