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

The Strategic Account Management organization is looking for a tenured customer-facing professional to manage relationships with some of Square’s largest sellers and grow our Restaurant Strategic Accounts program. This program establishes, retains, and grows Square’s most valuable and engaged single-brand sellers. 

You will work with business owners and c-level executives to find creative ways for Square’s first and third party ecosystem to solve their complex business needs across verticals and channels. You will enable sellers to grow with Square while serving as an upmarket seller advocate to product teams. 

The ideal candidate is a consistent over-performer on all key performance metrics in their current role. They engage customers and influence internal stakeholders through excellent storytelling, organization, and persistence. They are comfortable leveraging technical frameworks for product solutions and are strongly tuned into commerce trends. They consistently identify “mutual win” opportunities, while navigating complex projects and negotiations. They are driven by serving customers, can work independently, and thrive in ambiguous environments.    

You will: 

• Manage a book of 175 Strategic Food & Beverage Sellers
• Grow account-based revenue via use-case expansion opportunities, cross-sell opportunities, and customized seller onboarding experiences
• Serve as the voice of the upmarket seller with Product Teams
• Act as a consultant and partner to high value restaurant sellers to accomplish their goals
• Identify opportunities for technical Square solutions to address existing customer needs; project manage the execution of these technical solutions in collaboration with cross-functional teams
• Partner with Strategic Account Executives on high-growth deals 
• Negotiate pricing for use-case expansion and retention of your sellers  
• Provide white glove client service and troubleshooting to ensure resolution of seller issues 
• Inform operations and program design for this segment at scale 
• Conduct quarterly business reviews with various stakeholders 

You have: 

• 3+ years of relevant Account Management experience
• Experience Managing, retaining and growing a book of business
• Consistent over-performance on key sales or customer success metrics 
• Remarkable discovery skills with customers based in genuine curiosity about their business
• A technical solutioning framework, including the ability to conduct requirements gathering 
• Proven experience managing multiple projects internally with engineering, product and finance teams
• Contract and/or pricing negotiations experience with external senior stakeholders 
• Excellent written and verbal communication skills
• Creative and strategic problem solving capabilities, resolving issues and tackling opportunities with no playbook
• Restaurant experience and/or F&B Technology experience preferred 

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

• 2+ years of sales experience in a full cycle closing role with direct 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 or near 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: ($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.

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.

Square is looking for high-energy, motivated professionals with sound business insight and natural sales instincts. You will be joining our Restaurant or Generalist team to help build our Sales Development organization. You will lay the foundation of this sales effort through outbounding to prospective sellers and promoting the value of Square for their business. As a Business Development Representative, you will work with our Sales team to find new merchants that fit the Square ecosystem.

As the first line of contact, you understand the diverse needs of our merchants. You will become an expert in the products and services that enables merchants to grow with the Square ecosystem. You will use your convincing personality and passion for winning to improve the standard of success, documenting and tracking qualified opportunities to pass onto the Account Executive team. You will use a data-driven approach to outbound sales that incorporates prospecting, email communication, and calling at scale.

This position is the starting point to many growth opportunities within the Square team. We have designed our program to facilitate career growth in the BDR direction of choice. Prior to being promoted into a new role, you have the ability to increase your on target earnings by leveling up within the organization.

You Will

• Manage a diverse pipeline of businesses and prioritize outreach to accelerate sales cycles
• Reach out to businesses in your pipeline at scale through cold calling, emailing and social selling
• Promote urgency through a solutions-based sales approach, identifying challenges with businesses and providing targeted value around how Square can help
• Grow your career in sales through frequent developmental opportunities and mentorship from the Account Executive team
• Consistently attain and exceed your monthly quotas
• Residence within 50 miles of the posted office location.

You Have

• A desire to grow your career in sales
• A BA/BS degree or equivalent practical experience
• Personal leadership, authenticity, team player, energy richness, curiosity
• Enthusiasm for developing sales skills through cold calling
• Comfort with operating in a fast-paced, dynamic environment

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: $79,768.00

Zone B: $74,152.00

Zone C: $70,018.00

Zone D: $63,700.00

Amounts listed above include target variable compensation.

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 world-class, high-accountability field sales organization — and we're looking for a leader who is both a coach and a builder. You know the craft of selling deeply: how to open doors, generate pipeline, position value competitively, and close with precision. You lead from the front, developing your team through active engagement — not from the sidelines.

You will be the driving force behind a disciplined, insight-led sales motion that blends in-person selling with proactive outbound strategy. Your leadership will elevate both the quality and velocity of revenue while shaping a culture rooted in excellence, ownership, and growth.

If you are a hands-on leader with deep product expertise, strong competitive instincts, and a track record of raising the bar for sellers — this is your next move.

You Will

Lead with expertise in the field

• Develop Territory Account Executives through active, in-market coaching — from sourcing and opening conversations to consultative discovery, competitive positioning, and closing with clarity.
• Model world-class selling by joining prospect and customer meetings, demonstrating product fluency, value articulation, and decisive deal strategy.
• Spend significant time in the field with your team, strengthening local relationships, fueling community-driven pipeline creation, and ensuring sellers experience Square through a human, product-driven presence.

Operate in the details

• Manage pipeline and KPIs with rigor — diagnosing gaps, identifying risks, expanding coverage, and guiding AEs to create and progress high-quality opportunities.
• Run disciplined weekly pipeline, forecast, and deal reviews that drive action, accountability, and predictable outcomes across multiple markets.
• Use data-backed insights to coach AE effectiveness, elevate sales execution, and ensure consistent momentum across high-velocity, complex sales cycles.

Build a high-performance, high-accountability culture

• Create an environment defined by trust, clear expectations, ownership, and open communication.
• Hold the team to a high bar of execution while providing the clarity, structure, and hands-on coaching needed to meet it.
• Hire, onboard, and develop AEs to ramp quickly, deepen product expertise, and consistently exceed quota.

Scale expertise, process, and go-to-market effectiveness

• Become a product and competitive expert — ensuring your team can confidently articulate Square's value and differentiation.
• Build scalable, repeatable field sales motions that increase funnel quality, improve outbound productivity, and accelerate growth in your assigned cities.
• Continuously refine strategy, playbooks, and operating rhythms to deepen Square's presence and win market share across key local ecosystems.

Partner and innovate across the business

• Champion the customer voice and collaborate cross-functionally to strengthen product-market fit and unlock new revenue pathways.
• Engage deeply with community networks, partners, and local events to amplify brand awareness and fuel top-of-funnel opportunity creation.

You Have

• 8+ years of sales success, ideally in a high-growth environment
• 5+ years of leadership experience, preferably managing field account executives
• Experience in high-transaction SaaS or financial services sales
• Strong bias toward action and experimentation, balanced with thoughtful decision-making
• A track record of building a winning, high-performing culture through hands-on leadership and coaching
• Extensive experience operating in a metrics-driven sales organization
• Proven ability to influence and collaborate with cross-functional partners in a rapidly scaling business
• Experience scaling and overseeing large Field Sales teams
• Strong ability to communicate and build relationships with senior executives
• Excellent interpersonal, leadership, organizational, and communication skills

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: ($198,000 - $297,000)

Zone B: ($184,000 - $276,000)

Zone C: ($174,000 - $261,000)

Zone D: ($164,000 - 246,000)

Amounts listed above include target variable compensation.

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.