Senior Outbound Account Executive – Remote Growth

Block; Chicago (IL); Hybrid; USD 156,000 - 234,000; Full time

Benefits offered by this job

Medical insurance

Flexible time off

Retirement savings plans

Job summary

Block is seeking a Senior Sales Account Executive to bring Square’s ecosystem to mid-market sellers. You will own the outbound sales cycle, build a strong pipeline, and tailor multi-product solutions to each merchant’s needs.

You’ll collaborate with BD, Product, Marketing, and Ops to close complex deals and exceed revenue targets. Ideal candidates have 4+ years of full-cycle sales experience, a BA/BS, and a proven ability to source and close new logos in a fast-paced environment.

Qualifications

• 4+ years of full-cycle sales experience.
• BA/BS degree or relevant experience.
• Proven track record of exceeding sales targets across a multi-product ecosystem.
• Ability to drive deals independently in a fast-paced environment.
• Experience with new logo sourcing and business development.

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 targeted campaigns.
• Develop multi-product solutions across Square’s ecosystem tailored to each merchant.
• Partner with Business Development on lead flow while driving net-new logos.
• Conduct discovery, demos, and negotiations with multi-stakeholder deals.

Skills

Full-cycle sales

Closing deals

Pipeline management

Prospecting

Collaboration

Salesforce

Education

BA/BS degree or relevant experience

Tools

Salesforce

Job description

Block is seeking a Senior Sales Account Executive to bring Square’s ecosystem to mid-market sellers. You will own the outbound sales cycle, build a strong pipeline, and tailor multi-product solutions to each merchant’s needs.

You’ll collaborate with BD, Product, Marketing, and Ops to close complex deals and exceed revenue targets. Ideal candidates have 4+ years of full-cycle sales experience, a BA/BS, and a proven ability to source and close new logos in a fast-paced environment.