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The Mid-Market Account Executive will own the full sales cycle in EMEA, driving outbound strategy, managing 50-100 prospects, conducting demos, and collaborating with international teams to generate revenue from mid-market accounts.
Overview
Wheelhouse is seeking a high-velocity Mid-Market Account Executive to build our presence across Europe. The ideal candidate brings quota-carrying sales experience, a disciplined hunter mentality, and the ability to manage high-volume prospecting while delivering consultative, value-driven product demonstrations to scaling short-term rental management companies.
We're looking for someone who thrives in a fast-paced SaaS startup environment and has a track record of owning the full sales cycle—from cold outreach to closed-won. This is a founding team opportunity, so you must be comfortable adapting proven processes for a new market, iterating based on regional feedback, and working directly alongside regional leadership to capture a massive, untapped opportunity.
Success in this role requires a diligent, focused mindset, the ability to manage velocity without sacrificing relationship quality, and the chops to turn pipeline activity into predictable revenue. The ideal candidate is a collaborative self-starter who works well cross-functionally and cross-time-zone, coordinating with US and EU teams through clear communication and strong async habits—while always looking for ways to improve themselves, their territory, and our go-to-market motion.
If you're energized by the short-term rental industry, love the thrill of the hunt, and want to be a foundational member of our EMEA expansion—we'd love to hear from you!
The Role
We're looking for a disciplined "hunter"—someone who maintains velocity, loves converting skeptics into believers, and brings rigor to process. You are organized and driven, excited to speak with potential clients daily about revenue management software & trends. You would excel at building trust quickly, listening to pain points, and demonstrating how Wheelhouse solves them.
What you'll be doing:
- Own the sales cycle from cold outreach to closed-won for mid-market accounts (50–200 properties per customer) across EMEA.
- Drive your own outbound strategy. Identify high-potential targets, build sequences, and book your own discovery calls.
- Maintain a healthy funnel of 50–100 active prospects. Move deals quickly through the pipeline without sacrificing quality.
- Conduct compelling demos, effectively communicating product features and benefits to property managers across diverse European markets.
- Feed critical frontline insights back to EMEA leadership and product teams to shape regional strategy.
- Work collaboratively with your international sales colleagues – sharing what’s working, solving what’s not, and supporting a culture of excellence.
- Navigating time-zone differences through strong documentation and async communication to maintain momentum while keeping a largely Europe-based schedule.
Qualifications
Requirements:
- 2+ years of quota-carrying outbound sales experience (SaaS preferred). Track record of hitting or exceeding targets
- Effective communicator with strong objection-handling skills
- Comfort with cold calling, email sequencing, and creative prospecting
- Exceptional listening and presentation skills
- Ability to interpret data and communicate learnings clearly
- Fluent in English
- CRM / reporting proficiency (HubSpot, Gong, etc.)
- Self-motivated and organized. Ability to manage your day effectively in a remote environment
- Based in Europe and able to work primarily in UK/CET business hours.
- Travel - 10%
Preferred:
- 3+ years in the Short-Term Rental industry
- Multi-lingual proficiency. Most helpful languages include Dutch, Danish, German, Portuguese, Spanish, Italian or French
- SaaS startup experience
- Dynamic Pricing / Revenue Management / Market Data software experience
- Familiarity with core RM concepts (or eagerness to learn)
Your First 90 Days:
- Month 1: Learn the Wheelhouse platform, develop your pitch, and shadow the your sales colleagues. Meet your Wheelhouse teammates, absorb the culture, review recorded sales cycles and study the fundamentals of revenue management.
- Month 2: Begin leading sales calls with support. Begin developing pipeline. Launch your outbound campaigns and work towards managing a full schedule of demos.
- Month 3: Iterate, improve, close. Build pipeline. Continue synthesizing all your learnings, adapt and execute top-of-funnel outreach, and progress towards a post-ramp status.
Perks and Benefits:
- Competitive salary ($50k - $60k USD DOE), OTE ($100k- $110k USD DOE) and equity
- Unlimited PTO
- Competitive Benefits plan depending on country of residence
About Us:
Wheelhouse is a fintech platform for the $500B+ flex rental space. Most specifically, we enable short & mid-length stay providers with 1 to 100,000+ listings to earn 20%+ more from their rental properties.
In 2021, our target customer segment voted our platform “Innovation of the Year” at the Data & Revenue Management conference. This sentiment is shared by our customers, as evidenced by our platforms low churn and rapidly growing ARPU. In 2022, we closed a significant funding round, with participation from many of the best tech, travel & real estate investors. We’re lucky to have a long runway, low burn, and rapidly growing revenue.
As a team, we enjoy shipping products our customers love, on time or ahead of schedule, while balancing work/life & having fun together. We’re best described as transparent & collaborative, and we strive to set our teammates up for success - both professionally & personally. We’re a remote-first, work-anywhere, and “yes - you should make time for that adventure/vacation” company, who believes that “healthy hustle” is the key to good growth.
We’re experienced business & product builders who have founded multiple companies together, know our category extremely well, and recognize how rare/special it is to be perfectly positioned around a big opportunity with a very strong cross-functional team.
We’d be eager to say hello and learn more about you!
Top Skills
CRM
Gong
Hubspot
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