The Company
We're a PE-backed roll-up of 21 of the best independent vacation rental property management companies in the country, with ~5,000 homes across five regions and ~1M guest stays a year. We launched May 1st. We're building a house of brands, local operators with deep community roots, unified by a shared operating standard and a flagship parent brand. Think anti-Vacasa: hospitality, not extraction.
The exec team is assembled from the top of the industry and adjacent categories: Compass, Sonder, Bridgewater, Overmoon, Grand Welcome, Lerer Hippeau, and more. The brand, the marketing function, and the operating system are all being built from scratch. This is one of three senior hires on the marketing team.
About the Role
You're the person who makes our marketing function look like it was built in 2026, not retrofitted from 2018. You own the AI workflows, the martech stack, the data plumbing, the lifecycle automation, the CRM build, and the internal tooling that makes a small marketing team punch like a much larger one.
We're not looking for someone who has used AI tools. We're looking for someone who builds with them. You should be the kind of person who, when a process is broken, instinctively reaches for an agent before reaching for a headcount request.
You won't do this alone. You'll have agency partners on lifecycle execution and CRM implementation, and freelance specialists you can stand up against specific problems. Your job is to design the system and the standard; theirs is to help you ship the work.
What You'll Own
- The AI marketing stack: selection, integration, evaluation, and continuous improvement of every tool we use to acquire owners, retain guests, and run the business. Claude, ChatGPT, Gemini, agentic frameworks, you've used them all and have opinions.
- The CRM build (HubSpot or Salesforce, TBD with you): schema, segmentation, lifecycle, attribution, reporting.
- Marketing operations across 21 PMCs. Every workflow has to deploy to five regions without rebuild. Build once, deploy 21.
- Lifecycle marketing for both owner acquisition and guest re-engagement: emails, SMS, owner portal nudges, the works. You own the strategy and the standard; an outside agency owns the execution under your direction.
- Attribution and reporting that holds up to PE scrutiny. Anyone on the board should be able to ask any question about our funnel and get an answer in under five minutes.
- Internal AI tooling for the marketing team and the PMCs: agents, custom GPTs, workflow automations that turn one marketer into ten.
What You've Done Before
- Built or rebuilt a marketing ops function at a fast-growing company, ideally PE or VC backed
- Owned a martech stack end-to-end, not just operated one someone else built
- Shipped AI workflows in production that actually moved a number, not pilots
- Run lifecycle programs (your own or via agency) and know what good looks like
- Worked across multi-brand, multi-region, or franchise/portfolio environments (a plus, not a must)
What Probably Isn't a Fit
- Marketing ops people who think AI is "a tool we should look at"
- Solution architects who want to design but not build
- Anyone whose last three years were spent inside one Salesforce org