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About the Role

As a Senior Sales Account Executive on Square's Outbound Team, you will bring Square’s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You will run sophisticated, multi-product deals from the first touch to final close, blending hunter instincts, consultative depth, and strategic execution.

Responsibilities

• Own the full outbound sales cycle — from prospecting to negotiation to close — with SMB and 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.

Requirements

• 3+ 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).
• Experience closing complex, multi-threaded deals with longer sales cycles.
• Ability to build pipeline from scratch using targeted, strategic outreach.
• Exceptional communication, presentation, and negotiation skills across phone, video, and written channels.
• Strong consultative selling skills — diagnose business challenges and map tailored solutions.
• A hunter’s mindset — resilient, creative, and driven to win.
• Ability to work independently while contributing to a team-first environment.
• Advanced proficiency with Salesforce and modern sales tools.

Skills

• Salesforce
• Consultative selling
• Outbound prospecting
• Negotiation
• Presentation
• Communication

Location

• Remote

Work Type

• Full-time

Experience Level

• Senior
• 3+ years

Education Level

• BA/BS degree or equivalent experience

Benefits

• Remote work
• Medical insurance
• Flexible time off
• Retirement savings plans
• Modern family planning

About the Company

• Square enables anyone to take payments and never miss a sale, expanding into software to build integrated, omnichannel solutions.
• Afterpay furthers Square's goal to provide omnichannel tools that unlock meaningful value and growth.
• Square is a partner to sellers of all sizes, helping them grow their businesses.
• Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy.
• 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, Block is helping build a financial system that is open to everyone.

Equal Opportunity

• Block is a proud equal opportunity employer.
• We work hard to evaluate all employees and job applicants consistently, based solely on the core competencies required of the role at hand, and without regard to any 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.