About The Position

Since opening its doors in 2009, Square has evolved to provide integrated, omnichannel solutions for sellers. Initially enabling payments, Square expanded into software to help sellers manage inventory, offer buy now, pay later functionality (via Afterpay), book appointments, engage loyal buyers, and hire and pay staff. Financial services tools are embedded at the point of sale, allowing merchants to access business loans and manage cash flow in one place. Square partners with sellers of all sizes, from those just starting to large, enterprise-scale businesses, and aims to build a significant, meaningful, and lasting business globally. The Strategic Account Management organization is seeking a customer-facing leader to manage Strategic Account Managers within the Mid-Market segment. This role involves leading a team focused on the retention and growth of Square's largest retail and services merchants. The manager will build and support a data-driven, motivated team to further Square's presence in up-market verticals, directly managing 8-10 Strategic Account Managers and overseeing their portfolio's revenue and logo retention. Responsibilities include providing 1:1 coaching and performance management, developing processes and insights for team growth, influencing future program design, building ongoing training programs and go-to-market product initiatives, and influencing necessary tooling for Account Managers. The role also involves managing impactful cross-functional projects for the company. The ideal candidate will have recent experience leading high-performing mid-market teams, with a proven track record as a player/coach, and experience leading projects, driving revenue growth, and advocating for customers internally. Energy for coaching talent and comfort operating in ambiguous situations are key attributes.

Requirements

  • 15+ years total experience in Business Development, Sales or Account Management
  • 5+ years experience directly managing metrics-driven customer-facing teams within a high-growth technology company
  • Experience identifying opportunities and independently developing plans of action on behalf of your team
  • Excellent written communication for all audiences, including internal senior stakeholders
  • Experience working cross-functionally with product teams to serve as the voice of the customer
  • Experience serving as a direct senior escalation point for customers to diffuse challenges and identify mutual wins
  • Experience managing teams with high volume books and driving efficiency

Responsibilities

  • Lead a distributed team of up to 6-8 senior Account Managers, each with a book of business of 175 accounts
  • Retain your portfolio in a challenging and competitive environment
  • Provide 1:1 coaching and performance management to your team members
  • Serve as an escalation point for customer challenges, including meeting with customers in-person monthly to quarterly
  • Act as an upmarket services expert and engage with product teams to serve as the customer voice for upmarket sellers with past success working with executive internal stakeholders
  • Create operational efficiencies through stream-lined repeatable processes
  • Foster cross-functional collaboration through beta programs, co-marketing, product insights and more

Benefits

  • Remote work
  • medical insurance
  • flexible time off
  • retirement savings plans
  • modern family planning

Stand Out From the Crowd

Upload your resume and get instant feedback on how well it matches this job.

Upload and Match Resume

What This Job Offers

Job Type

Full-time

Career Level

Senior

Education Level

No Education Listed

Number of Employees

5,001-10,000 employees

© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service