Manager, Enterprise Account Management

  • Chicago, IL
  • Employees can work remotely
  • Full-time
  • Alternate Location: Austin, United States

Company Description

Square builds common business tools in unconventional ways so more people can start, run, and grow their businesses. When Square started, it was difficult and expensive (or just plain impossible) for some businesses to take credit cards. Square made credit card payments possible for all by turning a mobile phone into a credit card reader. Since then Square has been building an entire business toolkit of both hardware and software products including Square Capital, Square Terminal, Square Payroll, and more. We’re working to find new and better ways to help businesses succeed on their own terms—and we’re looking for people like you to help shape tomorrow at Square.

Job Description

The Account Management organization is looking for an experienced-leader to lead our Enterprise Account Managers. The team is focused on the retention and growth of our highest-value existing sellers, and partners closely with an end-to-end deal team to establish new deals from Enterprise Sales. 

You will be responsible for coaching and developing a high-performing team whose efforts will continue Square’s journey up-market. You will develop processes, tooling, insights and metrics that ensure our ability to scale the program. Your in-depth experience building executive alignment with customers as well as advising in the negotiation of high-value contracts will be paramount to your team’s success. 

The ideal candidate will have lengthy experience consulting, solutioning or direct-selling into companies within the enterprise market segment. They will also have significant experience leading teams, performance managing results and advocating internally for customers. Stand-out candidates derive their energy from building things and generally feel comfortable operating in the unknown.  

You will:

  • Coach, develop and lead a distributed team of senior Account Managers 

  • Consistently deliver positive revenue outcomes while maintaining a high-ROI 

  • Bring an executive presence to high-value customer pitches and contract negotiations

  • Create operational efficiencies through stream-lined repeatable business processes 

  • Identify and recruit world-class talent both internally and externally to Square 

  • Promote an environment of trust and collaboration throughout the deal process

  • Always lead with curiosity and empathy in support of your team    


You have:

  • 8+ years experience in Account Management, Business Development, or Sales  

  • 4+ years experience coaching people and leading teams 

  • Extensive experience in a metrics-driven sales organization

  • Proven ability to influence teams in rapidly growing environments

  • Excellent interpersonal, leadership, organizational and communication skills

  • Experience working for a start-up is a plus  

  • Bachelor's degree or higher

Additional Information

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Square is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class. 

We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we’re doing to build a workplace that is fair and square? Check out our I+D page

Additionally, we consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.


We want you to be well and thrive. Our global benefits package includes:

  • Healthcare coverage
  • Retirement Plans
  • Employee Stock Purchase Program
  • Wellness perks
  • Paid parental leave
  • Paid time off
  • Learning and Development resources

Square, Inc. (NYSE: SQ) builds tools to empower businesses and individuals to participate in the economy. Sellers use Square to reach buyers online and in person, manage their business, and access financing. Individuals use Cash App to spend, send, store, and invest money. And TIDAL is a global music and entertainment platform that expands Square's purpose of economic empowerment to artists. Square, Inc. has offices in the United States, Canada, Japan, Australia, Ireland, Spain, Norway, and the UK.

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