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[Remote] Sales Manager (Account Executives) - 100% Remote - North America

Remote, USA Full-time Posted 2026-06-16

Note: The job is a remote job and is open to candidates in USA. Hostaway is an industry leading, AI-powered vacation rental management platform designed for professional short-term rental operators. They are seeking a highly motivated and experienced Sales Manager to lead and expand their sales team focused on the NAM market, driving revenue growth and developing a team of Account Executives.


Responsibilities

  • Lead, mentor, and scale a high-performing team of remote Account Executives across the NAM region. Foster a positive, collaborative, and results-driven culture
  • Set clear sales targets and KPIs. Conduct regular pipeline reviews, 1-on-1s, and coaching sessions to ensure the team meets and exceeds individual and collective goals
  • Develop and implement a comprehensive sales strategy for the NAM market, identifying key growth opportunities, target segments, and effective go-to-market tactics
  • Take ownership of the NAM sales pipeline from lead to close, ensuring predictable and consistent revenue growth
  • Continuously refine and improve sales processes, tools, and methodologies to increase efficiency and effectiveness
  • Work closely with Marketing, Customer Success, and Product teams to ensure alignment, provide market feedback, and contribute to the overall success of the company
  • Serve as an expert on the NAM vacation rental market, staying informed about industry trends, competitor activities, and customer needs to inform sales strategy
  • Deliver accurate and timely sales forecasts, reports, and performance analysis to senior leadership

Skills

  • 5+ years of experience in a sales role, with at least 2-3 years in a sales management or team lead position, preferably within a B2B SaaS environment
  • Deep understanding of the diverse business cultures, languages, and market dynamics across the NAM region
  • Demonstrated success in managing and motivating a fully remote, geographically distributed sales team
  • Proficient with modern sales tools, including CRM software (e.g., Salesforce, HubSpot), sales engagement platforms, and communication tools
  • Strong analytical skills with the ability to use data to drive decisions, forecast accurately, and manage team performance
  • Exceptional verbal, written, and interpersonal communication skills. You are a natural coach and relationship-builder
  • Proactive, organized, and able to thrive in a fast-paced, autonomous remote work environment
  • Proven experience in the vacation rental, property management, or hospitality technology (PropTech/HospiTech) industry is a bonus

Benefits

  • 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.
  • 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).

Company Overview

  • Hostaway is a technology company that provides a platform for property management, focusing on bookings and guest communication. It was founded in 2015, and is headquartered in Toronto, Ontario, CAN, with a workforce of 201-500 employees. Its website is http://www.hostaway.com.

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