The Role At Square, we’re re-imagining how mid-market businesses grow. As a Senior Mid-Market Account Executive on our Mid-Market Team, you’ll bring Square’s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You’ll run sophisticated, multi-product deals from the first touch to final close — blending hunter instincts, consultative depth, and strategic execution. If you’re an experienced closer who thrives in outbound environments, loves solving meaningful business challenges, and consistently delivers against ambitious targets — this is your role. You Will Own the full outbound sales cycle — from prospecting to negotiation to close — with mid-market merchants. Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies. Develop multi-product solutions across Square’s ecosystem and tailor them to each merchant’s unique needs. Partner with Business Development on lead flow while independently driving net-new logo acquisition. Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder deals. Act as a consultant and trusted advisor — seamlessly flexing across BDR, AE, and AM responsibilities when needed. Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions. Maintain disciplined pipeline management and forecasting accuracy in Salesforce. Consistently hit and exceed revenue goals — monthly and quarterly. You Have 7+ years of full-cycle B2B sales experience with consistent quota achievement. Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred), specifically within a target-account motion. Experience closing complex, multi-threaded deals with longer sales cycles. Ability to build a pipeline from scratch using targeted, strategic outreach. Exceptional communication, presentation, and negotiation skills acro
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Role overview
Job description
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 s
…About this listing
- Listed from Block's careers site via Greenhouse · last confirmed on the source 19 Oct 2026
- Posted 2 Jun 2026
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What they are looking for
Skills & requirements
Qualification
Reporting to the Strategic Lead, you will operate with a high degree of autonomy and engage in peer support
Department · S&M - Sales - Square Account Management
Hiring company
Block
Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy.
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