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Square

Senior SMB Sales Manager, Canada

Sorry, this job was removed at 06:31 p.m. (EST) on Saturday, Mar 22, 2025
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Remote or Hybrid
Hiring Remotely in Toronto, ON
Remote or Hybrid
Hiring Remotely in Toronto, ON

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We are looking for a Sales Manager to lead our growing team of Account Executives and increase revenue against individual, team and overall Sales goals.
As an experienced people manager with sales experience, you will lead a successful Sales team that generates success for our sellers and Square. You'll use insights and data to support and coach your AEs, while building a team culture of ownership and accountability. We expect this individual to be based in the Toronto area and occasionally work with a team of AEs in the office and co-selling in the field. You will work with Square sellers of all sizes and will report to the Head of Sales, Canada.
You Will:

  • Drive team over attainment across KPIs and Quota
  • Lead, mentor, and motivate a team of outbound account executives to achieve individual and team sales goals.
  • Create a team culture of trust, ownership, accountability, success and fun where people are encouraged to share information, constructively debate, and communicate freely
  • Support direct reports by participating in client and prospect meetings (remote & in-person)
  • Mentor and develop a team of senior salespeople which includes hiring, ramping and training new account executives
  • Use sales metrics to manage the team and individual AEs, tracking the results and succinctly reporting to senior management
  • Conduct weekly pipeline review and forecast meetings with AEs
  • Coach direct reports regarding strategies to drive revenue and customer success
  • Envision new and innovative ideas and approaches to drive performance


You Have:

  • 4+ years experience in people management, managing in a high velocity, Fintech/SaaS environment
  • 6+ years of sales experience with documented sales success and proven, consistent performance above 100% as an individual contributor.
  • Solid knowledge and experience in successful outbound tools and sales processes
  • Expertise in creating rigor around sales metrics and managing yourself or others to achieve metrics
  • History of executing and over performing on team KPIs consistently
  • Mentored, coached and onboarded salespeople in the past
  • History building teams with strong culture of accountability and experience with performance management
  • The ability to rapidly hire and train new account executives, while supporting tenured team members through development and performance coaching
  • The ability to streamline decision-making and consider the downstream and upstream effects of potential decisions
  • Leadership & selling experience in the Payment or IT tech industry is highly preferred.


We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.
We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we're doing to build a workplace that is fair and square? Check out our I+D page .
Block takes a market-based approach to pay, and pay may vary depending on your location. The successful candidate's starting pay will be determined based on the candidate's work location and may be modified in the future.
Canada: CAD $193,400 - CAD $290,200
Amounts listed above include target variable compensation.
Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.
Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we're helping build a financial system that is open to everyone.

Square Toronto, Ontario, CAN Office

Toronto, Ontario, Canada

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