Senior Outbound Mid-Market Account Executive

Block

San Francisco (CA)

On-site

USD 156,000 - 234,000

Full time

14 days+
Application generator

Stand out for this role — generate a tailored resume and cover letter in about a minute.

Get past ATS filters

Job summary

Block is seeking a Senior Sales Account Executive for our Outbound Team to bring Square’s ecosystem to new mid-market merchants across diverse industries. You will own the full outbound cycle from prospecting to close, build a high-quality pipeline, and tailor multi-product solutions.

You should have 5+ years of full-cycle B2B sales, proven outbound success, and the ability to navigate multi-threaded deals.

Qualifications

  • 5+ years of full-cycle B2B sales experience.
  • Outbound prospecting and net-new business creation.
  • Experience closing complex, multi-threaded deals.
  • Ability to build pipeline from scratch.
  • Exceptional communication and negotiation skills.
  • Consultative selling and problem-solving.
  • Hunter mindset with resilience and drive.
  • Independent worker with team collaboration.
  • Advanced proficiency with Salesforce.
  • BA/BS degree or equivalent experience.

Responsibilities

  • Own the full outbound sales cycle from prospecting to close for mid-market merchants.
  • Build and manage a high-quality pipeline through cold outreach and campaigns.
  • Develop multi-product solutions across Square's ecosystem.
  • Partner with Business Development on lead flow and net-new logos.
  • Conduct discovery, demos, and negotiations with multi-stakeholder deals.
  • Act as a consultant and trusted advisor across roles when needed.
  • Collaborate with Product, Marketing, Implementation, and Operations.
  • Maintain pipeline discipline and forecasting in Salesforce.
  • Hit and exceed monthly and quarterly revenue targets.

Skills

Full-cycle B2B sales
Outbound prospecting
Closing complex deals
Negotiation
Communication
Consultative selling
Hunter mindset
Independent work
Salesforce proficiency
Sales tools

Education

BA/BS degree or equivalent experience

Tools

Salesforce
Sales tools

Job description

Block is seeking a Senior Sales Account Executive for our Outbound Team to bring Square’s ecosystem to new mid-market merchants across diverse industries. You will own the full outbound cycle from prospecting to close, build a high-quality pipeline, and tailor multi-product solutions.

You should have 5+ years of full-cycle B2B sales, proven outbound success, and the ability to navigate multi-threaded deals.

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

Similar jobs worth comparing

Senior Outbound Account Executive - Mid‑Market Growth
Senior Outbound Account Executive - Mid‑Market Growth

Block • New York (NY)

On-site
USD 156,000 - 235,000
Senior Outbound Account Executive, Mid‑Market Growth
Senior Outbound Account Executive, Mid‑Market Growth

Block • Seattle (WA)

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

Square • Atlanta (GA)

On-site
USD 110,000 - 160,000
Senior Mid-Market Account Executive - Outbound SaaS
Senior Mid-Market Account Executive - Outbound SaaS

Block • St. Louis (MO)

On-site
USD 184,000 - 276,000
Senior Mid-Market Account Executive – Outbound Growth
Senior Mid-Market Account Executive – Outbound Growth

Square • Philadelphia

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

Square • Seattle (WA)

On-site
USD 120,000 - 150,000
Senior Outbound Account Executive - Mid-Market Growth
Senior Outbound Account Executive - Mid-Market Growth

Block • Denver (CO)

On-site
USD 145,000 - 218,000
Remote work
Medical insurance
Flexible time off
+2
Senior Mid-Market Account Executive — Outbound (Remote)
Senior Mid-Market Account Executive — Outbound (Remote)

Square • Los Angeles (CA)

On-site
USD 156,000 - 234,000
Remote work
Medical insurance
Flexible time off
+2
Remote Senior Mid-Market SaaS Account Executive
Remote Senior Mid-Market SaaS Account Executive

Block • Cleveland (OH)

On-site
USD 120,000 - 180,000
Remote work
Medical insurance
Flexible time off
+2
Senior Outbound Account Executive – Mid‑Market
Senior Outbound Account Executive – Mid‑Market

Block • Boston (MA)

On-site
USD 156,000 - 235,000