Learning Specialist, Cash App

  • Philadelphia, PA, USA
  • Full-time

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

As a member of the Cash App Learning Specialist team, your primary responsibilities will be delivering, maintaining and improving our new hire onboarding curriculum. Your role also involves a variety of other Learning & Development tasks such as developing content, upskilling tenured employees and collaborating closely with operations leaders and other cross-functional teams.

The ideal candidate is a self-motivated team player with a strong sense of ownership and a "get things done" attitude. You’re effective at managing multiple projects at once, very detail-oriented and organized, like to be busy and productive, learn quickly, and have a track record of being adaptable in a fluid, high-growth environment.

You Will:

  • Deliver new hire training to Cash App and Business Partner Advocates

  • Provide real time coaching to Advocates to improve performance and shorten ramp up timelines

  • Create, update and curate training content as needed

  • Organize and arrange all back end logistics associated with the new hire training program

  • Provide qualitative and quantitative feedback to Customer Success Leaders regarding new hire performance

  • Engage shared service partners as needed to deliver select training modules (Quality Assurance, Risk Operations, etc.)

  • Project manage select L&D initiatives projects so they are delivered on-time and within scope

  • Contribute to L&D projects by doing research around best practices 

  • Support content development, content design, and facilitate L&D course offerings when needed


  • BA/ BS degree or 3+ years practical experience in a Learning and Development role

  • 2+ years managing organizational projects and programs

  • 2+ years formal facilitation experience in both classroom and virtual environments

  • Understanding of Adult Learning Theory and experience developing learning content

  • Exceptional presentation skills

  • Strong interpersonal and written/verbal communication skills 

  • A track-record of success displaying a flexible, adaptable and solutions-oriented mindset in the face of opportunity

  • Proven ability to work autonomously and amidst ambiguity 

  • Attention to detail, strong follow up skills and a proactive approach to getting the job done

  • Strong sense of urgency to drive projects to completion

  • Competence with performance coaching and feedback delivery 

  • Capacity to balance competing priorities in a fast-paced environment

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.