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

At Clutch, we are reinventing the way Canadians buy and own cars. We had enough of traditional dealerships that took advantage of customers and knew that we could build an incredible car-buying experience while leaving a positive impact on the communities we serve. Recently named one of the Fastest Growing Canadian Companies by the Globe & Mail and one of the Top Canadian Startups by LinkedIn, we’re looking to add to our great team of people who embrace hard things, think like owners, and love to help their teammates.

We pride ourselves on our high-quality certified vehicles, great prices, and customer experience. By visiting clutch.ca, customers can browse a large selection of high-quality vehicles, buy a car that's right for them, and enjoy seamless delivery—all from the comfort of their homes.

Founded in 2016 and headquartered in Toronto, Clutch services Alberta, British Columbia, Nova Scotia, New Brunswick, Newfoundland, Ontario, Prince Edward Island, and Saskatchewan. We are backed by world-class investors including D1 Capital Partners, Canaan, BrandProject, Real Ventures, Upper90, FJ Labs, Global Founders Capital, and Azure Capital Partners.

About the Role

We are seeking a Vehicle Inspector to join our vehicle operations team. In this role, you will inspect and process incoming vehicles, ensuring each car meets Clutch’s high standards before it enters reconditioning or sales. You will document vehicle condition, identify issues, and coordinate with internal teams to maintain a smooth workflow.

What You’ll Do:

• Inspect incoming vehicles for damage, cleanliness, and mechanical issues.

• Identify and report problems that fall outside Clutch’s quality standards.

• Move, start, and park cars around the lot safely and efficiently.

• Track inspection results using checklists and digital tools.

• Collaborate with reconditioning, detailing, and mechanical teams to prioritize vehicle flow.

• Perform basic troubleshooting for minor vehicle issues.

• Keep work areas organized and follow all safety procedures.

What We’re Looking For:

• Strong attention to detail and ability to follow processes accurately.

• Comfortable working outdoors in all seasons.

• Basic knowledge of cars or willingness to learn.

• Minimum Valid Class 5 License with a clean abstract.

• Able to drive automatic vehicles; manual is a plus.

• Comfortable using tablets or basic computer software.

• Reliable, team-oriented, and willing to pitch in where needed.

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

It'd be Great if You Have:

• Previous experience in automotive, logistics, or warehouse operations.

• Familiarity with Google Sheets or other digital tools.

• Ability to drive manual transmission vehicles.

Why You’ll Love It at Clutch:

• Autonomy & Ownership – play a key role in ensuring vehicles meet Clutch’s high standards.

• Career Growth – opportunities to develop skills in automotive operations.

• Team Environment – collaborate with passionate colleagues committed to quality and efficiency.

• Competitive Compensation – hourly wage with overtime opportunities.

Employment Type

• Existing, Permanent Full-Time

Compensation & Benefits

• Wage: $18.25 per hour 

• Overtime opportunities

• Health & dental benefits

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 also 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 looking for a Licensing Admin  who will be responsible for maintaining the daily vehicle operations at Halifax, Nova Scotia. This role is an integral part of our Field Operations team, as you’ll be completing a large volume of admin tasks before each scheduled delivery. Ensuring that you deliver an incredible customer experience is a key part of this role. Reporting to the Field Operations Supervisor, the successful candidate for this role is a highly motivated self-starter willing to take ownership of various key administrative tasks and has previously worked in a customer experience-focused role.

What you’ll do: 

• Work extensively with Google Sheets to gather and manage data required for daily licensing activities.
• Work with the Clutch software database to retrieve data for licensing purposes and maintain accurate digital records to support the completion of licensing procedures.
• Collaborating with the Revenue, Field Operations and Production teams to coordinate the timely and accurate completion of licensing.
• Filing documents and storing them manually as well as digitally.
• Investigated inquiries from the sales team and proactively resolved any issues related to licensing to ensure smooth operations

What we’re looking for: 

• Education: Minimum High school diploma or equivalent
• Experience: 1+ years of administrative experience
• Valid License
• Ability to multitask and prioritize competing demands
• Technology savvy (Google Drive, Slack, etc.)
• Previous vehicle licensing experience is strongly preferred
• Previous administrative experience is strongly preferred

Why you’ll love it at Clutch: 

• Autonomy & ownership – opportunity to build your process and influence the company workforce and at every level.
• Help shape the future of car buying and selling in Canada by leading a critical part of our customer experience.
• You’ll have a broad and direct ownership over licensing and admin during a phase of rapid growth.
• We are dedicated to attracting and retaining top talent with top-of-market compensation packages.
• Above market health & dental benefits.

