Hostaway

Account Executive - 100% Remote - North America

Hostaway • $80K — $120K *
Chicago, IL 60629In-Person
Business Services
Less than 5 years of experience
4 weeks ago
Job Overview by Ladders

Qualifications

  • 3+ years of B2B SaaS sales experience
  • Results-driven with strong negotiation skills
  • Strong business acumen for managing sales cycles
  • Proven track record of exceeding sales quotas
  • Excellent communication and relationship-building skills
  • Ability to work autonomously in dynamic environments
  • Familiarity with CRM tools like Salesforce or HubSpot

Responsibilities

  • Develop and execute strategic account plans to meet revenue targets
  • Build and maintain relationships with C-level executives
  • Own the full sales cycle, focusing primarily on outbound activities
  • Identify upsell and cross-sell opportunities for client retention
  • Collaborate with various teams to tailor client solutions
  • Provide insights on market trends to inform business strategy
  • Maintain accurate records of client interactions in CRM

Benefits

  • Competitive compensation based on market rates
  • Fully remote work from anywhere in the applicant's country
  • Equity in the company through stock options
  • Guided by core values in strategic decisions
  • Opportunities for professional growth and advancement
  • Annual paid leave aligned with country norms
  • Country-specific benefits like health insurance and pensions
  • Dynamic and diverse team culture across over 40 countries
Full 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.

About the role

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.

Responsibilities
  • 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


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).


About Hostaway

Hostaway is a vacation rental management software that helps property managers and owners to manage their vacation rental properties. The software provides a centralized platform for managing reservations, payments, guest communication, and other tasks. Hostaway integrates with various vacation rental marketplaces, such as Airbnb, Booking.com, and Vrbo, to help property managers and owners to increase their bookings and revenue. The company was founded in 2015 and is headquartered in Helsinki, Finland.
Learn more about Hostaway
Size
100 employees
Industry
Enterprise Technology
Founded
2015
5 Year Trend
+50%
Revenue
$10 million
* Ladders Estimates

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