Mid-Market Account Executive

Square

Seattle (WA)

On-site

USD 120,000 - 150,000

Full time

14 days+
Application generator

Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.

Get past ATS filters

Job summary

Square is helping mid-market businesses grow by delivering integrated, omnichannel solutions. 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.

Qualifications

  • 5+ years of sales experience in a full cycle closing role.
  • BA/BS degree or relevant experience.
  • Proven exceeding sales targets in a diverse product ecosystem.
  • Ability to drive deals independently in a fast-paced environment.
  • Business development experience (new logo sourcing).
  • Collaborative, team-oriented mindset.
  • Prior Salesforce experience or equivalent.

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.
  • Develop multi-product solutions across Square's ecosystem tailored to each merchant's needs.
  • Partner with Business Development on lead flow while independently driving net-new logo acquisition.
  • Conduct high-impact discovery, demos, and negotiations with multi-stakeholder deals.
  • Act as a consultant and trusted advisor across BDR, AE, and AM responsibilities when needed.
  • Collaborate cross-functionally with Product, Marketing, Implementation, and Operations.
  • Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
  • Consistently hit and exceed revenue goals monthly and quarterly.

Skills

Full cycle closing
Outbound sales
Pipeline management
Consultative selling
Negotiation
Salesforce

Education

BA/BS degree

Tools

Salesforce

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 e2 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 sizes large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We e2 00 re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

At Square, we e2 re re-imagining how mid-market businesses grow. As a Senior Sales Account Executive on our Outbound Team, you e2 ll bring Square e2 s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You e2 ll run sophisticated, multi-product deals from the first touch to final close blending hunter instincts, consultative depth, and strategic execution.

If you e2 re an experienced closer who thrives in outbound environments, loves solving meaningful business challenges, and consistently delivers against ambitious targets this is your role.

  • 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 e2 s ecosystem and tailor them to each merchant e2 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

  • 5+ 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

We e2 re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and fair chance ordinances.

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. Want to learn more about what we e2 re doing to build a workplace that is fair and square? Check out our I+D page.

While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Mid-Market Account Executive
Mid-Market Account Executive

Square • Atlanta (GA)

On-site
USD 110,000 - 160,000
Senior Account Executive
Senior Account Executive

Square • Boston (MA)

On-site
USD 156,000 - 235,000
Senior Account Executive
Senior Account Executive

Square • New York (NY)

On-site
USD 156,000 - 235,000
Territory Account Executive, London
Territory Account Executive, London

Block • United States

On-site
USD 90,000 - 140,000
Mid-Market Account Executive
Mid-Market Account Executive

Block • New York (NY)

On-site
USD 156,000 - 235,000
Mid-Market Account Executive
Mid-Market Account Executive

Block • Boston (MA)

On-site
USD 156,000 - 235,000
Senior Account Executive New York, NY, US
Senior Account Executive New York, NY, US

Block, Inc. • New York (NY)

On-site
USD 156,000 - 235,000
Mid-Market Account Executive
Mid-Market Account Executive

Block • San Francisco (CA)

On-site
USD 156,000 - 234,000
Mid-Market Account Executive
Mid-Market Account Executive

Square • Philadelphia

Hybrid
USD 145,000 - 218,000
Remote work
Medical insurance
Flexible time off
+2
Mid-Market Account Executive
Mid-Market Account Executive

Block • Seattle (WA)

On-site
USD 156,000 - 235,000