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Account Executive - Remote - North America

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Hostaway
Remote/Work from Home position
Listed on 2026-09-16
Job specializations:
  • Sales
    B2B Sales, Account Manager, SaaS Sales, Sales Representative
Salary/Wage Range or Industry Benchmark: 90000 - 130000 USD Yearly USD 90000.00 130000.00 YEAR
Job Description & How to Apply Below

Job Description

NOTE:

This is a FULLY remote role, but the candidate must be within North America EST or CST to collaborate with their team, peers, and internal customers. P lease only apply if you are physically based within Location/Timezone.

Trusted by 20,000+ property managers worldwide, Hostaway is an industry leading, AI-powered vacation rental management platform designed for professional short-term rental operators. Hostaway brings everything together for greater efficiency and faster growth.

Profitable, high-growth, and the first short-term rental PMS unicorn.

As we continue our expansion into the NAM market in 2026, we’re looking for high-impact Account Executives to drive growth. With strong product-market fit and increasing demand, this role is critical to our success in the region. If you thrive in fast-paced environments and are passionate about building relationships, we want to hear from you.

About

The Role
  • Develop and execute a strategic account plan to achieve revenue targets within North American markets.
  • Build and maintain strong relationships with key stakeholders, including C-level executives and decision-makers.
  • Own the full sales cycle , with proven experience in both inbound and outbound activities.
  • Collaborate with marketing, product, and customer success teams to tailor solutions that resonate with clients.
  • Provide insights on market trends, competitor activities, and customer feedback to shape our North American expansion.
  • Maintain accurate and up-to-date records of all client interactions, opportunities, and activities in the CRM system.
  • Represent Hostaway at industry events, conferences, and networking opportunities to build brand awareness and expand our client base.
Job Requirements
  • 3+ years of B2B SaaS sales experience as an Account Executive, managing the full sales cycle.
  • You’re a results-driven, proactive individual with strong negotiation and problem-solving skills.
  • Proven business acumen and the ability to manage the complete sales cycle from lead to close, ideally in a fast-paced, transactional sales environment.
  • Proven track record of exceeding quotas in a fast-growth environment.
  • Excellent negotiation, communication, and relationship-building skills.
  • Ability to work autonomously and adapt in a dynamic, evolving market.
  • Familiarity with CRM tools (Salesforce, Hub Spot) and sales automation platforms.
What We Offer
  • Competitive Compensation:
    We offer competitive pay based on market rates in the country of the applicant.
  • 100% Remote:
    Enjoy the freedom to work from anywhere within your country of residence—be it a co-working space, your home office, or even your dining room table. The choice is yours. Just don’t ask to work in our office (we don’t have one).
  • Equity:
    Every role in our company comes with valuable stock options in a fast-growing and profitable company. This ensures we all share in the company’s success.
  • Values-Driven Leadership:
    Our Core Values are not just words we’ve written to make us feel good. We leverage them daily when making strategic and tactical decisions.
  • Professional Growth:
    Our rapid growth offers unparalleled learning and development opportunities, along with a multitude of career advancement opportunities.
  • Annual Paid Leave:
    The specific amounts vary by country and are aligned with country and/or contract-specific norms.
  • Geographic Specific Benefits:
    As an international employer, we offer different country-specific benefits such as Health Insurance and Pensions in countries where these perks are customary. The specifics depend on the country of the applicant.
  • Dynamic Team Culture:
    As a global company with team members in over 40 countries, our diverse and international culture fuels our innovation and creativity, providing a key pillar to our success (and making it a lot of fun to work here).

Thank you for your interest.

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