Head of Strategic Product Sales

The role

You will build and lead a Strategic Product Sales organization to accelerate adoption of high-priority products. You will develop commercial strategies, lead a team of specialists, and partner cross-functionally to drive growth and product penetration.

What you will do

• Build, hire, and lead a team of Product Sales Managers and Specialists
• Design the operating model, engagement strategy, territory approach, and capacity plan
• Establish forecasting, pipeline management, inspection rhythms, and performance metrics
• Deploy targeted strategies towards underpenetrated strategic products
• Develop commercialization strategies to increase attach rates, cross-sell, and expansion revenue
• Lead complex commercial conversations with executive stakeholders
• Create repeatable sales plays, messaging, competitive positioning, and ROI frameworks
• Partner with Enablement to build playbooks, webinars, workshops, and sales training
• Drive increased adoption across Square’s strategic product portfolio
• Influence product commercialization through customer and market feedback

Required qualifications

• 10+ years of leadership experience in enterprise software, fintech, SaaS, payments, or another complex B2B environment
• Experience building new sales organizations, commercialization functions, or strategic go-to-market motions from the ground up
• Proven success leading specialist sales, overlay sales, solution sales, or product-focused commercial organizations
• Demonstrated ability to drive cross-sell, product adoption, attach, and expansion revenue
• Strong commercial instincts to identify growth opportunities and translate them into scalable sales strategies
• Experience leading through influence and partnering across Sales, Product, Marketing, Revenue Operations, and Enablement
• Executive presence with strong consultative selling and customer engagement skills
• Track record of building high-performing teams, coaching leaders, and scaling organizations through growth and change

Benefits

• Remote work
• Medical insurance
• Flexible time off
• Retirement savings plans
• Modern family planning

Before you apply

• Candidates may submit up to 9 active applications within a 60-day period
• Reapplications to the same role are accepted 90 days after a previous application has been reviewed
• Automated AI tools may be used to evaluate job applications

About the company

Block, Inc. builds technology to increase access to the global economy through brands like Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.