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 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)

Pay Transparency 

Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four 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. To find a location's zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information.

Zone A: $159,900 - $239,900
Zone B: $159,900 - $239,900

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.

Candidates may submit up to 9 active applications within a 60-day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.

Use of AI in Our Hiring Process

We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws. 

Contact us here with hiring practice or data usage questions.

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.

Privacy Policy

About Clutch

We’re on a mission to reinvent the way people buy, sell, and own cars. Are you game?

Clutch is Canada’s largest online used car retailer, delivering a seamless, hassle-free car-buying experience to drivers everywhere. Customers can browse hundreds of cars from the comfort of their home, get the right one delivered to their door, and enjoy peace of mind with our 10-Day Money-Back Guarantee — and that’s just the beginning.

Named five years in a row to the Globe & Mail’s list of the Top Growing Companies in Canada, and recognized on Deloitte’s Technology Fast 50™ and Fast 500™ lists, we’re looking to add curious, hard-working, and driven individuals to our growing team.

Headquartered in Toronto, Clutch was founded in 2017 and currently services Ontario, New Brunswick, Nova Scotia, British Columbia, and Prince Edward Island. Clutch is backed by world-class investors including D1 Capital, Canaan, Real Ventures, BrandProject, and Upper90. To learn more, visit clutch.ca.

About the Role

Shuttler Driver – Production (Enfield)

As part of Clutch’s Production team, the Shuttler Driver plays a key role in ensuring vehicles move efficiently through our onboarding and reconditioning process. This role supports inventory readiness by transporting vehicles safely and on time between vendors, storage locations, and Clutch facilities.

What You’ll Do

• Shuttle vehicles between vendors, storage yards, and Clutch facilities

• Support vehicle onboarding and detailing teams as required

• Assist with organizing vehicles in the warehouse and outdoor lots

• Conduct basic vehicle checks and report any issues or damage

• Ensure vehicles are handled safely and in line with company policies

• Maintain accurate records of vehicle movements

• Meet daily shuttle and turnaround targets

• Work closely with the Production team to support inventory readiness

What We’re Looking For

• High school diploma or equivalent

• Minimum class 5 driver’s license with a clean driving record

• Ability to drive manual transmission vehicles

• Previous driving, warehouse, or logistics experience preferred

• Strong attention to detail and safety awareness

• Reliable, responsible, and able to work independently and as part of a team

Other Items to Note

• Strong communication and problem-solving skills

• Customer-service mindset when interacting with vendors and partners

• Comfortable working outdoors and in a fast-paced environment

• Physically able to enter and exit vehicles frequently and stand or walk for extended periods

It’d Be Great If You Have

• Experience in an automotive, logistics, or production environment

• Interest in growing within automotive operations

Why You’ll Love It at Clutch

• Autonomy and ownership in your work

• Opportunity to grow your career within a rapidly scaling company

• Direct impact on inventory operations and customer experience

• Top-of-market compensation and benefits

• Above-market health and dental benefits

Employment Type

Existing, Full-Time

Compensation & Benefits

Salary range: $18.25 per hour
Comprehensive benefits including health, dental, vision, prescriptions, life insurance, and dependent coverage starting from day one. Pay decisions are based on skills, performance, market benchmarks, responsibilities, and working conditions.

Clutch is committed to fostering an inclusive workplace where all individuals have an opportunity to succeed. If you require accommodation at any stage of the interview process, please email talent@clutch.ca.

About Clutch:

We’re on a mission to reinvent the way people buy, sell, and own cars. Are you game?

Clutch is Canada’s largest online used car retailer, delivering a seamless, hassle-free car-buying experience to drivers everywhere. Customers can browse hundreds of cars from the comfort of their home, get the right one delivered to their door, and enjoy peace of mind with our 10-Day Money-Back Guarantee… and that’s just the beginning.

Named five years in a row to the Globe & Mail’s list of the Top Growing Companies in Canada and awarded spots on Deloitte’s Technology Fast 50™ and Fast 500™ lists, we’re looking to add curious, hard-working, and driven individuals to our growing team.

Headquartered in Toronto, Clutch was founded in 2017 and currently services Ontario, New Brunswick, Nova Scotia, British Columbia, and Prince Edward Island. Clutch is backed by a number of world-class investors, including D1 Capital, Canaan, Real Ventures, BrandProject, and Upper90. To learn more, visit clutch.ca.

About the role:

We are on a mission to build a world-class team that drives innovation, growth, and excellence. As we scale rapidly, we are introducing the Vehicle Detailer role to ensure that vehicles meet Clutch’s high presentation standards before delivery. This role focuses on cleaning and preparing vehicles in our reconditioning facility so they are presented to customers in excellent condition. You’ll work closely with production teams, contributing directly to quality and delivery targets.

What you’ll do:

• Perform interior and exterior cleaning of vehicles, including washing, vacuuming, polishing, and sanitizing (measured by vehicle cleanliness scores and production completion targets)

• Follow standardized detailing methods to meet both quality and time targets

• Inspect vehicles for cleanliness and identify any defects or areas requiring additional attention

• Use appropriate tools, cleaning agents, and detailing techniques to achieve company standards

• Ensure all detailing tasks are completed before vehicles proceed to the next production milestone or customer delivery

• Maintain inventory of cleaning supplies and request restocking as needed

• Operate and maintain detailing equipment safely and efficiently

• Adhere to workplace safety guidelines and proper handling of chemicals

• Keep detailing bays and work areas clean, organized, and free of hazards

• Collaborate with production and quality assurance teams to support daily workflow goals

What we’re looking for:

• High school diploma or equivalent

• Minimum Class 5 license (valid in Nova Scotia)

• Clean driver’s abstract with no major infractions

• Detail-oriented with high attention to quality and consistency

• Physically fit; able to lift up to 50 lbs and perform repetitive tasks, including bending and standing

• Able to commit to a full-time schedule of 40 hours per week, including overtime based on business needs.

Other items to note:

• Must demonstrate effective communication, ability to resolve issues, and customer service orientation

• Ability to work independently and as part of a team

• Adaptability in a reconditioning facility

• Physical and mental skill/effort required for detailing work

It’d be great if you have:

• Previous automotive detailing or production experience

• Familiarity with facility equipment and inventory processes

Why you’ll love it at Clutch:

• Autonomy & ownership – opportunity to build your process and influence the company workforce at every level

• Help shape the future of car buying and selling in Canada by leading a critical part of our customer experience

• Broad and direct ownership over vehicle presentation during a phase of rapid growth

• Dedicated to attracting and retaining top talent with top-of-market compensation packages

• Above market health & dental benefits

Employment Type:

• Existing, Permanent Full-Time

Compensation & Benefits:

• Wage: $17.00 per hour 

• Benefits: Comprehensive benefits plans include healthcare, dental care, vision care, prescriptions, life insurance, and dependent coverage; start from day 1. (Applicable for Permanent Full-Time)

• Pay decisions reflect objective criteria: skills, performance, market benchmarking, responsibilities, and working conditions

Clutch is committed to fostering an inclusive workplace where all individuals have an opportunity to succeed. If you require accommodation at any stage of the interview process, please email talent@clutch.ca