Mid-Market Account Manager

BlockChicago, IL
$42 - $78Remote

About The Position

Square's Strategic Account Management organization is seeking an experienced sales professional to drive growth and retention of Mid-Market accounts within our Retail vertical. This team partners with some of Square's most dynamic retail sellers — diverse businesses spanning specialty retail, home goods, health & beauty retail, and food & beverage retail. In this role, you'll serve as a trusted advisor to retail business owners and operators, helping them evaluate their tech stack and scale using Square's ecosystem.

Requirements

  • 5+ years of experience in account management or sales, ideally within SaaS, payments, or POS technology
  • Proven success growing and retaining a book of business
  • Consistent over-performance on key metrics and revenue targets
  • Strong discovery and consultative selling skills
  • Technical solutioning skills, including requirements gathering and translating customer needs into scalable solutions
  • Demonstrated success retaining and expanding strategic accounts
  • Experience negotiating contracts and pricing with senior stakeholders
  • Exceptional written and verbal communication skills
  • Creative, strategic problem-solver who thrives in ambiguous environments
  • Growth mindset, empathetic collaborator, and positive team player

Nice To Haves

  • Experience in the retail industry preferred, but not required

Responsibilities

  • Own and maintain relationships across a portfolio of ~175 mid-market retail sellers, driving account expansion, retention, and satisfaction
  • Consult with business owners and operators to uncover opportunities across payments, business management, and banking tools
  • Retain and grow portfolio through use-case expansion, cross-sell opportunities, and customized seller onboarding experiences
  • Identify opportunities for technical Square solutions to address existing customer needs; project manage execution in collaboration with cross-functional teams
  • Act as the voice of the customer, advocating for mid-market seller needs with Product, Engineering, and Operations teams
  • Negotiate contracts for use-case expansion and retention of your sellers
  • Deliver white-glove client service, ensuring resolution of seller issues
  • Inform operations and program design for this segment at scale

Benefits

  • Remote work
  • medical insurance
  • flexible time off
  • retirement savings plans
  • modern family planning
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service