Head of Strategic Product Sales

About the role

The Head of Strategic Product Sales will build and lead Block's Product Sales organization—a specialized overlay sales team responsible for accelerating adoption of Block's highest-priority products across both new customer acquisition and the existing customer base.

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 consistent with world-class sales organizations.
• 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.

Requirements

• 10+ years of experience in enterprise software, fintech, SaaS, or payments, including significant leadership experience in sales, specialist sales, or commercial strategy.
• Experience building new organizations, operating models, or go-to-market functions in fast-growing environments.
• Proven success building and leading overlay sales or product specialist organizations.
• Track record of driving product adoption, cross-sell, and expansion revenue in complex B2B environments.
• Strong consultative selling and executive communication skills with experience engaging senior customer stakeholders.
• Experience partnering across Sales, Product, Marketing, and Operations to commercialize new products and improve go-to-market execution.
• Demonstrated ability to build scalable operating models, develop talent, and lead organizations through change.

Qualifications

• Master’s degree in Business Administration, Computer Science, Economics, or related field.
• Proven track record of success in a similar role.
• Experience in a fast-paced, dynamic environment.
• Ability to communicate effectively with executives and stakeholders.
• Strong analytical and problem-solving skills.

Skills

• Strategic thinking and execution.
• Excellent interpersonal and communication skills.
• Ability to build and lead high-performing teams.
• Experience with product marketing and sales enablement.
• Knowledge of financial services and payment systems.

Benefits

Block offers a comprehensive benefits package designed to empower you to do your best work and build the life you want. This includes remote work options, medical insurance, flexible time off, retirement savings plans, and modern family planning benefits. For more details, visit our benefits page.

Pay

Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

Schedule

Remote work is available for this position.

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