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

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. 

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.

Block is a globally distributed company and this role will require working with other employees in multiple time zones. You may be required to perform work outside of normal business as part of this role

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 

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. 

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.

Block is a globally distributed company and this role will require working with other employees in multiple time zones. You may be required to perform work outside of normal business as part of this role

Join a movement in which everyone can win. We started a movement in which everyone can win – shoppers, retailers, society and every person on our team. To play fair, trust people and reward them for doing the right thing. We see and feel the impact of our work as more and more people gain financial freedom and retailers grow across the globe.

Founded in 2014, in Sydney, Australia, Afterpay has over 11 million active customers globally and more than 64,000 of the world's best retailers around the world including Anthropologie, Revolve, DSW, GOAT, Finish Line, Levi's, Mac Cosmetics, Ray-Ban and many others. Afterpay is on a mission to power an economy in which everyone wins.

Afterpay is completely free for customers who pay on time – helping people spend responsibly without incurring interest, fees or extended debt. Afterpay empowers customers to access the things they want and need, while still allowing them to maintain financial wellness and control, by splitting payments in four, for both online and in-store purchases. Afterpay is deeply committed to delivering positive outcomes for customers. We are focused on supporting our community of shoppers.

We trust in the next generation and share a vision of a more accessible and sustainable world in which people are rewarded for doing the right thing.

The Role

Block is building the next generation of commerce experiences for merchants and PSPs through Afterpay. As part of Block's Solutions Engineering team, you will be a senior technical leader driving complex partner and merchant integrations. You'll work directly with Sales, Partnerships, and Product teams to deeply understand customer needs, showcase our APIs and services, and solve challenging technical problems that accelerate adoption.

We are looking for an engineer with sales acumen, a thoughtful product intuition and an entrepreneurial spirit. This is a senior individual contributor role - ideal for someone who thrives at the intersection of technology and commerce, has hands-on software engineering experience,and can represent Afterpay's technical vision to global enterprise merchants and partners while influencing product direction internally.

You Will

• Partner with Sales, Relationship Management, Partnerships to support developers integrating with our platform
• Design and deliver technical solutions, including building proof-of-concepts, custom reports, sample integrations, and troubleshooting complex issues.
• Act as a trusted technical advisor - translating business requirements into scalable integration approaches and advocating for best practices.
• Collaborate closely with product and engineering teams to surface customer feedback and influence the roadmap.
• Create and deliver compelling demos, presentations, and technical deep dives for both executive and engineering stakeholders.
• Communicate product features, updates, and technical guidance clearly across internal teams and external customers.

You Have

• 8+ years of experience in technical customer-facing roles (partner engineering, solutions architecture, sales engineering), working with enterprise merchants or global partners.
• Deep hands-on technical expertise – comfortable building with APIs, debugging integrations, and guiding developers through complex implementations.
• Prior professional experience with full-stack development and proficiency in at least one programming language, with the ability to rapidly learn new tools and technologies.
• Strong communication skills, with the ability to bridge technical and non-technical audiences and influence senior stakeholders.
• Proven success leading technical projects or initiatives end-to-end in globally distributed, multicultural teams.
• A strong understanding of payments, fintech, or commerce platforms.
• Experience presenting to technical and executive audiences in both structured and impromptu settings.
• A willingness to travel for onsite client meetings (10-20%)
• Additional languages (ie Mandarin) is a plus

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. 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.

Block is a globally distributed company and this role will require working with other employees in multiple time zones. You may be required to perform work outside of normal business as part of this role.

Join a movement in which everyone can win. We started a movement in which everyone can win – shoppers, retailers, society and every person on our team. To play fair, trust people and reward them for doing the right thing. We see and feel the impact of our work as more and more people gain financial freedom and retailers grow across the globe.

Founded in 2014, in Sydney, Australia, Afterpay has over 11 million active customers globally and more than 64,000 of the world's best retailers around the world including Anthropologie, Revolve, DSW, GOAT, Finish Line, Levi's, Mac Cosmetics, Ray-Ban and many others. Afterpay is on a mission to power an economy in which everyone wins.

Afterpay is completely free for customers who pay on time – helping people spend responsibly without incurring interest, fees or extended debt. Afterpay empowers customers to access the things they want and need, while still allowing them to maintain financial wellness and control, by splitting payments in four, for both online and in-store purchases. Afterpay is deeply committed to delivering positive outcomes for customers. We are focused on supporting our community of shoppers.

We trust in the next generation and share a vision of a more accessible and sustainable world in which people are rewarded for doing the right thing.

The Role

Block is building the next generation of commerce experiences for merchants and PSPs through Afterpay. As part of Block's Solutions Engineering team, you will be a senior technical leader driving complex partner and merchant integrations. You'll work directly with Sales, Partnerships, and Product teams to deeply understand customer needs, showcase our APIs and services, and solve challenging technical problems that accelerate adoption.

We are looking for an engineer with sales acumen, a thoughtful product intuition and an entrepreneurial spirit. This is a senior individual contributor role - ideal for someone who thrives at the intersection of technology and commerce, has hands-on software engineering experience,and can represent Afterpay's technical vision to global enterprise merchants and partners while influencing product direction internally.

You Will

• Partner with Sales, Relationship Management, Partnerships to support developers integrating with our platform
• Design and deliver technical solutions, including building proof-of-concepts, custom reports, sample integrations, and troubleshooting complex issues.
• Act as a trusted technical advisor - translating business requirements into scalable integration approaches and advocating for best practices.
• Collaborate closely with product and engineering teams to surface customer feedback and influence the roadmap.
• Create and deliver compelling demos, presentations, and technical deep dives for both executive and engineering stakeholders.
• Communicate product features, updates, and technical guidance clearly across internal teams and external customers.

You Have

• 8+ years of experience in technical customer-facing roles (partner engineering, solutions architecture, sales engineering), working with enterprise merchants or global partners.
• Deep hands-on technical expertise – comfortable building with APIs, debugging integrations, and guiding developers through complex implementations.
• Prior professional experience with full-stack development and proficiency in at least one programming language, with the ability to rapidly learn new tools and technologies.
• Strong communication skills, with the ability to bridge technical and non-technical audiences and influence senior stakeholders.
• Proven success leading technical projects or initiatives end-to-end in globally distributed, multicultural teams.
• A strong understanding of payments, fintech, or commerce platforms.
• Experience presenting to technical and executive audiences in both structured and impromptu settings.
• A willingness to travel for onsite client meetings (10-20%)
• Additional languages (ie Mandarin) is a plus

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. 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.

Block is a globally distributed company and this role will require working with other employees in multiple time zones. You may be required to perform work outside of normal business as part of this role.