Head of Demand Gen

About 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.

Responsibilities

• 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

Requirements

• 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

Additional Information

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

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