Employment Type:

• Backfill, Permanent Full-Time

Compensation & Benefits:

• Wage: $22 per hour
• Benefits: Comprehensive benefits plans include healthcare, dental care, vision care, prescriptions, life insurance and dependent coverage; start from day 1. 
• 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.

Want to work in technology at an investment bank?

Graduate training, ongoing support, opportunities at leading global employers – the Alumni graduate program gives you everything you need. (And don’t worry, there’s no training bond. No exit fees, no hidden catches).

Here at mthree, we pair great graduates with brilliant global businesses. Our clients include tier one investment banks and other organizations across a range of industries, from insurance to healthcare to travel.

mthree has an exclusive partnership with Columbia Univ. School of Engineering. All mthree Alumni are eligible to receive two Executive Education certificates from Columbia Engineering as part of their Academy and industry placement experience at no cost. Further, all participating Alumni will have access to the Columbia Engineering network and ongoing training.

What you'll do:

Production support plays a vital role in enterprise technology, from algorithmic trading engines to regulatory reporting.

Think of it as healthcare for technology. As a production support analyst with mthree, you’ll be on a shared mission to look after the technical systems and processes other teams rely on.

As a Production Support Analyst, you’ll: 

• Provide 24/7 production support for high-availability trading, risk, and batch-processing applications.
• Monitor system health, application performance, and batch workflows to proactively identify and resolve issues, gaps, or delays.
• Execute incident, problem, and change management processes in alignment with technology standards.
• Troubleshoot and analyze production issues related to infrastructure, application logic, connectivity, and data quality.
• Develop and maintain operational dashboards, catalogues, and automated reporting using Databricks, Oracle, or similar platforms.

How the Alumni program works:

1. Apply via this job advert.
2. Complete our assessment process.
3. Get trained at mthree Academy in an online class for 4-8 weeks with other graduates.
4. Join a mthree client for 12-24 months while receiving support and salary increases every 12 months.
5. The vast majority then convert to permanent employees with the client at the end of the program.

What you’ll learn at the mthree Academy:

• How to discuss production support activity at a high level including ITIL (information technology infrastructure library), monitoring, DevOps, SRE (site reliability engineering), and disaster recovery.
• How to discuss common financial topics, including financial markets, equity trading, derivatives, currency, treasury, regulation, and risk.
• How to write a basic computer program in Python, including user input, common data structures, and flow of control.
• How to use MySQL to perform CRUD (create, read, update and delete) operations on a relational database stored in a MySQL Server.

What you'll need:

• Bachelor's degree in computer science or a related STEM subject (science, technology, engineering, math).
• A GPA of 2.75 or higher. We look for potential, not prestige, but it’s important that you enjoy pushing yourself to pick up new ideas.
• Ability to troubleshoot, taking an analytical approach to solve problems.
• The right to work in Canada without needing visa sponsorship.

What we’re looking for: 

• Financial industry experience and market data experience is preferred.
• Problem solving skills:  Must be able to tackle problems based on limited information, be able to seek out solutions and work around problems.
• Hands-on monitoring experience with high-availability applications and batch processing, including understanding of batch architecture, critical paths, dependencies, and trend analysis.
• Knowledge of containerization technologies, such as Kubernetes and Docker.
• Ability to build dashboards, catalogues, and automated queries using Databricks or Oracle.
• Knowledge of automation or Site Reliability Engineering (SRE) practices focused on eliminating manual work and improving system stability.

What you’ll get:

• In-depth, interactive training in small classes with graduates like you. Our training is created and delivered by industry experts who know your field inside out.
• A generous graduate salary.
• Pay rises every12 months to reflect your progress.
• A flexible benefits package 
• Ongoing training and support.
• Valuable industry experience. Ultimately, a foot in the door to build your career in an in-demand niche.

How to apply:

1. Apply via the form below and tell us a bit about you.
2. Complete the online assessment (we’ll send you a link by email).
3. Complete the interviews with our friendly talent team.
4. Lastly, you’ll interview with one or more of our clients.

We take great pride in celebrating the diversity of each and every individual who contributes to making mthree the company it is today and will be in the future. We value diversity both within mthree and with our partner companies, and we're proud to provide an environment where all our colleagues can flourish. That means promoting a strong culture of equality but, most importantly, inclusion. We never want people to change - only add to the amazing mix of people that work for mthree.