Cash App Training Specialist

  • Portland, OR
  • 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

What does L&D do? 

We’re here to help Customer Success Advocates learn and grow! The Cash App Learning & Development (L&D) team ensures that the team is equipped with the knowledge and skills they need in order to be successful in their role, as well as provide opportunities for further career growth and development. Our primary focus areas include new hire training, performance coaching, learning content development and on the job performance support.  

Job Summary

In this role, you will be primarily focused on facilitating new hire training and supporting learning and development opportunities that drive performance improvement across the Cash App Customer Success team. As a Training Specialist, you’ll be setting up new Customer Success Advocates for success by facilitating and managing the logistics of new hire training, coaching new hires through their first 3 months on the job, constantly iterating on current training programs to drive improvement, and working closely with other teams and leaders on a variety of development projects.

Job Description

The Cash App L&D team is small and mighty: you will be spending 70% of your time planning, optimizing and delivering new hire training programs and the remaining on other learning and development tasks such as content development, upskilling tenured employees, tracking results, etc. Your role involves collaborating closely with the Customer Success Leads 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



You have:

  • BA/ BS degree or 2+ years practical experience in a Learning and Development role

  • 2+ years managing organizational projects and programs

  • Facilitation experience in both classroom and virtual environments

  • Exceptional presentation skills 

  • Strong interpersonal and written/verbal communication skills 

  • Experience consulting with business leaders/stakeholders

  • Ability to be flexible, adaptable and solutions-oriented in the face of problems

  • Passion for trying, learning, improving, and sharing best practices

  • Proactive team member with excellent attention to detail and follow through; Strong sense of urgency to drive projects to completion

  • Ability to balance competing priorities in a fast-paced environment, and push back on stakeholders when necessary

  • Understanding of Adult Learning Theory

Even Better:

  • A degree in adult learning, organizational development, organizational behavior, industrial-organizational psychology, human resources, or equivalent

  • Instructional Design experience 

  • Experience leveraging technology in the classroom

  • Insight into project management, stakeholder management and results tracking methods

  • Exposure to Learning Management Systems

This position is located in St. Louis, MO.

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.