Program Manager, Leadership and Professional Development

  • St. Louis, MO
  • Full-time
  • Alternate Location: Portland, United States

Company Description

Cash App is the fastest growing financial brand in the world. Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic app with over 24 million monthly active users. We are bringing a better way to send, spend, invest, and save to anyone who has ever sought an alternative to the traditional banking system.

Loved by customers and pop culture, we’ve consistently held the top spot for finance in the App Store for many years, seeing more engagement with millions of followers across social media in a day than most brands see in a year. We are building an ecosystem to redefine the world’s relationship with money by making it universally accessible.

We want to hire the best talent regardless of location. Our employment model is distributed, offering the opportunity to collaborate with teams across the world in San Francisco, New York, St. Louis, Portland, Toronto, Kitchener-Waterloo, Sydney, and Melbourne.

Interested in learning more?

Job Description

In Learning and Development, we’re here to support the Customer Success, Risk Operations and Risk Management teams as they grow and expand their reach across the business.  The Learning & Development team ensures that all of our Cash App team members are equipped with the knowledge and skills they need in order to be successful in their roles on a continual basis, as well as provide opportunities for further career growth and development. Our focus areas include: new hire on-boarding, continuing education, professional development, coaching and performance consulting.   

In this role, you will be focused on designing, delivering, and measuring the impact of the leadership and professional development learning programs which drive performance improvement across the Customer Operations team. There are a broad range of opportunities in developing program content including coaching for performance improvement, building business acumen, leadership skill building (pre-lead, new lead, tenured lead), developing soft skills for customer interactions and ongoing professional development.  We do not have a formalized curricula in place today so this person will have the opportunity to create and implement a variety of programs that will have the greatest impact on performance. 

What you’ll do: 

  • Design, develop, implement and lead organization-wide leadership and professional development programs 

  • Guide the organization in prioritizing and developing an end-to-end leadership/professional development strategy and curricula with available resources, in coordination with stakeholders, and aligning with organizational strategic priorities 

  • Utilize data to monitor and analyze the effectiveness of programs; support a culture of continuous development within the Learning & Development Team 

  • Provide input and outcome data on learning impact and recruitment recommendations regularly in reports to management and partners 

  • Lead the development of learning programs for Cash App people managers

  • Cultivate relationships with key stakeholders to ensure that learning and development initiatives are aligned with both individual and team needs  

  • Develop and support training solutions and processes that enable individuals to grow and improve in their career journey


This position is located in St. Louis, MO or Portland, OR.


  • Expertise in using qualitative and quantitative data to identify and build out comprehensive Leadership/Pro Development strategies

  • 4+ years of experience building, maintaining and managing large-scale Leadership/Pro Development learning programs 

  • 2+ years Learning and Development experience in an intensely scaling technical business setting

  • 2+ years of Program Management Experience - Leadership Programs preferred

  • A deep understanding of and experience in instructional design, performance analysis, performance coaching and adult learning theory

  • Experience with change management fundamentals and learning/educational technology

  • An end-to-end problem solving skill-set, from structuring a complex problem to developing actionable recommendations and working with other teams to get solutions implemented

  • An analytical, data-focused mindset with a track record of success in a metrics-driven environment

  • Strong public speaking, facilitation and coaching skills with a desire to see others succeed

  • Experience with e-learning development tools such as Storyline, Rise and Captivate and familiarity with an LMS

  • People management experience preferred 

Additional Information

Cash App treats all employees and job applicants equally. Every decision is based on merit, qualifications, and talent. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We will consider for employment qualified applicants with criminal histories in a manner consistent with each office’s corresponding local guidelines.