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Head of Marketing & Growth

Miami, Florida

About Us
We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model.

As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size.

Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support.

We generate revenue through two primary streams:

  • Dedicated Team Members: Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees.
  • Tailwind - SaaS Platform: A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels.

Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers.

Our Values:

  • Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
  • Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
  • Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
  • Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
  • Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our Leadership Philosophy

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

 

Intro

 

This is not your typical job description. My name is Ari, founder of Extenteam. I got into the short term rental industry by mistake while I was getting my undergraduate degree in Industrial Engineering at USC in California back in 2009.

After running short term rental management companies for over a decade, I started Extenteam - a staffing and proptech company that helps short term rental operators. We grew to a team of 430 people, over 10MM ARR, but we also became complacent in the past years. We became stagnant. We focused on the wrong things, and rather than executing - we focused too much on strategizing. 

The people we had on were great people, but the wrong people for the type of company I want Extenteam to be. Everything changed at our South of France offsite in October 2025. 

 

We decided that while our dedicated team member unit ( legacy business) is relevant and important in the hospitality and real estate industry, AI and Automations are going to be the future of the short term rental industry.

We are on a mission to help our existing client base of 300+ property management companies to become more efficient and automate their operational processes using our Tailwind Platform.


The leadership team also decided that we want a new team that has an ownership mindset, is more prone to execution and being scrappy and getting s**t done, instead of strategizing.

If you are willing to roll up your sleeves, work with us and pursue excellence - and if you value delivering quality work, with urgency and pride, if you refuse mediocrity - and have an eye for details, and are a data driven person - who can help us double our revenue within 12 months, we want to talk to you.

 

This role would report to our CRO, who is based in London - but will have direct access to myself ( Founder). We are bringing our next cohort of hires in the office, in Miami - working in person. To ensure we remain relevant and competitive in our fast-paced environment, we prioritize in-person work. This approach fosters better communication and collaboration, leading to faster results.

 

If you are a doer, rather than a strategist - are willing to hustle side by side with a highly cognitive, fast performing team - please record a short one minute video, and explain why you want to be part of Extenteam.

 

If you read till here, below are the standard parts of the JD.

 

What You'll Own

Strategy & Leadership

  • Translate business objectives into a high-impact marketing strategy that drives measurable growth for multiple SKUs ( Tailwind Platform, x10Labs.AI, B2C Simplehost project and legacy business unit)
  • Define positioning and messaging that resonates with our target audiences in [B2B SaaS/proptech/short-term rentals]
  • Collaborate with the CRO and executive team to align marketing initiatives with revenue goals
  • Build the marketing function as we scale, eventually hiring and leading a team

Budget & Performance Management

  • Own the marketing budget ( over $500K/ annually) with relentless focus on ROI and performance optimization
  • Report monthly on pipeline contribution, MQLs, CAC, attribution, and other key KPIs
  • Make data-driven decisions on channel mix and resource allocation

Agency & Stakeholder Management

  • Lead and manage our digital and content agency partners - including hiring, firing, and performance management
  • Find and manage specialist ICs or contractors when needed
  • Align internal stakeholders across Sales, Product, and Operations on marketing priorities

Demand Generation & Sales Enablement

  • Drive qualified pipeline through ABM, paid media, webinars, content, and full-funnel campaigns
  • Equip the Sales team with compelling collateral, tools, and messaging that converts
  • Partner closely with Sales to understand buyer pain points and optimize conversion rates

Content & Digital Marketing

  • Oversee content strategy and execution across blogs, webinars, case studies, thought leadership, and video
  • Manage our website experience, SEO strategy, and social presence (LinkedIn, YouTube, TikTok)
  • Ensure content supports both top-of-funnel awareness and bottom-of-funnel conversion

Marketing Operations & Analytics

  • Ensure seamless marketing automation and CRM integration
  • Build dashboards and reporting infrastructure to track MQLs, attribution, web performance, and campaign effectiveness
  • Implement systems and processes that scale as we grow

Events & Brand Building

  • Lead strategy for industry conferences and signature brand activations
  • Build a brand presence that differentiates us in the market

Who You Are

Required:

  • 5-10+ years in B2B marketing with at least 3+ years in growth or performance marketing roles
  • Hands-on leadership experience: You've built or scaled marketing functions, ideally at a startup or high-growth company
  • B2B SaaS, proptech, or short-term rental experience (or adjacent industries)
  • Performance-driven mindset: You live in the data and make decisions based on metrics like CAC, MQLs, pipeline contribution, and attribution
  • Agency management experience: You know how to hire, brief, manage, and hold agencies accountable
  • Budget ownership: You've managed $500K+ marketing budgets and can show ROI
  • Strategic yet scrappy: You can zoom out to set strategy, then roll up your sleeves to write copy, build landing pages, or analyze spreadsheets
  • Excellent communicator: You can inspire executives, align cross-functional teams, and tell compelling stories
  • Must be within commutable distance of Miami, Florida or be willing to relocate

Bonus Points:

  • Entrepreneurial background: You've founded a company or been an early employee (employee #5-50) at a startup
  • Full-stack marketer: Experience across content, paid media, SEO, events, ABM, and marketing ops
  • Creative experimenter: You've launched unconventional campaigns or growth experiments that moved the needle
  • Team builder: You've hired and managed marketing teams or ICs
  • Technical fluency: Comfortable with marketing automation platforms (HubSpot, ActiveCampaign), GTM tools like (clay,intent analytics tools, and ad platforms)

Why Join Extenteam

  • Build from the ground up: Shape our marketing function and strategy—this is your chance to leave a mark
  • Executive visibility: Report directly to the CRO and collaborate with the leadership team including Founder & CEO
  • Ownership & autonomy: We trust you to own your domain and make bold decisions
  • Growth trajectory: As we scale, you'll build and lead a team
  • Competitive compensation: $140K-$180K base + 10-20% bonus + equity (0.25%-0.75%)
  • Miami-based team: Work alongside a talented, in-office team 4 days/week in Downtown Miami

Our Interview Process

  1. Intro call with Founder (30 min)
  2. Hiring manager Interview with CRO (60 min)
  3. Case study or take-home assignment (marketing strategy or campaign plan)
  4. Team interviews with [CTO, Head of Sales, and/or key stakeholders] (2-3 hours)
  5. Reference checks and offer We move quickly for the right candidate. You can expect to complete the process within 2-3 weeks.

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