propertypilot

Head of Growth (GTM)

Manasquan, New Jersey

Sponsorship not specifiedDetected 20 days ago

Outbound SalesLeadership

About the role

The U.S. real estate brokerage market generates more than $100 billion a year in commissions, funneled through a brokerage model that hasn't fundamentally changed in half a century. Roughly one in three transactions today is driven by an investor, and investors are the segment most actively looking for something better — because they're the ones who feel
the friction every week instead of once a decade. PropertyPilot is being built for them first: the property data, analysis, and deal flow platform the brokerage model never delivered, spanning 175 million across every asset class. The investor wedge is a real business on its own. But it's also the proof point for something much larger — if we serve

PropertyPilot is looking for a Head of Growth to build and execute the go-to-market motion from the ground up.
The playbook you build - sourcing investors, instrumenting the funnel, and codifying what scales - becomes the foundation for every market we enter next.
Day one, you own the number.
You set the targets, you build the dashboards, you defend the math.
Partner with the CEO and Product on the decisions that compound - free-to-paid conversion, paywall design, plan structure, what the credit economy rewards.
Co-design the activation funnel, the paywalls, the referral surfaces, the onboarding.

You've built acquisition motions that scaled - and you have the CAC, payback, and retention numbers to prove it.
You can read a funnel without a dedicated analyst.
Mixpanel, Amplitude, whatever - you can instrument it and act on it.
Neither is required.
You don't ship what you can't measure.
You don't promise what you can't defend.
You've run growth at a 0>1 or early-stage company and you've seen what works when no one hands you a playbook.
You're fluent across paid, organic, content, lifecycle, and at least one community or outbound channel. Mono-channel specialists won't enjoy this role.
You think in experiments, not campaigns. You ship, measure, adjust, repeat.
You're a creative acquisition operator first and a marketer second. You'd rather write the ad than approve it.
You use AI tools daily - Claude, ChatGPT, Clay, whatever earns its keep - because they make you faster. You're curious about building agents that compound your output, not afraid of them.
You can read a funnel without a dedicated analyst. Mixpanel, Amplitude, whatever - you can instrument it and act on it.
You're a clear writer. The role demands it.
Real estate, proptech, fintech, marketplace, or vertical SaaS experience helps. So does selling to operators. Neither is required.
Who You Are
Hungry. You want the upside that comes with being early at a company building something that hasn't been built before. A safer role at a bigger company isn't what you're looking for.

the property data, analysis, and deal flow platform the brokerage model never delivered, spanning 175 million across every asset class.
But it's also the proof point for something much larger - if we serve professional buyers better than the incumbents, the path opens to serving every buyer that way.
Position Summary
You'll run disciplined growth experiments across paid, organic, content, partnerships, and community - measuring CAC, payback, and activation with rigor, killing what doesn't work, and pouring fuel on what does.
This is a player-coach role.
The growth motion you prove becomes the foundation of our funding narrative and the engine that takes us from investor wedge to category leader.
You're the first growth hire and the operating owner of GTM.
Year one, you've built the playbook the whole company runs on.

This listing is sourced directly from propertypilot's careers page and normalized into a canonical job model.