Sales Development Representative, Canada

  • Toronto, Canada
  • Full-time

Company Description

We believe the economy is better when everyone has access. When everyone has room to grow. No one should be left out because the cost is too great or the technology too complex. We started with a little white credit card reader but haven’t stopped there. We’re empowering the independent electrician to send invoices, setting up the favorite food truck with a delivery option, helping the ice cream shop pay its employees, and giving the burgeoning coffee chain capital for a second, third, and fourth location. We’re here to help sellers of all sizes start, run, and grow their business—and helping them grow their business is good business for everyone.

Job Description

Square is looking for high-energy, driven professionals with sound business insight and natural sales instincts to join, and help build, our Sales Development organization. You will help lay the foundation of this sales effort through prospecting prospective sellers and articulating the value of Square for their business. As a Sales Development Representative, you will work strategically with our Sales team to qualify deals and create dramatic growth for the Account Executive team.

As the first line of contact, you are able to understand the diverse business needs of our merchants. You are quick on your feet, tenacious, and possess grit to overcome objections.  You will become an expert in the products and services that enables merchants to thrive with the Square ecosystem. You will use your convincing personality and passion for winning to raise the bar of success, documenting and tracking qualified opportunities to pass onto the Account Executive team. 

You will:

  • Rapidly respond to marketing driven inbound leads

  • Utilize effective phone skills to quickly identify merchants that are good fits for Square

  • Build our business through outreach emails and phone calls

  • Create a fantastic first impression to our merchants as you will be the brand ambassador for Square

  • Gain ample sales exposure and experience by partnering with our Account Executive team

  • Learn and maintain a firm understanding our sales process

  • Thrive in operating in a dynamic and fast-paced environment that is prone to changes


You have:

  • 1+ years of experience in sales or a related field 

  • A BA/BS degree or equivalent practical experience

  • A strong desire to grow your career in sales

  • Determination, positive attitude, and ability to self-motivate

  • Critical thinking and strong decision making abilities

  • Comfort operating in a fast-paced, dynamic environment

  • An assertive, resilient and persuasive personality

  • No reservations communicating over the phone

  • Coachability, interest in implementing feedback, and dedication to the consistent improvement of your craft

Additional Information

At Square, our purpose is to empower – within and outside of our walls. In order to build the best tools for the businesses and customers we support all over the world, we have to start at home with a workforce as diverse and empowered as our sellers. To this end, we take great care to evaluate all employees and job applicants equally, based on merit, competence, and qualifications. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law. We encourage candidates from all backgrounds to apply. Applicants in need of special assistance or accommodation during the interview process or in accessing our website may contact us by sending an email to assistance(at) We will treat your request as confidentially as possible. In your email, please include your name and preferred method of contact, and we will respond as soon as possible.