Sr. Program Manager, IT and Business Systems

  • San Francisco, CA
  • Full-time

Company Description

We believe the economy is better when everyone has access. When everyone has room to grow. No one should be left out because the cost is too great or the technology too complex. We started with a little white credit card reader but haven’t stopped there. We’re empowering the independent electrician to send invoices, setting up the favorite food truck with a delivery option, helping the ice cream shop pay its employees, and giving the burgeoning coffee chain capital for a second, third, and fourth location. We’re here to help sellers of all sizes start, run, and grow their business—and helping them grow their business is good business for everyone.

Job Description

The Sr. Program Manager for Square’s IT Business Applications interacts with IT and business leaders to craft a PMO strategy that aligns with business objectives and priorities. He/she manages project and program management services across the enterprise and is responsible for developing a robust and flexible project and program methodology for use throughout the organization. 

You will: 

  • Manage a portfolio of project and program management services (project and program analysis, project and program execution, project and program delivery) for the enterprise focused on IT Business Applications 

  • Collaborate with IT and Business leaders to develop and manage the IT PMO mandate

  • Ensure that investments and initiatives in project management services align with organizational strategy and priorities 

  • Develop and manage project and program budget and cost, resource allocation, and reallocations 

  • Prioritize programs and projects based on changing functional needs, resource capacity constraints, risk exposure, and interdependencies 

  • Establish and monitor IT PMO value metrics to make informed decisions that maximize returns across enterprise projects and programs 

  • Engage with cross-functional business leaders to objectively analyze the organization’s ability to absorb change and adopt project and programs post-deployment 

  • Enable rapid, predictable, transparent delivery of high-quality IT solutions/projects.  Manage key complex, cross-functional IT programs & projects with regard to scope, schedule, resources and budget. 

  • Act independently to determine effective methods and procedures.

  • Define project scope, goals and deliverables that support business goals in collaboration with senior management and stakeholders

  • Develop full-scale project plans and associated communications documents

  • Draft and submit budget proposals, and recommend subsequent budget changes where necessary

  • Determine and assess need for additional staff and/or consultants

  • Identify and manage project dependencies and critical path

  • Plan and schedule project timelines and milestones using appropriate tools


• Strong planning, organizational, and leadership skills, including the ability to mobilize and motivate teams, set direction and approach, resolve conflict, deliver tough messages with grace, and execute with limited information and ambiguity 

• Excellent interpersonal and communication skills and proven ability to work effectively with all organizational levels 

• Experience in leading application projects and programs on SaaS platforms such as Salesforce, Oracle Cloud (Financials, Supply Chain), Workday etc. 

• Proven ability to build and lead integrated teams from various internal and external organizations across multiple sites 

• Ability to promote innovative ideas and accept the risks that are required to lead change 

• Able to foster and build a collaborative working relationship with various stakeholders 

• Competent in project management, governance formulation, and team management 

• Working knowledge of risk management, standards, and policies formulation 

• Expert in financial management and organizational change management 

• Hands-on experience in project/portfolio resource planning, reporting, prioritization, and budgeting 

• 10+ years of project, program, or portfolio management experience 

• Bachelor’s degree required 

• Master’s degree preferred 

• PMP/PMI certification preferred

Additional Information

At Square, our purpose is to empower – within and outside of our walls. In order to build the best tools for the businesses and customers we support all over the world, we have to start at home with a workforce as diverse and empowered as our sellers. To this end, we take great care to evaluate all employees and job applicants equally, based on merit, competence, and qualifications. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law. We encourage candidates from all backgrounds to apply and always consider qualified applicants with arrest and conviction records, in accordance with the San Francisco Fair Chance Ordinance. Applicants in need of special assistance or accommodation during the interview process or in accessing our website may contact us by sending an email to assistance(at) We will treat your request as confidentially as possible. In your email, please include your name and preferred method of contact, and we will respond as soon as possible. Perks At Square, we want you to be well and thrive. Our global benefits package includes: Healthcare coverage, Retirement Plans, Employee Stock Purchase Program, Meal reimbursements, Wellness perks, Paid parental leave, Flexible time off, Learning and Development resources