Remote Mid‑Market Payments Sales Executive

Block; Oregon; Hybrid; USD 203,000 - 327,000; Full time

Benefits offered by this job

Remote work options

Medical insurance

Retirement plans

Paid time off

Job summary

Block is hiring for a senior seller to drive mid-market revenue for Cash App and Afterpay. You will own a portfolio from prospecting through closing, build merchant-specific business cases, and collaborate with product, engineering, and finance teams to accelerate merchant growth.

This remote-friendly role rewards strong quota attainment and strategic deal-making. Excellent communication and negotiation skills are required, along with a track record of influencing senior stakeholders and

Qualifications

• 5+ years of experience in full-cycle B2B sales or related go-to-market roles.
• Proven quota attainment with mid-market or complex deals.
• Strong prospecting and pipeline-generation skills.
• Executive presence and ability to influence senior stakeholders.
• Strong negotiation and commercial judgment.
• Data-driven with ability to build business cases.
• Product curiosity around payments and merchant growth.
• Willingness to travel.

Responsibilities

• Own a portfolio of mid-market opportunities from prospecting to closing.
• Develop account plans and identify revenue opportunities.
• Build pipeline via outbound outreach, events, referrals.
• Lead discovery with stakeholders on priorities and requirements.
• Develop commercial proposals and negotiate terms.
• Coordinate deal teams across functions.
• Maintain accurate data in Salesforce and forecast.
• Deliver against revenue targets.
• Represent Cash App and Afterpay at meetings and events.

Skills

Full-cycle B2B sales

Pipeline development

Executive relationship

Negotiation

Cross-functional collaboration

Storytelling / pitches

Salesforce

Tools

Salesforce

Job description

Block is hiring for a senior seller to drive mid-market revenue for Cash App and Afterpay. You will own a portfolio from prospecting through closing, build merchant-specific business cases, and collaborate with product, engineering, and finance teams to accelerate merchant growth.

This remote-friendly role rewards strong quota attainment and strategic deal-making. Excellent communication and negotiation skills are required, along with a track record of influencing senior stakeholders and