Inside Sales Specialist - 100% Remote - North America

About the role

As an Inside Sales Specialist at Hostaway, you will be responsible for growing revenue from our existing customer base by selling add-on products and expansion opportunities. This is a mid-level, quota-carrying inside SaaS sales role focused on proactive outreach, customer demos, pipeline management, and closing commercial opportunities.

Responsibilities

• Sell add-on products to existing customers, including solutions such as Dynamic Pricing, Smart Locks, QuickBooks Online, and Insurance.
• Run high-volume outbound activity through calls, emails, and demos to generate and progress expansion pipeline.
• Manage the full sales cycle for add-on opportunities, from discovery and demo through objection handling, negotiation, and close.
• Partner with Customer Success Managers to identify customer growth opportunities and lead the commercial sales process.
• Maintain accurate pipeline and activity records in Salesforce, including next steps, close dates, forecasting, and follow-ups.
• Meet or exceed monthly and quarterly revenue targets by consistently creating and closing expansion opportunities.

Requirements

• 2 years of SaaS sales experience, ideally in inside sales, account management, expansion sales, or customer growth.
• Proven experience in a quota-carrying closing role, with a track record of meeting or exceeding revenue targets.
• Experience selling to existing customers, including upsells, cross-sells, add-ons, or product expansions.
• Comfortable with high-volume outbound sales activity, including calls, emails, follow-ups, and product demos.
• Strong discovery, qualification, objection-handling, and closing skills.
• Strong CRM discipline, ideally with Salesforce, for pipeline management, forecasting, and activity tracking.

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.
• 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).