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

June 17, 2026

<h4>Chief Marketing Officer (CMO)</h4> <h4>Stay'd | Vacation Rental Collective</h4> <h4>Company Overview</h4> Stay'd is a rapidly growing vacation rental collective built to redefine hospitality at scale. We 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. <h4>The Opportunity</h4> 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: <ul><li dir="ltr">Direct bookings</li><li dir="ltr">Qualified homeowner leads</li><li dir="ltr">Brand expansion across multiple markets</li></ul> 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: <ul><li dir="ltr">Solutions Oriented – you solve problems, not point them out</li><li dir="ltr">Move Fast – you operate with urgency and bias toward action</li><li dir="ltr">No Ego – you collaborate, take feedback, and prioritize the team over individual credit</li></ul> You will own strategy, team development, and performance. <h4>What You'll Own</h4> <h4>Cohesive Brand Strategy (Across All Brands)</h4> <ul><li dir="ltr">Develop and implement a unified brand strategy across multiple brands and markets</li><li dir="ltr">Ensure consistent positioning, messaging, and visual identity while preserving local brand strengths</li><li dir="ltr">Elevate Stay'd into a recognizable and trusted umbrella brand</li></ul> <h4>Growth & Revenue Strategy</h4> <ul><li dir="ltr">Build and execute a full-funnel marketing strategy focused on direct booking growth and owner acquisition</li><li dir="ltr">Develop scalable systems that drive predictable lead flow across all brands within Stay'd</li><li dir="ltr">Establish CAC, LTV, and ROI benchmarks across channels and continuously optimize</li></ul> <h4>Paid Media (PPC + Meta)</h4> <ul><li dir="ltr">Oversee and optimize Google PPC, Meta ads, and retargeting strategies</li><li dir="ltr">Scale campaigns profitably with a strong focus on conversion, not just traffic</li><li dir="ltr">Lead internal and/or external media buying resources</li></ul> <h4>Funnel & Conversion Optimization</h4> <ul><li dir="ltr">Build high-converting landing pages, funnels, and lead capture systems</li><li dir="ltr">Optimize the full customer journey—from click to booking / signed owner</li><li dir="ltr">Implement A/B testing frameworks to improve conversion rates</li></ul> <h4>Direct Booking Engine</h4> <ul><li dir="ltr">Lead initiatives to reduce OTA reliance and increase direct booking share</li><li dir="ltr">Improve website UX, booking flow, and conversion strategy</li><li dir="ltr">Implement CRM, email, and remarketing strategies to maximize repeat bookings</li></ul> <h4>Lead Generation (Homeowners)</h4> <ul><li dir="ltr">Build and scale systems for owner lead generation</li><li dir="ltr">Execute targeted campaigns across digital, outbound, and offline channels</li><li dir="ltr">Develop messaging that converts homeowners at a high rate</li></ul> <h4>Email, CRM & Lifecycle Marketing</h4> <ul><li dir="ltr">Build and optimize email marketing, automations, and nurture sequences</li><li dir="ltr">Implement segmentation strategies for both guests and homeowners</li><li dir="ltr">Increase lifetime value through retention and re-engagement</li></ul> <h4>SEO & Organic Growth</h4> <ul><li dir="ltr">Develop and execute a long-term SEO strategy</li><li dir="ltr">Build content, backlink, and local SEO systems to drive organic traffic</li><li dir="ltr">Position Stay'd and its brands as category leaders</li></ul> <h4>Offline & Mailers</h4> <ul><li dir="ltr">Oversee direct mail campaigns and local marketing initiatives</li><li dir="ltr">Integrate offline channels into broader funnel strategy</li><li dir="ltr">Track attribution and performance across campaigns</li></ul> <h4>Team Building & Leadership</h4> <ul><li dir="ltr">Build and lead a high-performing marketing organization across:<ul><li dir="ltr">Paid Media</li><li dir="ltr">Content / SEO</li><li dir="ltr">Email / CRM</li><li dir="ltr">Creative</li></ul></li><li dir="ltr">Hire, mentor, and develop top talent</li><li dir="ltr">Establish KPIs, reporting structures, and accountability</li><li dir="ltr">Create a culture of ownership, speed, and continuous improvement</li></ul> <h4>What We're Looking For</h4> <ul><li dir="ltr">7–10+ years of marketing experience, with senior leadership experience</li><li dir="ltr">Proven track record of:<ul><li dir="ltr">Scaling paid media (PPC + Meta) profitably</li><li dir="ltr">Building and optimizing funnels and conversion systems</li><li dir="ltr">Driving direct bookings in hospitality, travel, or similar industries</li><li dir="ltr">Generating qualified inbound leads (real estate / homeowner acquisition is a plus)</li></ul></li><li dir="ltr">Strong experience building and leading teams—this is critical for success in this role</li><li dir="ltr">A true self-starter who takes ownership and drives initiatives forward without hand-holding</li><li dir="ltr">Someone who embodies our core values: Solutions Oriented, Move Fast, No Ego</li><li dir="ltr">Strategic thinker who can also execute when needed</li><li dir="ltr">Deep understanding of performance marketing, attribution, and growth metrics</li><li dir="ltr">Experience in vacation rentals, hospitality, real estate, or marketplaces is a strong plus</li></ul> <h4>Compensation</h4> <ul><li dir="ltr">$100,000 – $145,000 OTE</li><li dir="ltr">Performance-based incentives tied to growth metrics (direct bookings,lead volume, CAC targets, etc.)</li></ul> <h4>Why Join Stay'd</h4> <ul><li dir="ltr">Opportunity to build and lead the marketing function at a high-growth company</li><li dir="ltr">Direct impact on revenue, brand, and expansion strategy</li><li dir="ltr">Work across multiple brands and markets at scale</li><li dir="ltr">High-autonomy role with real ownership</li><li dir="ltr">Be part of building a dominant hospitality platform</li></ul> <h4>How to Apply</h4> If you've built and scaled marketing systems that drive real revenue—not just impressions—we want to hear from you. Please include: <ul><li dir="ltr">Examples of campaigns you've scaled</li><li dir="ltr">Metrics you've driven (ROAS, CAC, conversion rates, etc.)</li><li dir="ltr">Experience building teams and marketing infrastructure</li></ul>

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