Territory Account Executive, Halifax

Square; Halifax; On-site; CAD 90,000 - 130,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Family planning benefits

Job summary

Square is seeking a Territory Account Executive to own an entire sales territory. You will spend most of your week in the field, meeting local businesses, conducting live demos, and closing deals across Square’s full product suite.

You’ll build relationships, partner with other teams for a smooth onboarding, and drive a disciplined referral strategy to grow your pipeline. Ideal candidates have 3+ years of field sales experience, a track record of exceeding targets, and hands-on experience with

Qualifications

• 3+ years of sales experience in a full cycle closing role with field sales experience.
• Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals.
• Ability to drive deals independently in a fast-paced, dynamic environment.
• Business development experience (e.g. hunting and cold calling).
• Since this is a field position, you must have reliable transportation and live in the market you are serving.
• A collaborative and team player mentality.
• Prior Salesforce experience or equivalent.
• Nice to have: 2+ years of payment processing OR related technology; 1+ years of relevant audience experience.

Responsibilities

• Lead your market with disciplined, in-person execution and manage a high-activity field schedule.
• Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver demos, and close across Square’s product suite.
• Establish yourself as the go-to Square expert in your city and build trust-based relationships with local sellers.
• Build a high-velocity pipeline through door-to-door outreach, community engagement, events, networking, and partnerships.
• Master verticals such as restaurants, retail, and services, selling with a consultative, proactive approach.
• Maintain Salesforce pipeline, forecast accurately, and consistently exceed quota.

Skills

Field sales

Full-cycle closing

Sales targets

Door-to-door outreach

Salesforce

Tools

Salesforce

Job description

Square is building a best-in-class, high-impact field sales organization, and we are looking for an exceptional Territory Account Executive — someone who consistently exceeds expectations, takes full ownership of their territory, and brings Square’s mission of economic empowerment directly to the businesses that need it most.

This is a field-driven, execution-focused role designed for individuals who thrive in dynamic, demanding environments. You will spend most of your week out in the market — meeting businesses, conducting live demos, and closing deals with confidence. The pace is fast, the expectations are high, and your ability to operate strategically and decisively will determine your success.

You will serve as Square’s presence and competitive advantage in one of our highest-opportunity markets — responsible for building pipeline from the ground up, elevating Square’s visibility in your community, establishing high-value partnerships, and helping local businesses grow through our ecosystem of industry-leading software and hardware.

If you are motivated by impactful work, driven to outperform, and eager to join a high-performance team with high standards, this role is built for you.

You will:

Lead your market with disciplined, in-person execution

• Spend ~80% of your week in the field — walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.
• Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square’s full product suite.

Establish yourself as the go-to Square expert in your city

• Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.
• Partner cross-functionally to ensure a seamless onboarding experience and fast time-to-value for new sellers.
• Implement a disciplined referral strategy to turn every new customer into future opportunities.

Build a high-velocity pipeline from the ground up

• Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
• Work with channel partners to generate a consistent, high-quality referral stream that grows over time.

Master your verticals and sell with precision

• Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.
• Sell consultatively and competitively, staying proactive and strategic throughout the sales cycle.

Achieve exceptional results in a high-accountability environment

• Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.
• Measure performance frequently and improve continuously.
• Consistently exceed quota within a culture where high standards are the norm.

You have:

• 3+ years of sales experience in a full cycle closing role with field sales experience
• Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
• Ability to drive deals independently in a fast-paced, dynamic environment
• Business development experience (e.g. hunting and cold calling)
• Since this is a field position, you must have reliable transportation and live in the market you are serving
• A collaborative and team player mentality
• Prior Salesforce experience or equivalent
• Even better:
• 2+ years of payment processing OR related technology (i.e. payroll, loyalty, time management)
• 1+ years of relevant audience experience (experience working in/selling to restaurants, retailers or services based businesses)

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.