Sales Development Representative

Job description

Work with us. Grow with us. Win with us.

Our team is looking for highly-energetic and ambitious individuals to join our Sales Team and help us achieve our goal at becoming the #1 software solution within this space. Do you have what it takes?

Hostaway is the fastest-growing global SaaS start-up in the vacation rentals industry. Our platform provides the best and most cost-effective solutions for property managers and vacation rental owners. Our major partners include Airbnb,, Expedia, VRBO, and several other leaders in the industry.

As the leading property management and vacation rentals platform (PMS and Channel Manager), our mission is simple: To build a cutting-edge product by teaming up with exceptional thinkers and passionate go-getters. We strive to foster the best environment for our team members, to cultivate growth and inspiration, and create an exceptional experience on the team.

Since launching in 2015, Hostaway has been rapidly expanding our teams in Toronto. As a fast-paced startup, our goal is to create a culture of self-starting individuals with a tenacity for learning and a sense of urgency born out of passion for growth.


What the role is all about:

We are looking for highly-energetic individuals with natural sales instincts and a passion for technology to join our growing Hostaway Sales team.  As an SDR @ Hostaway, you are responsible for the top of the funnel: converting Marketing Qualified Leads (MQLs) to SQLs, prospect into different territories, and scheduling meetings with the AEs. You are driven to take part in a wide variety of responsibilities that will help foster, qualify, and grow the pipeline with high-quality customers. You'll be wildly successful with a hunting/acquisition mindset while ensuring clients are successfully onboarded with the help of our Onboarding and Customer Success teams.

Are you a creative problem solver who isn't afraid to think outside the box and get their hands dirty?  We expect you to take ownership and teach your prospects how to successfully use our platform and translate the capabilities into value for their business. We're looking for candidates who can qualify and close.  You should value and practice transparency, have the humility to accept mistakes along the way, and continuously strive to improve both personally and professionally.

As an SDR you will:

  • Be the first point of contact for leads with inbound and outbound touches
  • Qualify prospects and create meetings between the prospects and our account executives.
  • Produce market research reports for marketing, product and management department
  • Work closely on a daily basis with multiple teams in order to accelerate our growth


  • A positive work hard, have fun attitude
  • Comfortable to cold call prospects
  • Competitively driven with a strong and collaborative teamwork mentality
  • Willingness and desire to learn, be coached and improve continuously
  • Driven to work with various global teams to improve our marketing campaigns and product improvements.
  • Experience in selling SaaS software based subscriptions is preferred
  • Prior experience in lead generation and SaaS sales is preferred
  • Exceptional communication skills (reading, writing, verbal)
  • Strong ability to quickly learn and adapt to change
  • Demonstrated success overachieving (professionally/ personally)
  • You have a keen interest in the STR tech industry
  • A positive work hard, have fun attitude

Who we are:

  • A global SaaS team with a culture that has Scandinavian values at heart, valuing openness, freedom, and success of the individual
  • Super fast-paced team currently doubling & tripling our teams, seeking out the leaders of tomorrow 
  • Diverse and open-minded. We don’t care much for labels nor traditional thinking
  • Our customers' success is our success!

We want to offer you:

  • A fantastic working environment with a team of the best people
  • Endless growth and career opportunities 
  • Annual company trips to exciting locations 
  • Support for potential future relocation to any one of our offices 

If this sounds like a team you’d like to be a part of right away - then we can’t wait to hear about you!

Let’s get in touch and discuss your next, big career move.