Account Executive - 100% Remote - North America

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.

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 Property Management Software unicorn 🦄. Join us at our most exciting stage yet! Learn more about our recent valuation and story here.

As we continue our expansion into the North American 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.

• 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. Your main focus will be outbound.

• Identify and pursue upsell and cross-sell opportunities to maximize client satisfaction and retention.

• 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.

• 3+ years of B2B SaaS sales experience

• You’re a results-driven, proactive individual with strong negotiation and problem-solving skills.

• Strong business acumen and ability to manage the entire sales cycle.

• 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, HubSpot) and sales automation

• 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. If you apply for this role, you will receive an email from our Talent Acquisition team after your application has been reviewed alongside the qualifications for this role and the qualifications of others who have applied.