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Product Specialist Manager, Square

Block· 20408 S&M - Sales - Square RevOps & Enablement
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Bay Area, CA$183k - $311.9kfull-timePosted 1mo ago

About the role

Lead and develop a team of Product Specialists who help sellers understand, adopt, and derive value from Square’s product ecosystem. Collaborate with Account Executives, Account Managers, Product, Marketing, Enablement, and GTM teams to surface seller insights and improve product commercialization and seller outcomes.

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 deploy specialist resources against high-impact opportunities.
  • Foster 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 to 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 is needed.
  • Help sellers understand how Square’s products address business needs and unlock value from the ecosystem.
  • Support GTM and Product priorities by deploying specialist expertise toward strategic and underpenetrated products.
  • Increase product knowledge and confidence across frontline teams; develop product guidance, playbooks, messaging, training, and resources with Enablement, Product, and Marketing.
  • Identify recurring knowledge gaps and translate them into scalable enablement opportunities.
  • Develop repeatable approaches for frontline teams to navigate more product conversations independently.
  • Serve as a feedback loop between sellers, frontline teams, and Product to surface needs, gaps, objections, and adoption barriers.
  • Collaborate with Product, Sales, Marketing, GTM Strategy & Operations, Data Science, and Enablement to improve product commercialization and seller experience.
  • Use insights to continuously improve prioritization and deployment of specialist resources.

Qualifications

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

Skills

Required:Product Sales

Benefits

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning
  • Other benefits listed by Block
Last updated Oct 7, 2026. Interested? Apply on the company site.
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About Block

Block builds technology to increase access to the global economy.

Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy.

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