Senior Account Executive, Mid-Market at Block | CA | Rezi

Senior Account Executive, Mid-Market at Block

Senior Account Executive, Mid-Market

Block · CA

Yesterday

Senior Account Executive, Mid-Market

Block · CA

a day ago
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About the Role

As a Senior Sales Account Executive on the Mid-Market 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 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

  • 5+ 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.
  • BA/BS degree or equivalent experience

Skills

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

Experience Level

  • 5+ years

Education Level

  • BA/BS degree or equivalent experience

Salary/Compensations

  • $116,064—$174,096 CAD

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.
  • Square offers solutions for sellers to sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff.
  • Square embeds financial services tools at the point of sale, allowing merchants to access business loans and manage cash flow.
  • Afterpay furthers Square's goal to provide omnichannel tools that unlock meaningful value and growth.
  • Square is a partner to sellers of all sizes, from large enterprise-scale businesses to those just starting.
  • 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 an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class.
  • Block will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.
  • Block is committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process.