Mid-Market Account Executive, Remote

Block, Inc

• $156K — $234K *
US-AnywhereRemote in Kansas City, MO
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years of sales experience in a full-cycle closing role
  • BA/BS degree or relevant experience
  • Proven track record of exceeding sales targets
  • Experience selling a diverse ecosystem of products
  • Ability to drive deals independently
  • Collaborative team player mindset
  • Prior experience with Salesforce or equivalent system

Responsibilities

  • Own the complete outbound sales cycle from prospecting to close
  • Build and manage a high-quality sales pipeline through innovative outreach
  • Develop multi-product solutions tailored to individual merchant needs
  • Collaborate with Business Development on lead flow and new customer acquisition
  • Conduct impactful discovery and negotiations with multiple stakeholders
  • Act as a consultant and trusted advisor, flexing between roles as needed
  • Work cross-functionally with Product, Marketing, and Operations for cohesive solutions
  • Maintain disciplined pipeline management and forecasting using Salesforce
  • Consistently meet or exceed monthly and quarterly revenue goals

Benefits

  • Remote work flexibility
  • Comprehensive medical insurance
  • Flexible time off policy
  • Retirement savings plans
  • Modern family planning options
Full Job Description
The Role

At Square, we're re-imagining how mid-market businesses grow. As a Senior Sales Account Executive on our Outbound 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
  • 4+ years of sales experience in a full cycle closing role
  • A BA/BS degree or relevant experience
  • Demonstrated exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
  • The ability to drive deals independently in a fast-paced, dynamic environment
  • Business development experience (e.g. new logo sourcing and acquisition)
  • A collaborative and team player mentality
  • Prior Salesforce experience or equivalent

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.

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