Head of Revenue Operations

This is our first dedicated Revenue Operations leadership hire. Our GTM systems and processes work, but they were built reactively as the business grew. There is not yet a cohesive, intentional revenue operations architecture, and that's exactly what we're hiring you to create. You'll own the full GTM operations stack, define what RevOps means at Truffle, and build the function from a strong revenue base rather than a blank page. You'll inherit one Business Systems team member, hire a planned GTM Engineer, and grow the team as the business scales, including standing up functions like deal desk that don't exist today. We're open on level. Depending on your experience, this role could be Director or VP scope. What matters is that you've built before and want to build again.

Responsibilities

Systems foundation; Full GTM operations; Revenue data integrity; Deal desk and quoting; Marketing operations infrastructure; Compensation design; Forecasting; Annual planning; The GTM tech stack; Process and definitions; Team building

Requirements

6+ years in revenue operations, sales operations, or GTM operations at B2B SaaS companies, with at least 2 years leading the function or a significant piece of it; Deep, hands-on Salesforce expertise; You've owned the full architecture across a marketing automation platform and a CRM at a company that scaled, and made the two behave as one system; Experience standing up net-new functions (deal desk, marketing ops, CS ops) rather than inheriting mature ones; Comp plan design and modeling experience across AE and SDR roles; Experience owning forecast methodology and annual planning (territories, capacity, quotas) at a growing sales org; Strong analytical chops; Comfort operating in ambiguity at an early-stage company

Nice to have

Experience in security, developer tools, or open source-driven companies; Experience turning open-source adoption signals into an enterprise revenue process; Experience supporting channel and partner sales models; Exposure to usage-based or seat-based pricing model transitions

Benefits

Fully remote within the U.S.; A culture of mentorship, equity, and psychological safety; Competitive salary & meaningful equity; Flexible paid time off; 14 paid holidays; Comprehensive health benefits; Remote work stipend; Health & wellness stipend; Learning & development stipend; 401(k) match; 100% remote + company off-sites