Mid-Market Account Executive, Commerce

About Block 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 through Afterpay, 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 helping sellers worldwide do the same. Square is part of Block, Inc. (NYSE: SQ), a global technology company with a focus on financial services.

Block

See you in the neighborhood.

B

squareup.com

1,001-5,000 employees

Software Development

San Francisco, CA

2009

Public Company

725k LinkedIn followers

• The North American Mid-Market Sales team at Cash App and Afterpay is responsible
• for driving revenue across our commerce payments products, giving merchant
• partners access to one of the largest and most engaged networks of
• next-generation consumers. We partner with high-growth and established brands
• across retail, fashion, beauty, travel, QSR, home, health and wellness,
• ticketing, and other commerce categories to help them acquire customers,
• increase conversion, and grow profitably.
• We are looking for an experienced Mid-Market Account Executive to build and
• expand relationships with high-potential merchants across North America. You
• will own a portfolio of prospective merchants, create new pipeline, lead a
• consultative sales process, and close new business across Cash App Pay and
• Afterpay.
• You will work with founders, executives, and leaders across commerce, marketing,
• payments, finance, and technology. Internally, you will coordinate partners
• across Product, Engineering, Marketing, Finance, Legal, Risk, Sales Strategy,
• and Operations.
• In this role, you will independently own complex sales workstreams, make
• informed tradeoffs, and influence deal strategy and execution within your area
• of responsibility. Success requires balancing high-touch relationship
• development with a structured and repeatable sales process.
• Own a portfolio of mid-market opportunities from initial prospecting and
• qualification through discovery, negotiation, contracting, launch, and
• handoff.
• Develop account plans that identify merchant priorities, key decision-makers,
• potential blockers, and revenue opportunities.
• Build pipeline through outbound outreach, market research, internal lead
• assignments, vertical insights, events, referrals, and partner introductions.
• Qualify and prioritize opportunities based on merchant fit, revenue
• potential, product alignment, implementation requirements, and likelihood to
• close.
• Lead discovery with business and technical stakeholders to understand
• merchant priorities, customer needs, payment flows, and implementation
• requirements.
• Build merchant-specific business cases and sales narratives that connect Cash
• App Pay and Afterpay’s capabilities to customer acquisition, conversion, and
• growth goals.
• Develop commercial proposals and negotiate pricing, financial terms,
• contracts, procurement requirements, and implementation dependencies.
• Coordinate deal teams across Product, Engineering, Marketing, Finance, Legal,
• Risk, Sales Strategy, and Operations.
• Manage deal progress using defined milestones, next steps, stakeholder
• ownership, and internal approval requirements.
• Maintain accurate opportunity data, pipeline reporting, and sales forecasts
• in Salesforce and related systems.
• Bring merchant feedback, competitive intelligence, and market insights back
• to Product and go-to-market teams.
• Contribute to sales processes, enablement materials, and operating rhythms
• that improve pipeline quality, deal velocity, forecast accuracy, and win
• rates.
• Deliver against individual revenue and sales targets.
• Represent Cash App and Afterpay in merchant meetings, industry events, and
• networking forums.

• 5+ years of experience in full-cycle B2B sales, business development,
• partnerships, or a related go-to-market role, preferably in commerce,
• payments, fintech, SaaS, retail technology, or another fast-moving technology
• environment.
• A demonstrated track record of meeting or exceeding quota and closing
• mid-market or complex commercial deals.
• Strong prospecting and pipeline-generation skills, including comfort building
• new business through outbound outreach, market research, partner referrals,
• events, and executive networking.
• Executive presence with the ability to earn trust, ask strong questions,
• influence senior stakeholders, and tailor communication to founders,
• functional leaders, and cross-functional buying committees.
• Strong commercial judgment and negotiation skills, including comfort working
• through pricing, legal terms, procurement, implementation dependencies, and
• internal approval processes.
• Comfort using data to build a business case, prioritize opportunities,
• inspect pipeline quality, and communicate tradeoffs.
• Product curiosity and technical fluency, especially around payments,
• commerce, customer acquisition, marketing, and merchant growth.
• A self-starter mentality and comfort operating through ambiguity, frequent
• change, and evolving priorities while still delivering results.
• Excellent cross-functional collaboration skills and the ability to lead
• workstreams without formal authority.
• Strong written and verbal communication skills, including the ability to
• build concise, compelling narratives for internal and external audiences.
• A continuous-improvement mindset and willingness to help build better team
• processes, enablement materials, and operating rhythms.
• A willingness to travel for merchant meetings, industry events, and internal
• team moments.
• 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
• 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
• 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.
• 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.
• We may use automated AI tools to evaluate job applications for efficiency and
• consistency. These tools comply with local regulations, including bias audits,
• Contact us here [https://privacy.block.xyz/privacyportal/form] 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.