Chief Marketing Officer, CMO

Beachside VR

1d•$100,000 - $145,000

About The Position

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 You will own strategy, team development, and performance.

Requirements

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

Nice To Haves

Experience in vacation rentals, hospitality, real estate, or marketplaces is a strong plus

Responsibilities

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