Remote
SaaS
jobscollider
About this role
Description
NOTE: This is a FULLY remote role, but the candidate must be within US, EST or CST to collaborate with their team, peers, and internal customers. Please only apply if you are physically based within Location/Timezone.
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 PMS unicorn 🦄. Join us at our most exciting stage yet! Learn more about our recent valuation and story here.
Hostaway is seeking a highly motivated Sales Development Representative (SDR) to join our team and drive our growth in the North American market. We’re looking for driven, hungry, Sales professionals who are keen to make an impact with their work.
About the role
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.
Meet and exceed monthly/quarterly targets for qualified meetings and pipeline generation.
Requirements
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 bui
Tools & Tech Stack
Selling Motion
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
Manager-Level
Departmental buyers and team leads
Requirements at a Glance
Typical Day — SDR
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Location flexibility
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
How do you handle objections on cold calls?
Template questionWalk me through your typical outbound sequence.
Template questionHow do you research prospects before reaching out?
Template questionWhat metrics do you track daily?
Template questionSales Development roles are ideal stepping stones — top SDRs typically promote to AE within 12-18 months.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.
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