Program Management Organization Lead, Risk Product

  • Toronto, ON, Canada
  • Full-time

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 Program Management Organization Lead, you’ll report to a Senior Product Management Lead and lead a team of Program Managers within our Risk organization to deliver impactful programs that balance building excellent customer experiences while protecting Square and our Sellers from bad actors. You'll be responsible for leading complex and dynamic programs impacting the entire company -- from preparing the Risk Organization for new product launches across Square, to advising GMs on financial risk loss management, to driving large high impact cross functional projects -- you will accelerate delivery of programs at scale by guiding teams, making data-driven decisions, managing risks, and communicating with executives and partners. 

You will:

  • Lead a team of 4+ Program Managers  to ensure successful delivery of programs enabling teams to ship impactful and reliable products and platforms 

  • Build and maintain a center of excellence for best in class program management tools, processes, and frameworks to ensure the team's work is streamlined and optimized for complexity and velocity

  • Manage communications with executive partners to highlight inherent risks in delivery while working to define creative solutions to mitigate those risks

  • Work with Product Managers, Analysts, Operations Policy and Machine Learning/Data Science to evaluate risk associated with new product launches across the Seller team and create impactful risk mitigating strategies to protect our Sellers

  • Partner with our Portfolio Analytics team and Product Managers to scope and manage projects that reduce the financial risk profile of our established products

  • Build knowledge and trust of other teams to allow efficient execution of program plans, while playing the role of a trusted advisor to teams external to Risk


  • 8+ years of relevant experience as a Program Manager or Technical Program Manager at a technology company

  • 3+ years of people management experience

  • Experience driving successful programs while remaining objective, balancing priorities, and managing expectations

  • Excellent written & verbal communication skills 

  • Strong leadership skills with the ability to collaborate and build relationships across organizations, and bridge gaps between teams

Even better:

  • You have a payments or FinTech background and are passionate about the space

  • You understand the inner workings of different payment or non-traditional banking methods

  • You have experience managing fraud risk

  • You are comfortable using SQL

Additional Information

At Square, we value diversity and always treat all employees and job applicants based on merit, qualifications, competence, and talent. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We will consider for employment qualified applicants with criminal histories in a manner consistent with the requirements of the San Francisco Fair Chance Ordinance. 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