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Remote Senior Account Executive

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COMPANY NAME: WHEELHOUSE

Company Overview

We’re a fintech platform transforming the $400B+ flex rental market by helping short and mid-length stay providers, ranging from 1 to over 100,000 listings, drive revenue & growth from their portfolio.

At Wheelhouse, we like to move fast and innovation is at our core. We lead the vacation and short-term rental industry with a bi-weekly release cycle and a drive to challenge the status quo. This approach to innovation has earned us the "Innovation of the Year" award in both 2021 and 2023, while making our platform better for solving tangible, valuable customer problems.

Our remote-first, flexible work culture allows you to balance professional and personal life while staying part of a dynamic and connected team. We’re proud of our strong customer satisfaction, reflected in an NPS of 80+ and virtually no churn, thanks to our exceptional value and loyal customer base.

We value creativity and collaboration, encouraging strategic thinking and teamwork to tackle industry challenges. Excellence and accountability are central to our approach, setting high standards and empowering our team to take ownership. In our fast-paced environment, we embrace growth and innovation, always seeking new ways to enhance our platform.

Wheelhouse is a standout product that’s enjoyable to sell. If this excites you, keep reading for more details and consider applying today.

Position Summary

As a Remote Senior Account Executive at Wheelhouse, you'll represent the company to clients, partners, and the industry. You'll focus on building relationships with prospective clients in the vacation, short-term, and corporate rental sectors.

You will manage a sales funnel of qualified leads, overseeing a full cycle sales process (from prospecting to deal signature, aided by a shared BDR).

Your success will be driven by your ability to communicate effectively, address customer concerns, and demonstrate how our product can drive their success.

About You

We seek a proactive and accountable individual who tackles challenges head-on. Strong skills in both cold and warm outreach are essential for establishing connections and securing deals. Critical and creative thinking is crucial for enhancing processes and driving sales growth.

What’s In It For You

We offer competitive pay with an uncapped, scaled bonus plan and excellent benefits. Join a team that values "healthy hustle" and encourages work-life balance. We prioritize transparency and teamwork to support your professional and personal success.

Responsibilities

  • Maintain a funnel of 50-100 active prospects/leads across Wheelhouse sales phases, from prospecting to onboarding. Connect with potential clients via phone/video, build relationships, address objections, answer questions, and demo Wheelhouse Platform features.
  • Achieve Monthly, Quarterly, and Annual sales goals (based on portfolio size).
  • Learn to use the Wheelhouse platform to “show” rather than “tell” customers how they can successfully onboard and utilize it.
  • Coordinate with sales engineers and sales development representatives to support successful customer onboarding.
  • Develop personal strategies for outreach and sales relationship development.
  • Collaborate with team members to improve sales processes and strategies to optimize Wheelhouse sales infrastructure. Share opportunities with the marketing team to help better communicate the Wheelhouse value prop.
  • Shape our product to make it even easier to sell to your/our potential clients and play a key role in building a massive, industry-leading company with a passionate team.

Qualifications

  • 4 - 6 years of sales experience
    • Ideally, 2+ years of experience within the Short-term rental/vacation rental space
    • Slight preference (but not essential) for you to be based in Europe to help expand our offering there
  • Able to demonstrate exceptional communication & sales skills (listening, learning, clarifying, discovery through close)
  • You must be eager, accountable, and ready to be a fearless teammate who can help grow and sell the Wheelhouse revenue management platform.
  • Effective at cold and warm intros, building rapport & trust with potential customers quickly, and managing sales leads from outreach through signed deals.
  • Exceptional time management skills paired with the ability to work independently and thrive with minimal supervision.
  • Proficiency with CRM software, and a high aptitude for learning new software systems.
Compensation & Benefits

Annual Compensation (OTE): $165k - $230k based on experience

Benefits

  • Eligible to receive competitive option grants
  • Paid time off, such as PTO, sick days, and vacation days
  • Health insurance
  • Dental insurance
  • Vision insurance
  • Retirement benefits or accounts
  • Healthcare spending or reimbursement accounts, such as HSAs, FSAs, and HRAs
  • Wellness programs
  • Telecommuting options
  • Commuting/travel assistance
  • Flexible work schedules

SCHEDULE: For this remote role, you'll need to be flexible in meeting clients to help drive their business, including evenings and weekends.