About the job Chief Marketing Officer, CMO (Remote, US-Based)
Chief Marketing Officer (CMO)Stay'd | Vacation Rental CollectiveThe OpportunityWe 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
You will own strategy, team development, and performance.
What You'll OwnCohesive 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 leadership experience
- Proven track record of:
- Scaling paid media (PPC + Meta) profitably
- Building and optimizing funnels and conversion systems
- Driving direct bookings in hospitality, travel, or similar industries
- Generating qualified inbound leads (real estate / homeowner acquisition is a plus)
- Strong experience building and leading teams-this is critical for success in this role
- A true self-starter who takes ownership and drives initiatives forward without hand-holding
- Someone who embodies our core values: Solutions Oriented, Move Fast, No Ego
- Strategic thinker who can also execute when needed
- Deep understanding of performance marketing, attribution, and growth metrics
- Experience in vacation rentals, hospitality, real estate, or marketplaces is a strong plus
Compensation- $100,000 - $145,000 OTE
- Performance-based incentives tied to growth metrics (direct bookings,lead volume, CAC targets, etc.)
Why Join Stay'd- Opportunity to build and lead the marketing function at a high-growth company
- Direct impact on revenue, brand, and expansion strategy
- Work across multiple brands and markets at scale
- High-autonomy role with real ownership
- Be part of building a dominant hospitality platform
How to ApplyIf you've built and scaled marketing systems that drive real revenue-not just impressions-we want to hear from you.
Please include:
- Examples of campaigns you've scaled
- Metrics you've driven (ROAS, CAC, conversion rates, etc.)
- Experience building teams and marketing infrastructure
