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 Territory Account Executive to join 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 Sellers in a relevant and authentic way, demonstrate Square's mission of economic empowerment and provide a truly local presence.

This individual contributor sales role will work with restaurants, retailers and service based businesses in our largest and highest potential markets. THIS IS A HUNTER AND FIELD BASED SALES ROLE. You will build a vision and strategy plan for winning market share in your city. You will collaborate to create a 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 your city. This role requires excellent communication skills, persistence, and a strong ability to build rapport with sellers to negotiate and close complex deals both remotely and in person.

You Will

• Sell into your market in-person. You will sell face to face 80% of the time to source leads, perform discovery and demos to generate interest and close deals selling our Square ecosystem
• Get to know the active Square Sellers within your community - keep a pulse on their account health and partner with account management and customer support, and generate referrals
• Engage and partner with onboarding teams to ensure Sellers are implemented successfully
• Build a sustainable, top of funnel pipeline through a combination of tactics - walking your city and performing 50-60 drop-ins a week to prospective sellers, create a referral channel with active Square sellers, strategic partnerships or local community associations
• Develop a strong on-hands skill of demo and onboarding of Square hardware and software solutions
• Work with our channel sales team to identify complementary partners in your market for referrals and build that referral channel
• Cultivate a deep understanding of the business and technology needs of our primary vertical markets (restaurants, retail and services)
• Achieve and exceed monthly sales goals and key performance indicators (KPIs) - we are big on metrics
• Utilize Salesforce to track, monitor, and report on sales activities, pipeline status, and outcomes

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)

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 will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we're doing to build a workplace that is fair and square? Check out our I+D page.

While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.

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)

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 will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.

We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we’re doing to build a workplace that is fair and square? Check out our I+D page.

While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.

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: ($148,700 - $223,100)

Zone B: ($138,300 - $207,500)

Zone C: ($130,900 - $196,300)

Zone D: ($123,400 - $185,200)

Amounts listed above include target variable compensation.