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