Senior Enterprise Sales Leader — Commerce & Payments

Block; Chicago (IL); On-site; USD 245,000 - 368,000; Full time

Benefits offered by this job

Remote work options

Medical insurance

Flexible time off

Retirement savings plans

Family planning

Job summary

Block seeks an experienced enterprise seller to build and expand relationships with global brands within the North American Enterprise team. You will own the full sales cycle, navigate long, multi-stakeholder negotiations, and craft compelling narratives tying Cash App and Afterpay to partner objectives.

You will collaborate with Product, Engineering, Marketing, Finance, Legal, Risk, and Operations to close strategic opportunities, while consistently driving revenue growth and an expanding

Qualifications

• 8+ years in enterprise sales, partnerships, or related commercial roles in technology or payments.
• Proven track record of closing enterprise opportunities with multiple decision-makers.
• Experience negotiating complex deals and leading cross-functional deals.
• Ability to present to senior executives and build durable partnerships.
• Familiarity with revenue forecasting and strategic account planning.

Responsibilities

• Own the full enterprise sales cycle from strategy to expansion with global brands.
• Build trusted relationships with senior executives and position Block as a strategic partner.
• Develop insight-led sales narratives linking Cash App and Afterpay capabilities to partner priorities.
• Lead complex, first-of-their-kind deals with clear milestones and disciplined deal management.
• Coordinate cross-functional deal teams across Product, Engineering, Finance, Legal, Risk, and Ops.
• Translate merchant needs into product and go-to-market feedback for growth.
• Represent Cash App and Afterpay at industry events and executive forums.
• Deliver against ambitious revenue goals and maintain a durable pipeline.

Skills

Enterprise sales

Partnerships

Negotiation

C-suite engagement

Sales forecasting

Cross-functional collaboration

Deal strategy

Financial analysis

Payments/fintech knowledge

Job description

Block seeks an experienced enterprise seller to build and expand relationships with global brands within the North American Enterprise team. You will own the full sales cycle, navigate long, multi-stakeholder negotiations, and craft compelling narratives tying Cash App and Afterpay to partner objectives.

You will collaborate with Product, Engineering, Marketing, Finance, Legal, Risk, and Operations to close strategic opportunities, while consistently driving revenue growth and an expanding