Head of Marketing at VALHALLA SERVICES LLC

Chicago, Illinois, United States -

Full Time

Start Date

Immediate

Expiry Date

13 Jul, 26

Salary

0.0

Posted On

15 Apr, 26

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Marketing Strategy, Performance Marketing, SEO, PPC, Email Marketing, Lifecycle Marketing, Lead Generation, Budget Management, Data Analytics, AI Adoption, Team Leadership, Stakeholder Management, Conversion Rate Optimization, Attribution Modeling, Strategic Planning, Project Management

Industry

Hospitality

Description

Description About Monarch Collective & the opportunity Monarch Collective is a national vacation rental management platform – we acquire, operate, and scale local vacation rental brands across the U.S. Each brand keeps its local identity: the relationships, the reputation, the market knowledge. Behind them is a centralized platform with a specialized infrastructure — including growth marketing, revenue management, data and analytics, finance, and operations. Founded in 2022, the model is successful and growing – with twenty-one brands across major U.S. vacation markets and growing – and we're just getting started. We have an active acquisition pipeline to keep growing. Every deal adds new brands, new homeowners, and more scale to the platform. This is a company building toward something much larger than where it is today, and we believe marketing is one of the biggest levers to get there. We are looking for a Head of Marketing to own performance of the function across the entire Monarch portfolio. The role will have two mandates: drive profitable direct bookings on the guest side, and generate quality homeowner leads that bring new inventory into our brands. You'll set the strategy, define the target customers, build the playbooks, and own the results. A big part of this role is working across a portfolio of local brand operators who know their markets well. Your job is to earn their trust, give them tools that work, and raise the bar on what their marketing efforts can do. We intentionally operate lean and are not building a large marketing department. Our goal is a small, high-caliber team that consistently outperforms its size – and we believe AI is a key enabler of that advantage. We want someone who's already using AI to do things faster and better – whether that's replacing agency work, automating reporting, generating content, or running tests that would've taken more resources and time. The right person will look at our current setup and immediately see opportunities to operate more effectively with the resources we have. What you'll own Marketing strategy and results across both guest and owner acquisition. Direct booking performance: SEO, PPC, email, lifecycle, website conversion, and any other channels that make sense as we evolve. Owner lead generation, working closely with local GMs and sales teams to make sure leads convert – quality, over quantity is important here. Build and establish the marketing operating system: KPIs, reporting, dashboards, weekly rhythms. Manage a seven-figure marketing budget – including agency and vendor decisions. What's working , what's not, and where AI or internal work gets a better result for less cost. Drive AI adoption across marketing as a core part of how the team works every day. Lead and manage a small team, creating a high performance culture. Build trusted relationships across the portfolio. The brand leaders need to see you as their marketing thought partner and leader, not someone with mandates for mandates sake. What the first year should look like There's a KPI framework in place for guest marketing and owner marketing that is adopted and value add. Direct bookings are up, and you can clearly explain what drove it. Owner leads are better – more volume, better quality, and a repeatable system behind it. Agency spend is sensible. You've cut what wasn't delivering and moved the budget to what is. AI is part of the daily workflow. The brand operators trust you. They come to you for input. There's a clear operating rhythm: weekly cadence, dashboards that everyone knows what's working and what isn't from a marketing standpoint. What We’re Looking For You bring 7+ years of relevant experience, with a track record of increasing ownership and impact over time. You’ve driven real business outcomes through marketing – revenue, leads, efficiency, ROI. Not just impressions or brand awareness decks. You’re analytically sharp. Funnels, attribution, CAC, conversion, and resource allocation are second nature to you – and you use them to make decisions, not just report on them. You’ve owned and deployed a seven-figure marketing budget with intention. You can clearly articulate where you invested, why, and the trade-offs you made across channels, agencies, and in-house builds. You’ve built or led a marketing function through a growth phase – hiring, systems, and stack selection – with a focus on creating leverage, not just adding resources. You’ve operated in multi-brand, multi-location, or distributed environments and know how to execute without relying on top-down authority. You’re a builder. You’d rather design the system than inherit one, and you’re comfortable creating clarity where it doesn’t yet exist. You operate as a player–coach. You’re willing to stay close to the work while building and leading a high-performing function. You’re already leveraging AI in a meaningful way – not just exploring it. You can point to specific examples of how it has expanded your capabilities, improved speed, or driven better outcomes. Experience in hospitality, travel, vacation rentals, property management, marketplaces, or home services is a plus. We place greater weight on how you think and execute than on your prior industry experience though. Success in this role comes from operating comfortably in ambiguity, balancing player–coach responsibilities, and building with intention rather than scale. You’ll thrive if you’re energized by doing the work, shaping the system, and driving outcomes without needing heavy structure or building a large team to do so.

Responsibilities

The Head of Marketing will own the marketing strategy across the entire portfolio, focusing on driving profitable direct guest bookings and generating quality homeowner leads. This role involves building a high-performance marketing operating system, managing a seven-figure budget, and leading AI adoption to maximize team efficiency.