Senior Manager, Field Sales

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn't work together.
So we expanded into software and started building integrated, omnichannel solutions - to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we've embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.
Today, we are a partner to sellers of all sizes - large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We're building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.
The Role
Square is looking for a sales leader to lead our newly established field sales organization. Our goal is to bring a local experience to our Sellers (aka customers/merchants) everywhere. You will engage with our Territory AEs and Sellers in an authentic way, demonstrate Square's mission of economic empowerment and provide a local presence.
Reporting into our Head of Field Sales, this role is a frontline and strategic leadership role where you'll manage a team of 5-7 quota carrying high velocity Territory Account Executives. You will help build a vision and strategy plan for winning market share in your assigned cities. Travel minimum of 50% to co-sell with the sales team.
You Will

• Plan, organize and lead our field sales team focused on selling to SMB merchants (less than $50M in revenue) restaurants, retailers and service-based businesses in our largest and highest potential markets
• Partner cross-functionally to build top of funnel leads, referrals, connect with local partners, attend/host local events within your community to generate new business, kickstarting the flywheel and build Square's brand awareness within designated cities
• Build a sales culture that embraces individual/team development, co-selling, coaching, recognition, and accountability
• Build and execute a business plan with your team that outlines how to capture and retain market share in your assigned cities
• Be responsible for ramping your team, leading your team to reach KPIs and revenue targets and traveling to perform in-person selling alongside your team.
• Demonstrate exceptional judgment, and engender trust with your team, peer leadership, senior management and cross functional partners
• Embrace and communicate change management along with an ability inspire and motivate team members

You Have

• 8+ years of sales success in a high growth company
• 5+ years of leadership experience, experience leading a team of field account executives
• Experience scaling and overseeing a large Field Sales team
• Experience in high transaction volume SaaS application or financial services sales
• Data-driven mindset - understand and make decisions through consistent review of KPIs (SaaS, win rates, activations, activities) and identify market growth indicators (drop-ins, in-person sales motion, resources)
• Proven track record of creating a winning culture that performs at a high level
• Experience in a metrics-driven sales organization
• Experience working with cross-functional teams and departments in a rapidly growing environment
• Experience communicating and managing relationships with senior executives

Block takes a market-based approach to pay, and pay may vary depending on your location. Canada locations are categorized into one of two zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.
257,000 - 386,000 CAD
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 throughout the recruitment process. If you require an accommodation, let your recruiter know. Want to learn more about what we're doing to build an inclusive workplace? Check out our Inclusion & Diversity page .
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.