Machine Learning Modeler, Human Outreach Recommendations

  • Toronto, Canada
  • Employees can work remotely
  • Full-time
  • Position open to remote: Yes

Company Description

Square builds common business tools in unconventional ways so more people can start, run, and grow their businesses. When Square started, it was difficult and expensive (or just plain impossible) for some businesses to take credit cards. Square made credit card payments possible for all by turning a mobile phone into a credit card reader. Since then Square has been building an entire business toolkit of both hardware and software products including Square Capital, Square Terminal, Square Payroll, and more. 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

As a Machine Learning Modeler within the Growth Data Science team focused on Human Outreach Recommendations, you will lead projects that help Square grow through remarkable customer experiences with our Sales and Account Management teams. The team exists to increase data driven intelligence and automation in the sales cycle, both for existing and prospective Square sellers. Using machine learning to power the best product, feature and content recommendations, we arm our Account Executives and Account Managers with the knowledge to serve Square’s customers using a unique and personalized approach. Our algorithms obtain value from our unique, rich, and growing data. We partner with business, product, operations and engineering teams to guide better decisions. We’re a passionate team of specialists, statisticians, and optimizers who are resourceful in distilling questions, wrangling data, and driving impactful business decisions.

You Will:

  • Lead, design and develop scalable ML models to support the explosive growth of Square’s Sales and Account Management teams as they serve our rapidly expanding customer base.

  • Own machine learning models end-to-end, from the initial idea stage to live experimentation and iteration.

  • Collaborate with engineers, analysts, data scientists and other Machine Learning Engineers to train, deploy, and test machine learning models using state-of-the-at techniques.

  • Help build the next generation of data products at Square.


You Have: 

  • 3-5 years of relevant industry experience.

  • A quantitative degree such as software engineering, computer science, machine learning, artificial intelligence, mathematics, economics or a similar technical field. Graduate experience is strongly preferred but not required.

  • Experience with cloud computing platforms, such as AWS, Google Cloud or Azure.

  • Ability to produce scalable and robust production-quality code incorporating testing, evaluation, and monitoring.

  • Experience with designing and evaluating A/B tests for newly launched models and data products.

  • Ability to create interactive data visualizations with D3.js or equivalent is a big plus.

Technologies we use:

  • Python (numpy, pandas, sklearn, xgboost, TensorFlow, etc.)

  • Google Cloud Platform, SQL (Snowflake)

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.


At Square, we want you to be well and thrive. Our global benefits package includes:
  • Healthcare coverage
  • Retirement Plans
  • Employee Stock Purchase Program
  • Wellness perks
  • Paid parental leave
  • Paid time off
  • Learning and Development resources