Head of Education, Training & Enablement


New York, US / San Francisco, CA, US
  • Job Type: Full-Time
  • Function: Sales
  • Post Date: 06/09/2021
  • Website: checkhq.com
  • Company Address: , New York, NY

About Check

Check is a payroll-as-a-service API that lets you embed payroll directly in your vertical SaaS, HR, or time-tracking platform.

Job Description

Check is looking for a Head of Education, Training & Enablement to build and grow Education, Training & Enablement for our Partners and their customers from the ground up. While payroll can be complicated, at Check our mission is to make paying people simple. Our Education, Training & Enablementteam lies at the heart of doing that.
We’re looking for an experienced education leader who wants to challenge themselves at the intersection of several fields. You’ll need to become an expert in the emerging API infrastructure and embedded fintech landscape, but also in the decades-old world of payroll.  Based on that expertise you’ll then guide Check’s strategic vision for education, training and enablement to identify, prioritize, curate, build, and maintain the delivery and measurement of training programs.
As Head of Education, Training and Enablement, you will be responsible for building scalable programs to support Check’s partners, our partner’s customers and Check team members.  The ideal candidate should be able to create a strategic vision for Education, Training & Enablement at Check, roll up their sleeves, and, execute with a high degree of autonomy, to bring their plan to fruition. You will work closely with all parts of the company, including Product, Partner Development, Partner Success, Payroll Operations, and other functions.


    • Set forth a vision and strategy of the education program which enables Check to scale effectively as the leading payroll-as-a-service API infrastructure company
    • Oversee implementation of new technology products that support the educational offerings (community forum, knowledge base platform, LMS, etc.)
    • Build and lead a team that is designing and delivering persona and role-specific learning journeys for partners, partner’s customers, as well as internal team members
    • Partner with business, operations and product stakeholders, to review outcomes and prioritize the roadmap
    • Develop and execute a strategy to keep content current as the product and market evolves while continuing to develop new and relevant content for partners, partner’s customers and Check team members
    • Standardize internal process, including defining metrics, to be repeatable and provide transparency into performance and effectiveness

Many backgrounds could fit this role, but ideal candidates:

    • Have 7-10+ years of experience in training, education and enablement, preferably in customer and partner facing roles at a SaaS or infrastructure companies
    • Have experience building education and enablement organizations from the ground up
    • Have strong internal, partner and customer certification and training approach with monitored performance metrics
    • Have proven experience in effectively partnering with business & product teams to achieve goals and outcomes
    • Have an entrepreneurial mindset
    • Have strong leadership credentials and high energy level to match Check’s fast-paced, start-up environment
Our team is distributed across the US, with hubs in New York City, San Francisco, and Atlanta.

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Disclaimer: Local Candidates Only
This company does NOT accept candidates from outside recruiting firms. Agency contacts are not welcome.