Sales Development Representative

Hostaway

Sales Development Representative for an AI-powered vacation rental management platform in North America. Responsible for outbound prospecting, client engagement, and pipeline generation.

Posted 5/25/2026full-timeRemote • Alabama, Arizona, Colorado, Florida, Illinois, Massachusetts, Minnesota, Montana, North Carolina, South Carolina, Tennessee, Texas, Washington • 🇺🇸 United StatesJuniorWebsite

About the role

Key responsibilities & impact

Research and identify potential clients and key decision-makers within target industries and accounts in the North American market.
Conduct outbound prospecting activities, including cold calling, email outreach, and social selling, to generate interest and qualify leads.
Engage with prospects to understand their business needs, challenges, and objectives, and effectively communicate the value proposition of our products/services.
Collaborate closely with the sales team to develop and execute strategic outreach campaigns and follow-up strategies to drive engagement and conversion.
Maintain accurate and up-to-date records of all prospect interactions and activities in the CRM system.
Work closely with marketing to provide feedback on lead quality and campaign effectiveness, and leverage marketing materials to support outreach efforts.
Meet and exceed monthly/quarterly targets for qualified meetings and pipeline generation.

Requirements

What you’ll need

Previous outbound sales experience in a B2B SaaS environment.
Proven track record of exceeding targets and delivering results in a fast-paced, target-driven sales environment.
Strong prospecting and cold calling skills, with the ability to effectively engage and build rapport with prospects over the phone and via email.
Highly motivated self-starter with a proactive and entrepreneurial mindset.
Excellent organizational skills and attention to detail, with the ability to manage multiple tasks and priorities simultaneously.
Team player with strong interpersonal skills and the ability to collaborate effectively across departments.
Experience using CRM systems (e.g., Hubspot) and sales engagement tools (e.g., Outreach, SalesLoft) is a plus.
Fluent in English (written and verbal), with excellent communication skills.
A 2nd language would be advantageous.

Benefits

Comp & perks

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.
Equity: Every role in our company comes with valuable stock options in a fast-growing and profitable company.
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.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

outbound salesB2B salesprospectingcold callinglead qualificationpipeline generationtarget-driven sales

Soft Skills

strong interpersonal skillsorganizational skillsattention to detailself-starterproactive mindsetteam playercommunication skills