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.