ABOUT BROCCOLI Broccoli is building the AI operating system for home service businesses. We work with plumbing, HVAC, and electrical contractors — the people who keep homes running — and we replace fragmented tools and manual workflows with AI agents that actually do the work. Our AI assistants answer phones, book jobs, follow up with customers, and drive revenue — fully integrated into systems like ServiceTitan. We started by going door-to-door, meeting 100+ contractors, and understanding how these businesses actually run. That shaped everything we’ve built. Today: * Hundreds of contractors use Broccoli to run their front office * We’ve grown from $0 → millions in ARR in under a year * We’re trusted by both single-location operators and the largest PE-backed roll-ups * Raised $25M+ from Khosla Ventures and YC THE ROLE We’re hiring a Head of Demand Generation to own pipeline creation at Broccoli. Your job is to build and scale the systems that generate high-quality pipeline for the sales team. We want someone highly analytical, deeply experiments-driven, and obsessed with figuring out what actually drives revenue. This is not a traditional “manage agencies and report on MQLs” marketing role. You should constantly be testing: * Channels * Messaging * Funnel conversion * Outbound motions * Paid campaigns * Events and partnerships * AI-powered automations and workflows You’ll work closely with the founders, sales team, and RevOps to build the growth engine behind Broccoli’s next stage. WHAT YOU’LL OWN * Pipeline generation across SMB, mid-market, and enterprise * Demand gen strategy and execution across inbound + outbound * Funnel optimization and conversion improvement * Experimentation across channels, messaging, and GTM motions * Attribution, CAC, pipeline reporting, and performance metrics * AI-driven growth systems and automations * Hiring and scaling the demand gen function over time WHO WE’RE LOOKING FOR MUST-HAVES * Strong analytical and growth mindset * 8+ yrs of proven track record driving B2B pipeline * Highly experiments-driven * AI-native and excited about using AI to scale execution * High-agency and fast-moving * Comfortable operating strategically and hands-on * Excited to work in-office five days a week STRONG PLUS * Experience at a high-growth Series B/C startup * Vertical SaaS or SMB software experience * Experience building both inbound and outbound pipeline systems * Founder/operator mentality NOT A FIT * Brand marketers without pipeline ownership * People optimized around MQLs over revenue * Managers who mainly coordinate agencies instead of executing Broccoli is an equal-opportunity employer and complies with all applicable federal, state, and local fair employment practice laws.