Mid-Market Account Executive

Block, Inc

$133K — $222K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ 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 multiple channels
  • Strong consultative selling skills to diagnose business challenges and propose tailored solutions
  • A hunter's mindset - resilient, creative, and driven to win
  • Advanced proficiency with Salesforce and modern sales tools
  • BA/BS degree or equivalent experience

Responsibilities

  • Own the full outbound sales cycle from prospecting to negotiation to close
  • Build and manage a high-quality pipeline through various sales strategies
  • Develop tailored multi-product solutions across Square's ecosystem
  • Partner with Business Development on lead flow and drive net-new logo acquisition independently
  • Conduct high-impact discovery, demos, and negotiations with multiple stakeholders
  • Act as a consultant and trusted advisor, flexibly managing different sales roles
  • Collaborate cross-functionally with multiple departments to deliver cohesive solutions
  • Maintain disciplined pipeline management and forecasting accuracy in Salesforce
  • Consistently hit and exceed monthly and quarterly revenue goals

Benefits

  • Remote work options
  • Comprehensive medical insurance
  • Flexible time off policy
  • Retirement savings plans
  • Modern family planning benefits
  • Empowerment to do the best work of your career while building a fulfilling life
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
  • 6+ 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.


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 . If a location of interest is not listed, please speak with a recruiter for additional information.

Zone A: ($133,640 - $222,737)

Zone B: ($124,300 - $207,172)

Zone C: ($117,624 - $196,000)

Zone D: ($110,926 - $184,881)

Amounts listed above include target variable compensation

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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