Chief Marketing Officer, CMO; Remote

Position: Chief Marketing Officer, CMO (Remote, US-Based)

Company Overview

Stay'd is a rapidly growing vacation rental collective built to redefine hospitality bring together high‑performing local brands under one umbrella, combining best‑in‑class operations, design, and revenue management to create standout guest experiences and stronger returns for homeowners.

With thousands of properties spanning multiple markets, Stay'd is building a scalable platform designed to unify brands, systems, and performance while maintaining a high-touch, locally driven experience.

We're not a marketplace—we're operators. And we’re building something meant to last.

The Opportunity

We are looking for a proven Chief Marketing Officer to architect and lead our entire marketing engine from the ground up.

This is a builder role with a clear mandate to design, implement, and scale a best‑in‑class marketing function. We are looking for an “A player” who can bring structure, clarity, and rigor to a fast‑growing, multi‑entity environment.

You will be responsible for creating, executing, and scaling a multi-channel marketing machine that drives:

• Direct bookings
• Qualified homeowner leads
• Brand expansion across multiple markets

Just as important as your technical expertise is your ability to build, lead, and develop a high‑performing team. This role requires someone who can set the vision, create structure, and elevate the people around them.

We are also looking for someone who is a true self-starter and aligns deeply with how we operate. Our culture is built around three core values:

• Solutions Oriented – you solve problems, not point them out
• Move Fast – you operate with urgency and bias toward action
• No Ego – you collaborate, take feedback, and prioritize the team over individual credit

What You'll Own Cohesive Brand Strategy (Across All Brands)

• Develop and implement a unified brand strategy across multiple brands and markets
• Ensure consistent positioning, messaging, and visual identity while preserving local brand strengths
• Elevate Stay'd into a recognizable and trusted umbrella brand

Growth & Revenue Strategy

• Build and execute a full-funnel marketing strategy focused on direct booking growth and owner acquisition
• Develop scalable systems that drive predictable lead flow across all brands within Stay'd
• Establish CAC, LTV, and ROI benchmarks across channels and continuously optimize

Paid Media (PPC + Meta)

• Oversee and optimize Google PPC, Meta ads, and retargeting strategies
• Scale campaigns profitably with a strong focus on conversion, not just traffic
• Lead internal and/or external media buying resources

Funnel & Conversion Optimization

• Build high-converting landing pages, funnels, and lead capture systems
• Optimize the full customer journey—from click to booking / signed owner
• Implement A/B testing frameworks to improve conversion rates

Direct Booking Engine

• Lead initiatives to reduce OTA reliance and increase direct booking share
• Improve website UX, booking flow, and conversion strategy
• Implement CRM, email, and remarketing strategies to maximize repeat bookings

Lead Generation (Homeowners)

• Build and scale systems for owner lead generation
• Execute targeted campaigns across digital, outbound, and offline channels
• Develop messaging that converts homeowners at a high rate

Email, CRM & Lifecycle Marketing

• Build and optimize email marketing, automations, and nurture sequences
• Implement segmentation strategies for both guests and homeowners
• Increase lifetime value through retention and re‑engagement

SEO & Organic Growth

• Develop and execute a long-term SEO strategy
• Build content, backlink, and local SEO systems to drive organic traffic
• Position Stay'd and its brands as category leaders

Offline & Mailers

• Oversee direct mail campaigns and local marketing initiatives
• Integrate offline channels into broader funnel strategy
• Track attribution and performance across campaigns

Team Building & Leadership

• Build and lead a high-performing marketing organization across:
• Paid Media
• Content / SEO
• Email / CRM
• Creative
• Hire, mentor, and develop top talent
• Establish KPIs, reporting structures, and accountability
• Create a culture of ownership, speed, and continuous improvement

What We're Looking For

• 7–10+ years of marketing experience, with senior…