Role Description
Square is looking for a Product Specialist Manager to lead a team of specialists focused on helping sellers understand, adopt, and get more value from Square's growing product ecosystem.
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Lead and develop a team of specialists.
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Deploy expertise against high-priority seller and product opportunities.
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Strengthen product knowledge across the broader sales organization.
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Serve as a connection between frontline teams and Product.
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Surface seller insights and identify friction.
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Improve how Square's products are brought to market.
What You'll Do
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Lead a High-Performing Product Specialist Team
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Coach and develop a team of Product Specialists.
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Build deep product expertise alongside strong consultative skills.
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Establish clear priorities and operating rhythms.
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Foster a culture of ownership, customer focus, collaboration, and continuous improvement.
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Manage team performance, development, capacity, and engagement.
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Support Strategic Seller Opportunities & Product Adoption
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Partner with Account Executives and Account Managers on high-value opportunities.
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Coach specialists through discovery, product positioning, and complex conversations.
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Engage directly with sellers when additional product expertise is needed.
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Help sellers understand how Square's products can address their business needs.
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Support GTM and Product priorities by deploying specialist expertise.
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Scale Product Expertise Across Sales
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Increase product knowledge across Account Executives and Account Managers.
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Partner with Enablement, Product, and Marketing to develop resources.
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Identify recurring knowledge gaps and translate them into enablement opportunities.
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Develop repeatable approaches for frontline teams.
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Connect Seller Insights to Product & GTM
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Serve as a feedback loop between sellers and Product.
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Surface recurring seller needs, product gaps, and adoption barriers.
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Partner across various teams to improve product commercialization.
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Use insights to improve how specialist resources are prioritized.
Success Metrics
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Product adoption and attach rate.
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Seller opportunities supported and influenced.
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Conversion and outcomes of specialist-supported opportunities.
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Specialist engagement and utilization.
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Team performance and development.
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Increased product knowledge across frontline teams.
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Effectiveness of product enablement and specialist support.
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Quality and impact of seller insights surfaced to Product and GTM teams.
Qualifications
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7+ years of experience in B2B sales, account management, product specialization, or related fields.
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Experience supporting complex products requiring consultative discovery.
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Strong people leadership skills with a track record of coaching high-performing teams.
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Demonstrated ability to partner effectively with Account Executives and Account Managers.
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Strong customer and commercial instincts.
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Ability to translate complex product capabilities into clear customer conversations.
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Experience partnering cross-functionally across various teams.
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Strong communication and influencing skills.
Why This Role Matters
As Square's ecosystem grows, helping sellers understand and adopt the right combination of products becomes increasingly important. Product Specialists bring the depth of expertise needed to help sellers navigate that ecosystem, support our frontline teams through complex opportunities, and ensure seller feedback informs how our products and go-to-market approach evolve.
Application Guidelines
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.
Use of AI in Our Hiring Process
We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.
Benefits
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Remote work.
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Medical insurance.
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Flexible time off.
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Retirement savings plans.
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Modern family planning.