Head of Demand Gen

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

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