Product Sales Manager

Block is a technology company whose Square brand provides integrated commerce and financial services solutions for sellers. Square is seeking a Product Specialist Manager to lead and develop a team that helps sellers understand, adopt, and maximize the value of Square’s products. The role involves supporting complex seller opportunities, scaling product expertise across sales, and connecting seller insights with Product and go-to-market teams.

Responsibilities:

• Lead, coach, and develop a team of Product Specialists supporting Account Executives, Account Managers, and their sellers
• Build deep product expertise alongside strong consultative and customer engagement skills
• Establish clear priorities and operating rhythms to ensure specialist resources are deployed against the highest-impact opportunities
• Foster a culture of ownership, customer focus, collaboration, and continuous improvement
• Manage team performance, development, capacity, and engagement
• Partner with Account Executives and Account Managers on high-value and complex opportunities where specialized product expertise can improve seller outcomes
• Coach specialists through discovery, product positioning, solution design, objection handling, and complex product conversations
• Engage directly with sellers when additional product expertise or leadership can help advance an opportunity
• Help sellers understand how Square's products can address their business needs and unlock greater value from the Square ecosystem
• Support GTM and Product priorities by deploying specialist expertise toward strategic and underpenetrated products
• Increase product knowledge and confidence across Account Executives, Account Managers, and other frontline teams
• Partner with Enablement, Product, and Marketing to develop product guidance, playbooks, messaging, training, and other resources
• Identify recurring knowledge gaps and seller objections and translate them into scalable enablement opportunities
• Develop repeatable approaches that allow frontline teams to independently navigate more product conversations over time
• Serve as a strong feedback loop between sellers, frontline sales teams, and Product
• Surface recurring seller needs, product gaps, objections, and adoption barriers
• Partner across Product, Sales, Marketing, GTM Strategy & Operations, Data Science, and Enablement to improve product commercialization and seller experience
• Use seller, product, and performance insights to continuously improve how specialist resources are prioritized and deployed

Requirements:

• 7+ years of experience in B2B sales, account management, product specialization, solution consulting, fintech, SaaS, payments, or another complex customer-facing environment, including experience leading and developing teams
• Experience supporting complex products or solutions that require consultative discovery and deep product expertise
• Strong people leadership skills with a track record of coaching and developing high-performing teams
• Demonstrated ability to partner effectively with Account Executives and Account Managers in a specialist, overlay, or consultative model
• Strong customer and commercial instincts with the ability to connect seller needs to product capabilities and business value
• Ability to translate complex product capabilities into clear, compelling customer conversations
• Experience partnering cross-functionally across Sales, Product, Marketing, Operations, and Enablement
• Strong communication and influencing skills with the ability to turn frontline insights into actionable recommendations