Remote Senior Mid-Market SaaS Account Executive

Block; Cleveland (OH); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Modern family planning

Job summary

Block is seeking a Senior Sales Account Executive for the Mid-Market Team. You will own the full outbound sales cycle, build a robust pipeline, and develop multi-product solutions across Square’s ecosystem for mid-market merchants.

You’ll collaborate with Business Development and cross-functional teams, conduct strategic discovery and negotiations, and consistently hit revenue targets. A BA/BS or equivalent is required, with Salesforce proficiency and a hunter mindset.

Qualifications

• 5+ years of full-cycle B2B sales with quota attainment.
• Proven outbound prospecting and net-new business creation.
• Experience closing complex, multi-threaded deals with longer cycles.
• Ability to build pipeline from scratch via targeted outreach.
• Exceptional communication, presentation, and negotiation skills.
• Strong consultative selling to diagnose business challenges.
• Hunter mindset, resilient, and self-driven.
• Ability to work independently within a team.
• Advanced proficiency with Salesforce and sales tools.
• BA/BS degree or equivalent experience.

Responsibilities

• Own the full outbound sales cycle from prospecting to close.
• Build and manage a high-quality pipeline through outreach campaigns.
• Develop multi-product solutions across Square’s ecosystem.
• Partner with Business Development on lead flow; drive net-new logos.
• Conduct high-impact discovery, demos, and negotiations.
• Act as a trusted advisor across BDR, AE, and AM roles when needed.
• Collaborate cross-functionally with Product, Marketing, Implementation, and Operations.
• Maintain disciplined pipeline management and forecasting in Salesforce.
• Consistently hit and exceed revenue goals monthly and quarterly.

Skills

Full-cycle sales

Outbound prospecting

Multi-threaded deals

Pipeline building

Communication skills

Consultative selling

Hunter mindset

Independent work

Salesforce proficiency

BA/BS degree

Education

BA/BS degree or equivalent experience

Tools

Salesforce

Job description

Block is seeking a Senior Sales Account Executive for the Mid-Market Team. You will own the full outbound sales cycle, build a robust pipeline, and develop multi-product solutions across Square’s ecosystem for mid-market merchants.

You’ll collaborate with Business Development and cross-functional teams, conduct strategic discovery and negotiations, and consistently hit revenue targets. A BA/BS or equivalent is required, with Salesforce proficiency and a hunter mindset.