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

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

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