Manager, Field Sales - Toronto
Job Fit Check
Base Career helps you apply smarter for this job.
Key skills for this role
About the Role
Square is looking for a Field Sales Manager to lead and develop a team of Territory Account Executives in Toronto. The role involves coaching in-market, managing pipeline and KPIs, and building a high-performance culture.
Key Skills for This Role
Responsibilities
- Develop Territory Account Executives through active, in market coaching
- Model world class selling by joining prospect and customer meetings
- Spend significant time in the field strengthening local relationships and fueling pipeline creation
- Manage pipeline and KPIs with rigor, diagnosing gaps and identifying risks
- Run disciplined weekly pipeline, forecast, and deal reviews
- Use data backed insights to coach AE effectiveness and elevate sales execution
- Create an environment defined by trust, clear expectations, ownership, and open communication
- Hire, onboard, and develop AEs to ramp quickly and consistently exceed quota
- Become a product and competitive expert, ensuring team can articulate Square's value
- Build scalable, repeatable field sales motions to increase funnel quality and accelerate growth
Requirements
- 8+ years of sales success, ideally in a high growth environment
- 5+ years of leadership experience, preferably managing field account executives
- Experience in high transaction SaaS or financial services sales
- Strong bias toward action and experimentation
- Track record of building a winning, high performing culture through hands on leadership and coaching
- Extensive experience operating in a metrics driven sales organization
- Proven ability to influence and collaborate with cross functional partners
- Experience scaling and overseeing large Field Sales teams
- Strong ability to communicate and build relationships with senior executives
- Excellent interpersonal, leadership, organizational, and communication skills
Full Job Posting
The Role
- Square is building a world class, high accountability field sales organization
- Looking for a leader who is both a coach and a builder
- You will be the driving force behind a disciplined, insight led sales motion blending in person selling with proactive outbound strategy
You Will
- Lead with expertise in the field: develop Territory Account Executives through active, in market coaching
- Model world class selling by joining prospect and customer meetings
- Spend significant time in the field strengthening local relationships and fueling community driven pipeline creation
- Operate in the details: manage pipeline and KPIs with rigor
- Run disciplined weekly pipeline, forecast, and deal reviews
- Use data backed insights to coach AE effectiveness and elevate sales execution
- Build a high performance, high accountability culture
- Hire, onboard, and develop AEs to ramp quickly and consistently exceed quota
- Scale expertise, process, and go to market effectiveness
- Become a product and competitive expert
- Build scalable, repeatable field sales motions
- Partner and innovate across the business
You Have
- 8+ years of sales success, ideally in a high growth environment
- 5+ years of leadership experience, preferably managing field account executives
- Experience in high transaction SaaS or financial services sales
- Strong bias toward action and experimentation
- Track record of building a winning, high performing culture through hands on leadership and coaching
- Extensive experience operating in a metrics driven sales organization
- Proven ability to influence and collaborate with cross functional partners
- Experience scaling and overseeing large Field Sales teams
- Strong ability to communicate and build relationships with senior executives
- Excellent interpersonal, leadership, organizational, and communication skills
Pay Range
- Zone A: $202,000—$304,000 CAD
- Zone B: $202,000—$304,000 CAD
- Amounts listed above include target variable compensation
Apply for this job in 1 click
Skip the repetitive application forms
Install the Base Career Chrome Extension and autofill job applications across major job boards with your profile.
Trusted by over 500,000 job seekers on Base Career
More from this employer
More jobs at Block
Oracle Fusion Techno-Functional Developer - Remote, Canada
Toronto, CAN
Block is looking for a strategic, hands-on Oracle Fusion Techno-Functional Developer to lead finance technology transformation. You will architect scalable financial solutions, build intelligent integrations, and drive A
Senior Finance Systems Engineer: Oracle Fusion - Remote, Canada
Toronto, CAN
Block is looking for a strategic, hands-on Systems Engineer to lead finance technology transformation, owning the architecture and scaling of the technology stack powering core financial engines. This role requires deep
Senior Finance Systems Engineer: Oracle Fusion - Remote, Canada
Toronto, CAN
Block is looking for a strategic, hands-on Systems Engineer to lead finance technology transformation with Oracle Fusion. You will architect scalable financial solutions, build intelligent integrations, and drive AI-firs
Manager, Field Sales - Toronto
Toronto, CAN
Block (Square) is looking for a Manager, Field Sales to lead a high-accountability field sales organization in Toronto. You will develop Territory Account Executives through active coaching, manage pipeline and KPIs, and
Oracle Fusion Techno-Functional Developer - Remote, Canada
Toronto, CAN
Senior Finance Systems Engineer: Oracle Fusion - Remote, Canada
Toronto, CAN
Senior Finance Systems Engineer: Oracle Fusion - Remote, Canada
Toronto, CAN
Manager, Field Sales - Toronto
Toronto, CAN