Strategic Product Sales Leader

Block; San Francisco (CA); On-site; USD 180,000 - 260,000; Full time

Job summary

Block is seeking a Head of Strategic Product Sales in San Francisco to build and lead a specialized overlay sales team focused on accelerating adoption of Block’s strategic products across new and existing customers.

You will own the commercial strategy, operating model, and execution, partnering with Account Executives and Account Managers to drive adoption, expansion, and revenue growth while embedding deep product expertise and strategic deal leadership.

Qualifications

• 10+ years in enterprise software, fintech, SaaS, or payments with leadership experience.
• Experience building new organizations, operating models, or GTM functions in fast-growing environments.
• Proven success building and leading overlay sales or product specialist organizations.
• Track record of driving product adoption and expansion revenue in complex B2B.
• Strong consultative selling and executive communication with senior stakeholders.
• Experience partnering across Sales, Product, Marketing, and Operations to commercialize new products.
• Proven ability to build scalable operating models and lead orgs through change.

Responsibilities

• Build and lead Block’s Product Sales organization, recruiting, developing, and coaching a high-performing team of leaders and product sales specialists.
• Define the organization’s operating model, territory strategy, capacity plan, and engagement model with Account Executives and Account Managers.
• Establish operating rhythms, forecasting, pipeline inspection, and performance management.
• Partner with Revenue Operations to design compensation, goals, and success metrics aligned to product revenue and customer outcomes.
• Own the commercial success of strategic products, including revenue, attach, expansion, and adoption goals.
• Develop commercialization strategies that increase adoption across both new and existing customers.
• Monitor business performance, identify growth opportunities, and lead initiatives that improve commercial outcomes.
• Partner with Sales & AM leadership to prioritize opportunities and maximize product penetration.
• Partner with Account Executives and Account Managers on strategic, high‑value opportunities, providing product expertise, executive engagement, and deal strategy.
• Design scalable product selling motions—including webinars, masterclasses, enablement programs, and partner‑led campaigns—to expand product expertise across managed and unmanaged customer segments.
• Lead executive customer conversations focused on business outcomes, solution design, competitive differentiation, and ROI.
• Help shape deal strategy and remove obstacles to winning complex opportunities.
• Serve as the commercial owner for the products within your team’s portfolio.
• Develop repeatable sales plays, messaging, pricing and packaging recommendations, ROI frameworks, and competitive positioning.
• Partner with Product, Rev Ops, and Enablement to ensure successful launches and field readiness.
• Bring customer and market insights back to Product teams to influence roadmap and commercialization strategy.
• Partner closely with Sales, Product, Marketing, Revenue Operations, Finance, Customer Success, and Enablement to launches and improve adoption.

Skills

Enterprise software

Fintech

SaaS

Payments

Leadership

Go-to-market

Executive communication

Cross-functional collaboration

Sales strategy

Product sales

Job description

Block is seeking a Head of Strategic Product Sales in San Francisco to build and lead a specialized overlay sales team focused on accelerating adoption of Block’s strategic products across new and existing customers.

You will own the commercial strategy, operating model, and execution, partnering with Account Executives and Account Managers to drive adoption, expansion, and revenue growth while embedding deep product expertise and strategic deal leadership.