Sales Development Representative

  • Toronto, Canada
  • Full-time
  • Current Square Employee?: Apply via go/jobs

Company Description

When we launched the little white reader, we invented mobile, ubiquitous payments and enabled anyone to start, run, and grow a business. Ten years and billions of transactions later we’re reimagining commerce for businesses of all types and sizes—we’re enabling the independent electrician to send invoices, helping the beauty salon pay its employees, and giving the burgeoning coffee chain capital for a second, third, and fourth location. We’re working to find new and better ways to help businesses succeed on their own terms—and we’re looking for people like you to help shape tomorrow at Square.

Job Description

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

As the first line of contact, you understand the diverse needs of our merchants. You are quick on your feet and have the perseverance to overcome objections. You will become an expert in the products and services that enables merchants to grow 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:

  • Respond to marketing driven inbound leads
  • Quickly determine which customers are good product fits for Square
  • Build our business through outreach emails and phone calls
  • Learn to sell in a dynamic, fast-paced environment
  • Gain experience working closely with our sales, marketing and partnership teams
  • Be a brand ambassador for Square and create a fantastic first impression with our Sellers


You have:

  • A desire to grow your career in sales
  • A BA/BS degree or equivalent practical experience in a client-facing or sales role
  • Determination, positive attitude, and self-motivation
  • Critical thinking and strong decision-making abilities
  • No reservations communicating over the phone
  • An interest in implementing feedback, and dedication to the 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.